Table of Contents


UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549


FORM 10-Q


QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT 1934

xQUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT 1934

For the quarterly period ended SeptemberJune 30, 2017

oTRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

2021

TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the transition period from to
Commission File Number:001-37806

Twilio Inc.

twlo-20210630_g1.jpg
TWILIO INC.
(Exact name of registrant as specified in its charter)


Delaware

26-2574840

Delaware

26-2574840
(State or other jurisdiction of
incorporation or organization)

(I.R.S. Employer
Identification Number)

375 Beale

101 Spear Street, Suite 300

First Floor

San Francisco, California 94105

(Address of principal executive offices) (Zip Code)

(415) 390-2337

(Registrant’s telephone number, including area code)



Securities registered pursuant to Section 12(b) of the act:

Title of each classTrading Symbol(s)Name of each exchange on which registered
Class A Common Stock, par value $0.001 per shareTWLOThe New York Stock Exchange
As of July 23, 2021, 166,931,325 shares of the registrant’s Class A common stock and 10,218,422 shares of registrant’s Class B common stock were outstanding.
Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.  Yes x  No o

Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Data File required to be submitted and posted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files).  Yes x  No o

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer”, “smaller reporting company” and “emerging growth company” in Rule 12b-2 of the Exchange Act.

Large accelerated filero

Accelerated filero

Non-accelerated filerx

Smaller reporting companyo

(Do not check if a smaller reporting company)

Emerging growth companyx


If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.    x

o

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). Yes oNox

As of October 31, 2017, 68,822,548 shares of the registrant’s Class A common stock and 24,207,167 shares of registrant’s Class B common stock were outstanding.





Table of Contents



TWILIO INC.

Quarterly Report on Form 10-Q

For the Three Months Ended SeptemberJune 30, 2017

2021

TABLE OF CONTENTS

Page

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1



Special Note Regarding Forward-Looking Statements

This Quarterly Report on Form 10-Q contains forward-looking statements within the meaning of Section 27A of the Securities Act of 1933, as amended (the “Securities Act”), and Section 21E of the Securities Exchange Act of 1934, as amended (the “Exchange Act”), which statements involve substantial risks and uncertainties. Forward-looking statements generally relate to future events or our future financial or operating performance. In some cases, you can identify forward-looking statements because they contain words such as “may,” “can,” “will,” “would,” “should,” “expects,” “plans,” “anticipates,” “could,” “intends,” “target,” “projects,” “contemplates,” “believes,” “estimates,” “predicts,” “potential”“forecasts,” “potential,” or “continue” or the negative of these words or other similar terms or expressions that concern our expectations, strategy, plans or intentions. Forward-looking statements contained in this Quarterly Report on Form 10-Q include, but are not limited to, statements about:

·

the impact of the coronavirus disease of 2019 (“COVID-19”) pandemic on the global economy, our customers, employees and business;
our future financial performance, including our revenue, cost of revenue, gross margin and operating expenses, ability to generate positive cash flow and ability to achieve and sustain profitability;

·                  the impact and expected results from changes in our relationship with our larger customers;

·                  the sufficiency of our cash and cash equivalents to meet our liquidity needs;

·

anticipated technology trends, such as the use of and demand for cloud communications;

·

our ability to continue to build and maintain credibility with the global software developer community;

·

our ability to attract and retain customers to use our products;

·                  our ability to attract and retain enterprises and international organizations as customers for our products;

·                  our ability to form and expand partnerships with independent software vendors and system integrators;

·

the evolution of technology affecting our products and markets;

·

our ability to introduce new products and enhance existing products;

·

our ability to comply with modified or new industry standards, laws and regulations applying to our business, including the General Data Protection Regulation (“GDPR”), the Schrems II decision invalidating the EU-US Privacy Shield, the California Consumer Privacy Act of 2018 (“CCPA”) and other privacy regulations that may be implemented in the future, and Signature-based Handling of Asserted Information Using toKENs (“SHAKEN”) and Secure Telephone Identity Revisited (“STIR”) standards (together, “SHAKEN/STIR”) and other robocalling prevention and anti-spam standards and increased costs associated with such compliance;
our ability to optimize our network service provider coverage and connectivity;

·

our ability to manage changes in network service provider fees that we pay in connection with the delivery of communications on our platform;
our ability to work closely with email inbox service providers to maintain deliverability rates;
our ability to pass on our savings associated with our platform optimization efforts to our customers;

·

the impact and expected results from changes in our relationship with our larger customers;
our ability to attract and retain enterprises and international organizations as customers for our products;
our ability to form and expand partnerships with technology partners and consulting partners;
our ability to successfully enter into new markets and manage our international expansion;

·

the attraction and retention of qualified employees and key personnel;

·

our ability to effectively manage our growth and future expenses and maintain our corporate culture;

·

our ability to compete effectively in an intensely competitive market;
the sufficiency of our cash and cash equivalents to meet our liquidity needs;
2



our anticipated investments in sales and marketing, and research and development;

·development and additional systems and processes to support our growth;

our ability to maintain, protect and enhance our intellectual property;

·

our ability to successfully defend litigation brought against us;

·

our ability to complyservice the interest on our 3.625% senior notes due 2029 (“2029 Notes”), our 3.875% notes due 2031 (“2031 Notes,” and together with modifiedthe 2029 Notes, the “Notes”), and repay such Notes;
our customers and other platform users violation of our policies or new lawsother misuse of our platform;
our expectations about the impact of natural disasters and regulations applyingpublic health epidemics, such as COVID-19 on our business, results of operations and financial condition and on our customers, employees, vendors and partners;
our ability to successfully integrate and realize the benefits of our business; and

·                  the increased expenses associated with being a public company.

past or future strategic acquisitions or investments, including our acquisition of Segment.io, Inc. (“Segment”).

We caution you that the foregoing list may not contain all of the forward-looking statements made in this Quarterly Report on Form 10-Q.

You should not rely upon forward-looking statements as predictions of future events. We have based the forward-looking statements contained in this Quarterly Report on Form 10-Q primarily on our current expectations and projections about future events and trends that we believe may affect our business, financial condition, results of operations and prospects. The outcome of the events described in these forward-looking statements is subject to risks, uncertainties and other factors described in the section titled“Summary of Risk Factors and Uncertainties Associated with Our Business” below, in Part II, Item 1A, “Risk Factors”, and elsewhere in this Quarterly Report on Form 10-Q. Moreover, we operate in a very competitive and rapidly changing environment. New risks and uncertainties emerge from time to time and it is not possible for us to predict all risks and uncertainties that could have an impact on the forward-looking statements contained in this Quarterly Report on Form 10-Q. We cannot assure you that the results, events and circumstances reflected in the forward-looking statements will be achieved or occur, and actual results, events or circumstances could differ materially from those described in the forward-looking statements.

The forward-looking statements made in this Quarterly Report on Form 10-Q relate only to events as of the date on which the statements are made. We undertake no obligation to update any forward-looking statements made in this Quarterly Report on Form 10-Q to reflect events or circumstances after the date of this Quarterly Report on Form 10-Q or to reflect new information or the occurrence of unanticipated events, except as required by law. We may not actually achieve the plans, intentions or expectations disclosed in our forward-looking statements and you should not place undue reliance on our forward-looking statements. Our forward-looking statements do not reflect the potential impact of any future acquisitions, mergers, dispositions, joint ventures or investments we may make.

3



PART I - FINANCIAL INFORMATION


Item 1. Financial Statements

TWILIO INC.

Condensed Consolidated Balance Sheets

(In thousands)

(Unaudited)

 

 

As of September 30,
2017

 

As of December 31,
2016

 

ASSETS

 

 

 

 

 

Current assets:

 

 

 

 

 

Cash and cash equivalents

 

$

91,906

 

$

305,665

 

Short-term marketable securities

 

192,031

 

 

Accounts receivable, net

 

37,258

 

26,203

 

Prepaid expenses and other current assets

 

26,420

 

21,512

 

Total current assets

 

347,615

 

353,380

 

Restricted cash

 

7,450

 

7,445

 

Property and equipment, net

 

47,718

 

37,552

 

Intangible assets, net

 

21,274

 

10,268

 

Goodwill

 

17,407

 

3,565

 

Other long-term assets

 

2,084

 

484

 

Total assets

 

$

443,548

 

$

412,694

 

LIABILITIES AND STOCKHOLDERS’ EQUITY

 

 

 

 

 

Current liabilities:

 

 

 

 

 

Accounts payable

 

$

7,117

 

$

4,174

 

Accrued expenses and other current liabilities

 

55,283

 

59,308

 

Deferred revenue

 

13,599

 

10,222

 

Total current liabilities

 

75,999

 

73,704

 

Long-term liabilities

 

12,549

 

9,543

 

Total liabilities

 

88,548

 

83,247

 

Commitments and contingencies (Note 10)

 

 

 

 

 

Stockholders’ equity:

 

 

 

 

 

Class A and Class B common stock

 

93

 

87

 

Additional paid-in capital

 

584,390

 

516,090

 

Accumulated deficit

 

(231,519

)

(186,730

)

Accumulated other comprehensive income

 

2,036

 

 

Total stockholders’ equity

 

355,000

 

329,447

 

Total liabilities and stockholders’ equity

 

$

443,548

 

$

412,694

 

As ofAs of
June 30,December 31,
20212020
(In thousands)
ASSETS
Current assets:
Cash and cash equivalents$1,799,602 $933,885 
Short-term marketable securities4,125,583 2,105,906 
Accounts receivable, net301,548 251,167 
Prepaid expenses and other current assets146,955 81,377 
Total current assets6,373,688 3,372,335 
Property and equipment, net206,354 183,239 
Operating right-of-use asset233,449 258,610 
Intangible assets, net913,308 966,573 
Goodwill4,664,185 4,595,394 
Other long-term assets142,601 111,282 
Total assets$12,533,585 $9,487,433 
LIABILITIES AND STOCKHOLDERS’ EQUITY
Current liabilities:
Accounts payable$105,998 $60,042 
Accrued expenses and other current liabilities331,804 252,895 
Deferred revenue and customer deposits98,723 87,031 
Operating lease liability, current46,760 48,338 
Total current liabilities583,285 448,306 
Operating lease liability, noncurrent205,997 229,905 
Finance lease liability, noncurrent17,804 17,856 
Long-term debt985,219 302,068 
Other long-term liabilities47,168 36,633 
Total liabilities1,839,473 1,034,768 
Commitments and contingencies (Note 13)00
Stockholders’ equity:
Preferred stock
Class A and Class B common stock176 164 
Additional paid-in capital12,297,415 9,613,246 
Accumulated other comprehensive income707 9,046 
Accumulated deficit(1,604,186)(1,169,791)
Total stockholders’ equity10,694,112 8,452,665 
Total liabilities and stockholders’ equity$12,533,585 $9,487,433 

See accompanying notes to condensed consolidated financial statements.

4



TWILIO INC.

Condensed Consolidated Statements of Operations

(In thousands, except share and per share amounts)

(Unaudited)

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Revenue

 

$

100,542

 

$

71,533

 

$

283,784

 

$

195,383

 

Cost of revenue

 

48,254

 

31,285

 

127,873

 

86,315

 

Gross profit

 

52,288

 

40,248

 

155,911

 

109,068

 

Operating expenses:

 

 

 

 

 

 

 

 

 

Research and development

 

31,674

 

21,106

 

87,910

 

53,339

 

Sales and marketing

 

25,778

 

15,873

 

73,047

 

47,451

 

General and administrative

 

18,867

 

14,545

 

40,810

 

36,773

 

Total operating expenses

 

76,319

 

51,524

 

201,767

 

137,563

 

Loss from operations

 

(24,031

)

(11,276

)

(45,856

)

(28,495

)

Other income, net

 

1,000

 

138

 

1,969

 

92

 

Loss before provision for income taxes

 

(23,031

)

(11,138

)

(43,887

)

(28,403

)

Provision for income taxes

 

(422

)

(116

)

(902

)

(313

)

Net loss attributable to common stockholders

 

$

(23,453

)

$

(11,254

)

(44,789

)

$

(28,716

)

Net loss per share attributable to common stockholders, basic and diluted

 

$

(0.25

)

$

(0.13

)

$

(0.49

)

$

(0.68

)

Weighted-average shares used in computing net loss per share attributable to common stockholders, basic and diluted

 

92,156,768

 

83,887,901

 

90,543,087

 

42,030,989

 


Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands, except share and per share amounts)
Revenue$668,931 $400,849 $1,258,919 $765,717 
Cost of revenue337,684 191,718 629,368 363,051 
Gross profit331,247 209,131 629,551 402,666 
Operating expenses:
Research and development181,280 120,701 356,080 235,040 
Sales and marketing238,058 129,823 448,648 246,545 
General and administrative114,183 61,251 224,436 116,421 
Total operating expenses533,521 311,775 1,029,164 598,006 
Loss from operations(202,274)(102,644)(399,613)(195,340)
Other (expenses) income, net(24,293)3,015 (32,606)1,897 
Loss before provision for income taxes(226,567)(99,629)(432,219)(193,443)
Provision for income taxes(1,286)(294)(2,176)(1,271)
Net loss attributable to common stockholders$(227,853)$(99,923)$(434,395)$(194,714)
Net loss per share attributable to common stockholders, basic and diluted$(1.31)$(0.71)$(2.55)$(1.39)
Weighted-average shares used in computing net loss per share attributable to common stockholders, basic and diluted173,407,187 141,618,541 170,275,609 140,512,351 
See accompanying notes to condensed consolidated financial statements.


5



TWILIO INC.

Condensed Consolidated Statements of Comprehensive Loss

(In thousands)

(Unaudited)

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Net loss

 

$

(23,453

)

$

(11,254

)

$

(44,789

)

$

(28,716

)

Other comprehensive income:

 

 

 

 

 

 

 

 

 

Unrealized loss on marketable securities

 

(44

)

 

(238

)

 

Foreign currency translation

 

793

 

 

2,274

 

 

Total other comprehensive income

 

749

 

 

2,036

 

 

Comprehensive loss attributable to common stockholders

 

$

(22,704

)

$

(11,254

)

$

(42,753

)

$

(28,716

)

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Net loss$(227,853)$(99,923)$(434,395)$(194,714)
Other comprehensive (loss) income:
Unrealized (loss) gain on marketable securities(979)17,895 (5,155)8,520 
Foreign currency translation(66)(276)
Net change in market value of effective foreign currency forward exchange contracts(2,908)(2,908)
Total other comprehensive (loss) income(3,953)17,895 (8,339)8,520 
Comprehensive loss attributable to common stockholders$(231,806)$(82,028)$(442,734)$(186,194)
See accompanying notes to condensed consolidated financial statements.

6



TWILIO INC.

Condensed Consolidated Statements of Cash Flows

(In thousands)

Stockholders Equity

(Unaudited)

 

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

CASH FLOWS FROM OPERATING ACTIVITIES:

 

 

 

 

 

Net loss

 

$

(44,789

)

$

(28,716

)

Adjustments to reconcile net loss to net cash provided by (used in) operating activities:

 

 

 

 

 

Depreciation and amortization

 

13,406

 

5,292

 

Amortization of bond premium

 

153

 

 

Stock-based compensation

 

35,973

 

15,649

 

Provision for doubtful accounts

 

407

 

1,017

 

Gain on lease termination

 

(295

)

 

Write-off of internally developed software

 

96

 

188

 

Changes in operating assets and liabilities:

 

 

 

 

 

Accounts receivable

 

(9,173

)

(11,275

)

Prepaid expenses and other current assets

 

(4,947

)

(11,561

)

Other long-term assets

 

(1,512

)

(59

)

Accounts payable

 

1,411

 

2,317

 

Accrued expenses and other current liabilities

 

(1,454

)

18,625

 

Deferred revenue

 

3,364

 

3,346

 

Long-term liabilities

 

306

 

9,596

 

Net cash provided by (used in) operating activities

 

(7,054

)

4,419

 

CASH FLOWS FROM INVESTING ACTIVITIES:

 

 

 

 

 

(Increase) decrease in restricted cash

 

1,170

 

(7,439

)

Purchases of marketable securities

 

(280,569

)

 

Maturities of marketable securities

 

87,325

 

 

Capitalized software development costs

 

(12,281

)

(8,447

)

Purchases of property and equipment

 

(8,613

)

(5,282

)

Purchases of intangible assets

 

(206

)

(646

)

Acquisition, net of cash acquired

 

(22,621

)

 

Net cash used in investing activities

 

(235,795

)

(21,814

)

CASH FLOWS FROM FINANCING ACTIVITIES:

 

 

 

 

 

Proceeds from initial public offering, net of underwriting discounts

 

 

160,426

 

Payments of costs related to public offerings

 

(430

)

(3,936

)

Proceeds from exercises of stock options

 

22,504

 

4,751

 

Proceeds from shares issued in ESPP

 

7,404

 

 

Tax benefit related to stock-based compensation

 

 

62

 

Value of equity awards withheld for tax liabilities

 

(476

)

(518

)

Net cash provided by financing activities

 

29,002

 

160,785

 

Effect of exchange rate changes on cash and cash equivalents

 

88

 

 

NET INCREASE (DECREASE) IN CASH AND CASH EQUIVALENTS

 

(213,759

)

143,390

 

CASH AND CASH EQUIVALENTS—Beginning of period

 

305,665

 

108,835

 

CASH AND CASH EQUIVALENTS—End of period

 

$

91,906

 

$

252,225

 

Cash paid for income taxes

 

$

489

 

$

153

 

NON-CASH INVESTING AND FINANCING ACTIVITIES:

 

 

 

 

 

Purchases of property, equipment and intangible assets, accrued but not paid

 

$

124

 

$

2,373

 

Stock-based compensation capitalized in software development costs

 

$

2,712

 

$

1,068

 

Vesting of early exercised options

 

$

315

 

$

512

 

Costs related to the public offerings, accrued but not paid

 

$

 

$

368

 

Common Stock
Class A
Common Stock
Class B
Additional Paid-In CapitalAccumulated Other Comprehensive IncomeAccumulated DeficitTotal Stockholders’ Equity
SharesAmountSharesAmount
(In thousands, except share amounts)
Balance as of December 31, 2020153,496,222 $151 10,551,302 $13 $9,613,246 $9,046 $(1,169,791)$8,452,665 
Net loss— — — — — — (206,542)(206,542)
Exercises of vested stock options248,008 — 211,371 — 11,564 — — 11,564 
Vesting of restricted stock units913,966 — — (1)— — — 
Value of equity awards withheld for tax liability(6,989)— — — (2,774)— — (2,774)
Conversion of shares of Class B common stock into shares of Class A common stock419,371 — (419,371)— — — — — 
Equity component from partial settlement of 2023 convertible
senior notes
1,158,381 — — 80,047 — — 80,049 
Donated common stock22,102 — — — 9,405 — — 9,405 
Issuance of common stock in connection with a follow-on public offering, net of underwriter discounts4,312,500 — — 1,766,396 — — 1,766,400 
Costs related to the follow-on public offering— — — — (727)— — (727)
Issuance of restricted stock awards24,697 — — — — — — — 
Unrealized loss on marketable securities— — — — — (4,176)— (4,176)
Foreign currency translation— — — — — (210)— (210)
Stock-based compensation— — — — 141,542 — — 141,542 
Balance as of March 31, 2021160,588,258 $158 10,343,302 $13 $11,618,698 $4,660 $(1,376,333)$10,247,196 
Net loss— — — — — — (227,853)(227,853)
Exercises of vested stock options294,430 — 63,164 — 20,351 — — 20,351 
Vesting of restricted stock units839,472 — — (1)— — — 
Value of equity awards withheld for tax liability(5,498)— — — (1,882)— — (1,882)
Conversion of shares of Class B common stock into shares of Class A common stock188,044 (188,044)(1)— — — — 
Equity component from partial settlement of 2023 convertible
senior notes
3,688,584 — — 255,590 — — 255,594 
Settlement of capped call, net of related costs— — — — 225,233 — — 225,233 
Shares issued under ESPP100,107 — — — 23,699 — — 23,699 
Donated common stock22,102 — — — 6,789 — — 6,789 
Costs related to the follow-on public offering— — — — (50)— — (50)
Unrealized loss on marketable securities— — — — — (979)— (979)
Foreign currency translation— — — — — (66)— (66)
Net change in market value of effective foreign currency forward exchange contracts— — — — — (2,908)— (2,908)
Stock-based compensation— — — — 148,988 — — 148,988 
Balance as of June 30, 2021165,715,499 $164 10,218,422 $12 $12,297,415 $707 $(1,604,186)$10,694,112 
See accompanying notes to condensed consolidated financial statements.

7



Common Stock
Class A
Common Stock
Class B
Additional Paid-In CapitalAccumulated Other Comprehensive Income (Loss)Accumulated Deficit
Total Stockholders Equity
SharesAmountSharesAmount
(In thousands, except share amounts)
Balance as of December 31, 2019126,882,172 $124 11,530,627 $14 $4,952,999 $5,086 $(678,812)$4,279,411 
Net loss— — — — — — (94,791)(94,791)
Exercises of stock options243,029 — 426,001 — 8,231 — — 8,231 
Vesting of restricted stock units849,763 23,107 — — — — 
Value of equity awards withheld for tax liability(8,726)— (4,692)— (1,674)— — (1,674)
Conversion of shares of Class B common stock into shares of Class A618,103 (618,103)(1)— — — — 
Donated common stock22,102 — — — 2,701 — — 2,701 
Unrealized loss on marketable securities— — — — — (9,375)— (9,375)
Stock-based compensation— — — — 72,021 — — 72,021 
Balance as of March 31, 2020128,606,443 $126 11,356,940 $13 $5,034,278 $(4,289)$(773,603)$4,256,525 
Net loss— — — — — — (99,923)(99,923)
Exercises of stock options1,590,891 459,010 — 45,230 — — 45,232 
Vesting of restricted stock units807,270 4,212 — — — — 
Value of equity awards withheld for tax liability(6,018)— — — (1,144)— — (1,144)
Conversion of shares of Class B common stock into shares of Class A983,005 (983,005)(1)— — — — 
Shares issued under ESPP190,642 — — — 16,473 — — 16,473 
Donated common stock22,102 — — — 3,972 — — 3,972 
Net unrealized gain on available-for-sale securities— — — — — 17,895 — 17,895 
Stock-based compensation— — — — 82,559 — — 82,559 
Balance as of June 30, 2020132,194,335 $130 10,837,157 $12 $5,181,368 $13,606 $(873,526)$4,321,590 
See accompanying notes to condensed consolidated financial statements.
8



TWILIOINC.
Condensed Consolidated Statements of Cash Flows
(Unaudited)
Six Months Ended
June 30,
20212020
CASH FLOWS FROM OPERATING ACTIVITIES:(In thousands)
Net loss$(434,395)$(194,714)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization119,405 64,772 
Non-cash reduction to the right-of-use asset23,200 17,804 
Net amortization of investment premium and discount13,834 1,147 
Amortization of debt discount and issuance costs5,081 12,356 
Stock-based compensation281,323 148,412 
Amortization of deferred commissions12,394 4,819 
Allowance for credit losses7,667 7,115 
Value of donated common stock16,194 6,673 
Loss on extinguishment of debt28,986 
Other adjustments646 534 
Changes in operating assets and liabilities:
Accounts receivable(41,687)(47,766)
Prepaid expenses and other current assets(44,604)(12,001)
Other long-term assets(39,118)(19,774)
Accounts payable27,078 (11,523)
Accrued expenses and other current liabilities65,923 47,435 
Deferred revenue and customer deposits7,615 2,994 
Operating lease liabilities(23,610)(16,340)
Other long-term liabilities290 1,968 
Net cash provided by operating activities26,222 13,911 
CASH FLOWS FROM INVESTING ACTIVITIES:
Acquisitions, net of cash acquired and other related payments(94,178)(2,725)
Purchases of marketable securities and other investments(2,807,798)(443,816)
Proceeds from sales and maturities of marketable securities754,466 621,754 
Capitalized software development costs(21,839)(17,651)
Purchases of long-lived and intangible assets(12,140)(12,797)
Net cash (used in) provided by investing activities(2,181,489)144,765 
CASH FLOWS FROM FINANCING ACTIVITIES:
Proceeds from a public equity offering1,766,400 
Payments of costs related to public offerings(394)
Proceeds from issuance of senior notes987,500 
Payments of debt issuance costs(1,362)
Proceeds from settlement of capped call, net of settlement costs228,412 
Principal payments on debt and finance leases(6,658)(3,829)
Proceeds from exercises of stock options and shares issued in ESPP55,614 69,936 
Value of equity awards withheld for tax liabilities(4,656)(2,818)
Net cash provided by financing activities3,024,856 63,289 
Effect of exchange rate changes on cash, cash equivalents and restricted cash(143)
NET INCREASE IN CASH, CASH EQUIVALENTS AND RESTRICTED CASH869,446 221,965 
CASH, CASH EQUIVALENTS AND RESTRICTED CASH—Beginning of period933,885 253,735 
CASH, CASH EQUIVALENTS AND RESTRICTED CASH —End of period$1,803,331 $475,700 
9



Cash paid for income taxes, net$3,240 $1,022 
Cash paid for interest$693 $1,078 
NON-CASH INVESTING AND FINANCING ACTIVITIES:
Purchases of property, equipment and intangible assets, accrued but not paid$5,254 $4,545 
Purchases of property and equipment through finance leases$5,266 $5,366 
Value of common stock issued to settle convertible senior notes$1,704,969 $
Stock-based compensation capitalized in software development costs$9,740 $7,015 
Costs related to public offerings and investments, accrued but not paid$3,526 $
RECONCILIATION OF CASH, CASH EQUIVALENTS AND RESTRICTED CASH TO THE CONDENSED CONSOLIDATED BALANCE SHEETS
Cash and cash equivalents$1,799,602 $475,700 
Restricted cash in other current assets2,620 
Restricted cash in other long-term assets1,109 
Total cash, cash equivalents and restricted cash$1,803,331 $475,700 
See accompanying notes to condensed consolidated financial statements.
10


Table of Contents

TWILIO INC.

Notes to Condensed Consolidated Financial Statements

(Unaudited)

1. Organization and Description of Business

Twilio Inc. (the “Company”) was incorporated in the state of Delaware on March 13, 2008. The Company is the leader in the Cloud Communications Platform categoryleading cloud communications platform and enables developers to build, scale and operate real-time communicationscustomer engagement within their software applications via simple-to-use Application Programming Interfaces or APIs.(“API”). The power, flexibility and reliability offered by the Company’s software building blocks empower entities of virtually every shape and size to build world-class engagement into their customer experience.

The Company’s headquarters are located in San Francisco, California, and the Company has subsidiaries in Australia, Bermuda, Brazil, Canada, Colombia, Czech Republic, Estonia, France, Germany, Hong Kong, India, Ireland, Japan, Mexico, the Netherlands, Serbia, Singapore, Spain, Sweden, the United Kingdom Estonia, Ireland, Colombia, Germany, Hong Kong, Singapore, Bermuda, Spain, Sweden and Australia.

the United States.

2. Summary of Significant Accounting Policies

(a)Basis of Presentation

The accompanying unaudited condensed consolidated financial statements have been prepared in accordance with generally accepted accounting principles in the United States of America (“U.S. GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in the financial statements prepared in accordance with U.S. GAAP have been condensed or omitted pursuant to such rules and regulations. Therefore, these condensed consolidated financial statements should be read in conjunction with the consolidated financial statements and notes included in ourthe Companys Annual Report on Form 10-K filed with the SEC on February 21, 201726, 2021 (“Annual Report”).

The condensed consolidated balance sheet as of December 31, 2016,2020, included herein, was derived from the audited financial statements as of that date, but may not include all disclosures including certain notes required by U.S. GAAP on an annual reporting basis.

In the fourth quarter of 2016, the Company adopted the guidance of Accounting Standard Update (“ASU”) No. 2016-09, “Compensation — Stock Compensation (Topic 718): Improvements to Employee Share-Based Payment Accounting”, which simplified several aspects of the accounting for employee share-based payment transactions, including the accounting for income taxes, forfeitures, statutory tax withholding requirements and classification in the statement of cash flows. The Company adopted all provisions on either prospective or modified retrospective basis. The impact from any of the adopted provisions was immaterial to the Company’s financial position, results of operations and cash flows. Hence, prior periods were not adjusted.

In the opinion of management, the accompanying unaudited condensed consolidated financial statements reflect all normal recurring adjustments necessary to present fairly the financial position, results of operations, comprehensive loss, stockholders equity and cash flows for the interim periods, but are not necessarily indicative of the results of operations to be anticipated for the full year 20172021 or any future period.

(b)Principles of Consolidation

The condensed consolidated financial statements include the Company and its wholly owned subsidiaries. All significant intercompany balances and transactions have been eliminated.

(c)Use of Estimates

The preparation of consolidated financial statements in conformity with U.S. GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities, and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. These estimates are used for, but not limited to, revenue allowances for doubtful accounts and returns; valuation of the Company’s stock and stock-based awards;customer credit reserves; recoverability of long-lived and intangible assets; capitalization and useful life of the Company’s capitalized internal-use software;software development costs; fair value of acquired intangible assets and goodwill; accruals and contingencies. Estimates are based on historical experience and on various assumptions that the Company believes are reasonable under current circumstances. However, future events are subject to change and best estimates and judgments may require further adjustments;adjustments, therefore, actual results could differ materially from those estimates. Management periodically evaluates such estimates and they are adjusted prospectively based upon such periodic evaluation.

11


Table of Contents

(d)Concentration of Credit Risk

Financial instruments that potentially expose the Company to a concentration of credit risk consist primarily of cash, cash equivalents, marketable securities restricted cash and accounts receivable. The Company maintains cash, cash equivalents restricted cash and marketable securities with financial institutions that management believes are financially sound and have minimal credit risk exposure.

exposure although the balances will exceed insured limits.

The Company sells its services to a wide variety of customers. If the financial condition or results of operations of any onesignificant customer deteriorates substantially, the Company's results of the large customers deteriorate substantially, operating resultsoperations could be adversely affected. To reduce credit risk, management performs ongoing credit evaluations of the financial condition of significant customers. The Company does not require collateral from its credit customers and maintains reserves for estimated credit losses on customer accounts when considered necessary. Actual credit losses may differ from the Company’s estimates. As of SeptemberDuring the three and six months ended June 30, 2017, one2021 and 2020, no customer organization represented approximately 11%accounted for more than 10% of the Company’s gross accounts receivable. total revenue.
As of June 30, 2021 and December 31, 2016, one2020, no customer organization represented approximately 16% of the Company’s gross accounts receivable.

In the three and nine months ended September 30, 2017, no customers represented more than 10% of the Company’s total revenue.gross accounts receivable.

(e)Changes to Significant Accounting Policies

Derivatives and Hedging

The Company is exposed to a wide variety of risks arising from its business operations and overall economic conditions. These risks include exposure to fluctuations in various foreign currencies against its functional currency and can impact the value of cash receipts and payments. The Company minimizes its exposure to these risks through management of its core business activities, specifically, the amounts, sources and duration of its assets and liabilities, and the use of derivative financial instruments. In the three months ended September 30, 2016, one customer organization represented 15% ofsecond quarter 2021, the Company’s total revenue,Company started using foreign currency derivative forward contracts and in the nine months ended September 30, 2016, two customer organizations represented 10% and 13%future may also use foreign currency option contacts.

Foreign currency derivative forward contracts involve fixing the exchange rate for delivery of a specified amount of foreign currency on a specified date. These agreements are typically cash settled in U.S. dollars for their fair value at or close to their settlement date. Foreign currency option contracts will require the Company to pay a premium for the right to sell a specified amount of foreign currency prior to the maturity date of the option. The Company does not enter into derivative financial instruments trading for speculative purposes.

Derivative instruments are carried at fair value and recorded as either an asset or a liability until they mature. Gains and losses resulting from changes in fair value of these instruments are accounted for depending on the use of the derivative, whether it is designated and qualifies for hedge accounting. For derivative instruments designated as cash flow hedges, gains or losses are initially recorded in other comprehensive income (“OCI”) in the balance sheet, then reclassified into the statement of operations in the period in which the derivative instrument matures. These realized gains and losses are recorded within the same financial statement line item as the hedged transaction.
The Company’s total revenue.

(e)Significant Accounting Policies

foreign currency derivative contracts are classified within Level 2 of the fair value hierarchy because the valuation inputs are based on quoted prices and market observable data of similar instruments in active markets, such as currency spot and forward rates.

There have been no other changes to ourthe Company’s significant accounting policies as described in ourits Annual Report.

(f)Recently Issued Accounting Guidance, Not yet Adopted

In May 2017,

12


3. Fair Value Measurements
Financial Assets
The following tables provide the Financial Accounting Standards Board (“FASB”) issued Accounting Standards Updates (“ASU”) 2017-09, “Compensation-Stock Compensation (Topic 718), Scope of Modification Accounting”, which clarifies when changes to the terms or conditions of a share-based payment award must be accounted for as modifications. The guidance is effective prospectively for interim and annual periods beginning after December 15, 2017 and early adoption is permitted. The Company will adopt this guidance upon its effective date. The Company does not expect the adoption of this guidance to have any material impact on the Company’s financial position, results of operations or cash flows.

In January 2017, the FASB issued ASU 2017-04, “Simplifying the Test for Goodwill Impairment”, which removes the second step of the goodwill impairment test that requires a hypothetical purchase price allocation. A goodwill impairment will now be the amount by which a reporting unit’s carrying value exceeds its fair value, not to exceed the carrying amount of goodwill. This guidance is effective prospectively for interim and annual reporting periods beginning after December 15, 2019. The Company will adopt this guidance upon its effective date. The Company does not expect the adoption of this guidance to have any material impact on the Company’s financial position, results of operations or cash flows.

In January 2017, the FASB issued ASU 2017-01, “Business Combinations (Topic 805) Clarifying the Definition of a Business”, which amends the guidance of FASB Accounting Standards Codification Topic 805, “Business Combinations”, adding guidance to assist entities with evaluating whether transactions should be accounted for as acquisitions or disposals of assets or businesses. The definition of a business affects many areas of accounting including acquisitions, disposals, goodwill, and consolidation. This guidance is effective for annual and interim periods beginning after December 15, 2017, and early adoption is permitted under certain circumstances. The Company will evaluate the impact of this guidance on its financial statements and related disclosures next time there is a potential business combination.

In November 2016, the FASB issued ASU 2016-18, “Restricted Cash”, which requires a statement of cash flows to explain the change during the period in the total of cash, cash equivalents and amounts generally described as restricted cash and restricted cash equivalents when reconciling the beginning-of-period and end-of-period total amounts shown on the statement of cash flows. This guidance is effective for annual and interim periods beginning after December 15, 2017, and early adoption is permitted. The Company will adopt this guidance upon its effective date.  The restricted cash balances as of September 30, 2017 and December 31, 2016 were $7.4 million and $8.6 million, respectively.

In October 2016, the FASB issued ASU 2016-16, “Intra-Entity Transfers Other Than Inventory”, which requires entities to recognize the income tax consequences of an intra-entity transfer of an asset other than inventory when the transfer occurs. This guidance is effective for annual and interim periods beginning after December 15, 2017, and early adoption is permitted. The Company will adopt this guidance upon its effective date. The Company does not expect the adoption of this guidance to have any material impact on the Company’s financial position, results of operations or cash flows.

In June 2016, the FASB issued ASU No. 2016-13, “Financial Instruments - Credit Losses: Measurement of Credit Losses on Financial Instruments”, which changes the impairment model for most financial assets. The new model uses a forward-looking expected loss method, which will generally result in earlier recognition of allowances for losses. ASU 2016-13 is effective for annual and interim periods beginning after December 15, 2019 and early adoption is permitted for annual and interim periods beginning after December 15, 2018. The Company is evaluating the impact of this guidance on its condensed consolidated financial statements and related disclosures.

In February 2016, the FASB issued ASU No. 2016-02, “Leases”. The standard will affect all entities that lease assets and will require lessees to recognize a lease liability and a right-of-use asset for all leases (except for short-term leases that have a duration of less than one year) as of the date on which the lessor makes the underlying asset available to the lessee. For lessors, accounting for leases is substantially the same as in prior periods. For public companies, the new standard is effective for fiscal years beginning after December 15, 2018, including interim periods within those fiscal years. Early adoption is permitted. For leases existing at, or entered into after, the beginning of the earliest comparative period presented in the financial statements, lessees and lessors must apply a modified retrospective transition approach. While the Company expects the adoption of this standard to result in an increase to the reported assets and liabilities the Company has not yet determined the full impact that the adoption of this standard will have on its condensed consolidated financial statements and related disclosures.

In May 2014, the FASB issued ASU 2014-09, “Revenue from Contracts with Customers”. This new guidance will replace most existing U.S. GAAP guidance on this topic. The new revenue recognition standard provides a unified model to determine when and how revenue is recognized. The core principle is that a company should recognize revenue to depict the transfer of promised goods or services to customers in an amount that reflects the consideration for which the entity expects to be entitled in exchange for those goods or services. In August 2015, the FASB issued ASU 2015-14 which deferred, by one year, the effective date for the new revenue reporting standard for entities reporting under U.S. GAAP. In accordance with the deferral, this guidance will be effective for the Company beginning January 1, 2018 and can be applied either retrospectively to each period presented or as a cumulative-effect adjustment as of the date of adoption. Early adoption is permitted beginning January 1, 2017. In March 2016, the FASB issued ASU 2016-08, “Revenue from Contracts with Customers, Principal versus Agent Considerations (Reporting Revenue Gross versus Net)” clarifying the implementation guidance on principal versus agent considerations. Specifically, an entity is required to determine whether the nature of a promise is to provide the specified good or service itself (that is, the entity is a principal) or to arrange for the good or service to be provided to the customer by the other party (that is, the entity is an agent). The determination influences the timing and amount of revenue recognition. In April 2016, the FASB issued ASU 2016-10, “Revenue from Contracts with Customers, Identifying Performance Obligations and Licensing,” clarifying the implementation guidance on identifying performance obligations and licensing. Specifically, the amendments reduce the cost and complexity of identifying promised goods or services and improve the guidance for determining whether promises are separately identifiable. The amendments also provide implementation guidance on determining whether an entity’s promise to grant a license provides a customer with either a right to use the entity’s intellectual property (which is satisfied at a point in time) or a right to access the entity’s intellectual property (which is satisfied over time). In May 2016, the FASB issued ASU 2016-12 “Revenue from Contracts with Customers (Topic 606), Narrow-Scope Improvements and Practical Expedients,” which amends the guidance on transition, collectability, noncash consideration and the presentation of sales and other similar taxes. ASU 2016-12 clarifies that, for a contract to be considered completed at transition, all (or substantially all) of the revenue must have been recognized under legacy GAAP. In addition, ASU 2016-12 clarifies how an entity should evaluate the collectability threshold and when an entity can recognize nonrefundable consideration received as revenue if an arrangement does not meet the standard’s contract criteria.  In September 2017, the FASB issued ASU 2017-13, “Revenue Recognition (Topic 605), Revenue from Contracts with Customers (Topic 606), Leases (Topic 840), and Leases (Topic 842)”. These amendments provide additional clarification and implementation guidance on the previously issued ASUs. These amendments do not change the core principles of the guidance stated in ASU 2014-09, instead they are intended to clarify and improve operability of certain topics included within the revenue standard. The effective date and transition requirements for ASU 2016-08, ASU 2016-10 and ASU 2016-12 are the same as the effective date and transition requirements for ASU 2014-09. The Company performed its preliminary evaluation and selected a modified retrospective transition method with cumulative effect adjustment as of the standard’s effective date. While the Company has not yet completed the full analysis, based on the evaluation to date, the Company does not expect the adoption of this guidance to have a material impact on its financial position, results of operations or cash flows.

3. Fair Value Measurements

The Company records certain of its financial assetsmeasured at fair value on a recurring basis. basis:

Amortized
Cost or
Carrying
Value
Gross
Unrealized
Gains
Gross
Unrealized
Losses
Fair Value Hierarchy as of
June 30, 2021
Aggregate
Fair Value
Level 1Level 2Level 3
Financial Assets:(In thousands)
Cash and cash equivalents:
Money market funds$1,191,640 $— $— $1,191,640 $— $— $1,191,640 
Commercial paper177,609 — — — 177,609 — 177,609 
Total included in cash and cash equivalents1,369,249 — — 1,191,640 177,609 — 1,369,249 
Marketable securities:
U.S. Treasury securities415,676 125 (434)415,367 415,367 
Non-U.S. Government securities237,875 (264)237,613 237,613 
Corporate debt securities and commercial paper3,468,815 5,206 (1,418)47,000 3,425,603 3,472,603 
Total marketable securities4,122,366 5,333 (2,116)699,980 3,425,603 4,125,583 
Total financial assets$5,491,615 $5,333 $(2,116)$1,891,620 $3,603,212 $$5,494,832 
Financial Liabilities:
Accrued expenses and other current liabilities:
Foreign currency derivative liabilities$— $— $(2,908)$$(2,908)$$(2,908)
Total financial liabilities$— $— $(2,908)$$(2,908)$$(2,908)
Amortized
Cost or
Carrying
Value
Gross
Unrealized
Gains
Gross
Unrealized
Losses
Fair Value Hierarchy as of
December 31, 2020
Aggregate
Fair Value
Level 1Level 2Level  3
Financial Assets:(In thousands)
Cash and cash equivalents:
Money market funds$656,749 $— $— $656,749 $— $— $656,749 
Commercial paper2,000 — — — 2,000 — 2,000 
Total included in cash and cash equivalents658,749 — — 656,749 2,000 — 658,749 
Marketable securities:
U.S. Treasury securities223,247 389 (1)223,635 223,635 
Corporate debt securities and commercial paper1,874,257 8,149 (135)50,000 1,832,271 1,882,271 
Total marketable securities2,097,504 8,538 (136)273,635 1,832,271 2,105,906 
Total financial assets$2,756,253 $8,538 $(136)$930,384 $1,834,271 $$2,764,655 
The Company’s financial instruments, which include cash, cash equivalents, accounts receivable and accounts payable, are recorded at their carrying amounts, which approximate their fair values due to their short-term nature. Restrictedprimary objective when investing excess cash is short-term and long-term in nature and consistspreservation of cash in a savings account,capital, hence its carrying amount approximates its fair value. Marketablethe Company’s marketable securities primarily consist of U.S. treasury securities andTreasury Securities, high credit quality corporate debt securities. All marketable securities are considered to be available-for-sale and are recorded at their estimated fair values. Unrealized gains and losses for available-for-sale securities are recorded in other comprehensive income (loss).

Impairments are considered to be other than temporary if they are related to deterioration in credit risk or if it is likely thatcommercial paper. As the security will be sold before the recovery of its cost basis. Realized gains and losses and declines in value deemed to be other than temporary are determined based on the specific identification method and are reported in other income (expense), net.

The following tables summarize the Company’s financial assets as of September 30, 2017 and December 31, 2016 by type (in thousands):

 

 

Amortized Cost
or Carrying

 

Net
Unrealized

 

Fair Value Hierarchy as of September 30, 2017

 

Aggregate Fair

 

 

 

Value

 

Losses

 

Level 1

 

Level 2

 

Level 3

 

Value

 

Financial Assets:

 

 

 

 

 

 

 

 

 

 

 

 

 

Cash and cash equivalents:

 

 

 

 

 

 

 

 

 

 

 

 

 

Money market funds

 

$

90,144

 

$

 

$

90,144

 

$

 

$

 

$

90,144

 

Total included in cash and cash equivalents

 

90,144

 

 

90,144

 

 

 

90,144

 

Marketable securities:

 

 

 

 

 

 

 

 

 

 

 

 

 

U.S. Treasury securities

 

59,951

 

(125

)

59,826

 

 

 

59,826

 

Corporate debt securities

 

132,318

 

(113

)

 

132,205

 

 

132,205

 

Total marketable securities

 

192,269

 

(238

)

59,826

 

132,205

 

 

192,031

 

Total financial assets

 

$

282,413

 

$

(238

)

$

149,970

 

$

132,205

 

$

 

$

282,175

 

There were no marketable securities as of December 31, 2016.

 

 

Carrying

 

Fair Value Hierarchy as of December 31, 2016

 

Aggregate Fair

 

 

 

Value

 

Level 1

 

Level 2

 

Level 3

 

Value Total

 

Financial Assets:

 

 

 

 

 

 

 

 

 

 

 

Money market funds (included in cash and cash equivalents)

 

$

274,135

 

$

274,135

 

$

 

$

 

$

274,135

 

Total financial assets

 

$

274,135

 

$

274,135

 

$

 

$

 

$

274,135

 

The Company classifiesviews its marketable securities as available to support current assets as they areoperations, it has classified all available for current operating needs. sale securities as short-term. As of June 30, 2021 and December 31, 2020, for fixed income securities that were in unrealized loss positions, the Company has determined that (i) it does not have the intent to sell any of these investments, and (ii) it is not more likely than not that it will be required to sell any of these investments before recovery of the entire amortized cost basis. In addition, as of June 30, 2021 and December 31, 2020, the Company anticipates that it will recover the entire amortized cost basis of such fixed income securities before maturity.

The Company regularly reviews changes to the rating of its debt securities by rating agencies as well as reasonably monitors the surrounding economic conditions to assess the risk of expected credit losses. As of June 30, 2021, the risk of expected credit losses was not significant.
Interest earned on marketable securities was $5.6 million and $9.4 million in the three and six months ended June 30, 2021, respectively, and $7.8 million and $16.6 million in the three and six months ended June 30, 2020, respectively. The interest is recorded as other (expenses) income, net, in the accompanying condensed consolidated statements of operations.
13


Table of Contents
The following table summarizes the contractual maturities of marketable securities assecurities:
As of June 30, 2021As of December 31, 2020
Amortized
Cost
Aggregate
Fair Value
Amortized
Cost
Aggregate
Fair Value
Financial Assets:(In thousands)
Less than one year$1,375,453 $1,377,906 $1,126,091 $1,128,927 
One to three years2,746,913 2,747,677 971,413 976,979 
Total$4,122,366 $4,125,583 $2,097,504 $2,105,906 
Strategic Investments
As of SeptemberJune 30, 2017 (in thousands):

 

 

Amortized

 

Aggregate Fair

 

 

 

Cost

 

Value

 

Financial Assets:

 

 

 

 

 

Less than one year

 

$

121,215

 

$

121,130

 

One to two years

 

71,054

 

70,901

 

Total

 

$

192,269

 

$

192,031

 

For fixed income securities that had unrealized losses as of September 30, 2017,2021 and December 31, 2020, the Company has determined that no other-than-temporary impairment existed. Asheld strategic investments with a fair value of September 30, 2017, all$12.3 million and $9.3 million, respectively, in equity securities of privately held companies in an unrealized loss positionwhich the Company does not have beena controlling interest or significant influence. These securities are recorded as other long-term assets in an unrealized loss position for less than one year.  Interest earned on marketable securitiesthe accompanying condensed consolidated balance sheets. There were 0 impairments in the three and ninesix months ended SeptemberJune 30, 2017 was $0.72021 or 2020.

Financial Liabilities
The Company’s financial liabilities that are not measured at fair value on a recurring basis consist of its senior notes due 2029 and 2031 (“2029 Notes” and “2031 Notes,” respectively). The Company’s convertible senior notes due 2023 (“Convertible Notes”) were fully redeemed during the quarter and were no longer outstanding as of June 30, 2021. Refer to Note 10 for further details on these financial liabilities.
As of June 30, 2021, the fair values of the 2029 Notes and 2031 Notes were $518.2 million and $1.8$521.7 million, respectively. The 2029 Notes and 2031 Notes are classified as Level 2 financial instruments within the fair value hierarchy.
4. Derivative Instruments and Hedging Activities
The Company entered into its first cash flow hedge transaction in the second quarter 2021. As of June 30, 2021, the Company had outstanding foreign currency forward contracts designated as cash flow hedges with total buy and sell notional values of $110.0 million and $133.9 million, respectively. The notional value represents the amount that will be purchased or sold upon maturity of the forward contract. As of June 30, 2021, these contracts had maturities of less than 6 months and the $2.9 million fair value of the associated liability was recorded in accrued expenses and other current liabilities in the accompanying condensed consolidated balance sheet.
Losses associated with these foreign currency forward contracts were as follows:
Condensed Consolidated Statement of Operations and Statement of Comprehensive LossThree Months Ended
June 30,
Six Months Ended
June 30,
20212021
(In thousands)
Losses recognized in OCINet change in market value of effective foreign currency forward exchange contracts$(2,908)$(2,908)
Losses recognized in income (effective portion)Cost of revenue$(467)$(467)
The Company is subject to master netting agreements with certain counterparties of the foreign exchange contracts, under which it is permitted to net settle transactions of the same currency with a single net amount payable by one party to the other. It is the Company’s policy to present the derivatives at gross in its consolidated balance sheet. The Company’s foreign currency forward contracts are not subject to any credit contingent features or collateral requirements. The Company manages its exposure to counterparty risk by entering into contracts with a diversified group of major financial institutions and by actively monitoring its outstanding positions. As of June 30, 2021, the Company did not have any offsetting arrangements.
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5. Property and Equipment
Property and equipment consisted of the following:
As ofAs of
June 30,December 31,
20212020
(In thousands)
Capitalized internal-use software development costs$169,887 $142,489 
Data center equipment (1)
52,460 43,477 
Leasehold improvements73,229 69,756 
Office equipment50,902 35,346 
Furniture and fixtures (1)
13,769 12,312 
Software10,235 9,943 
Total property and equipment370,482 313,323 
Less: accumulated depreciation and amortization(164,128)(130,084)
Total property and equipment, net$206,354 $183,239 

(1) Data center equipment and furniture and fixtures contain assets under finance leases. See Note 6 for further detail.
Supplemental depreciation and amortization disclosures are as follows:
Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Depreciation and amortization expense$14,247 $11,912 $28,652 $23,831 
Capitalized internal-use software development costs$16,493 $12,593 $31,528 $24,565 
Stock based compensation costs included in capitalized internal-use software development costs$5,089 $3,597 $9,740 $7,015 
Amortization of capitalized internal-use software development costs$4,319 $4,421 $8,851 $9,010 
6. Right-of-Use Asset and Lease Liabilities
The Company has entered into various operating lease agreements for office space and data centers and finance lease agreements for data center and office equipment and furniture.
As of June 30, 2021, the Company had 27 leased properties with remaining lease terms ranging from 0.4 years to 7.8 years, some of which include options to extend the leases for up to 5.0 years.
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The components of the lease expense recorded in the accompanying condensed consolidated statements of operations were as follows:
Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Operating lease cost$14,505 $12,497 $29,378 $22,921 
Finance lease cost:
   Amortization of assets2,804 1,830 5,484 3,734 
   Interest on lease liabilities260 194 523 392 
Short-term lease cost846 1,091 2,538 2,503 
Variable lease cost2,033 1,884 4,933 3,180 
Total net lease cost$20,448 $17,496 $42,856 $32,730 
Supplemental balance sheet information related to leases was as follows:
As ofAs of
June 30,December 31,
LeasesClassification20212020
Assets:(In thousands)
Operating lease assets
Operating right-of-use asset, net of accumulated amortization (1)
$233,449 $258,610 
Finance lease assets
Property and equipment, net of accumulated depreciation (2)
25,553 25,771 
Total leased assets$259,002 $284,381 
Liabilities:
Current
   OperatingOperating lease liability, current$46,760 $48,338 
   FinanceFinance lease liability, current8,877 9,062 
Noncurrent
   OperatingOperating lease liability, noncurrent205,997 229,905 
   FinanceFinance lease liability, noncurrent17,804 17,856 
Total lease liabilities$279,438 $305,161 

(1)Operating lease assets are recorded net of accumulated amortization of $75.9 million and $57.1 million as of June 30, 2021 and December 31, 2020, respectively.
(2)Finance lease assets are recorded net of accumulated depreciation of $20.5 million and $15.0 million as of June 30, 2021 and December 31, 2020, respectively.
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Supplemental cash flow and other information related to leases was as follows:
Six Months Ended
June 30,
20212020
Cash paid for amounts included in the measurement of lease liabilities:(In thousands)
Operating cash flows from operating leases$29,233 $22,199 
Operating cash flows from finance leases (interest)$523 $392 
Financing cash flows from finance leases$5,503 $3,718 
Weighted average remaining lease term (in years):
Operating leases5.75.8
Finance leases3.23.2
Weighted average discount rate:
Operating leases4.8 %5.4 %
Finance leases3.6 %4.8 %
Maturities of lease liabilities were as follows:
As of June 30, 2021
Operating
Leases
Finance
Leases
Year Ended December 31,(In thousands)
2021 (remaining six months)$28,031 $5,012 
202258,023 8,987 
202350,259 8,240 
202445,716 4,999 
202532,464 547 
Thereafter75,332 516 
Total lease payments289,825 28,301 
Less: imputed interest(37,068)(1,620)
Total lease obligations252,757 26,681 
Less: current obligations(46,760)(8,877)
Long-term lease obligations$205,997 $17,804 
As of June 30, 2021, the Company had an additional operating lease obligation totaling $11.0 million for a lease that will commence in the first quarter of 2023 with a lease term of 6.2 years, and $5.1 million of additional finance leases that will commence in the third quarter of 2021 with lease terms of 4.0 years. The Company carries letters of credit securing certain of its lease commitments.
7. Business Combinations
Ionic Security, Inc.
On April 9, 2021, the Company acquired Ionic Security, Inc. (“Ionic”), a data security platform based in Atlanta, Georgia, for a purchase price of $30.2 million paid in cash. The acquisition was accounted for as a business combination.
The acquired entity’s results of operations were included in the Company’s condensed consolidated financial statements from the date of the acquisition. Pro forma results of operations for this acquisition are not presented as the financial impact to the Company’s consolidated financial statements is not material.
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As of June 30, 2021, the areas not yet finalized due to information that may become available subsequent to the filing of this Quarterly Report on Form 10-Q and may result in changes in the values recorded at June 30, 2021, relate to the valuation of acquired intangible assets, contingencies and income and other taxes.
The Company incurred $1.1 million of costs related to this acquisition, which were expensed as incurred and recorded in general and administrative expenses in the accompanying condensed consolidated statement of operations.
8. Goodwill and Intangible Assets
Goodwill
The Goodwill balance as of June 30, 2021 and December 31, 2020, was as follows:
Total
(In thousands)
Balance as of December 31, 2020$4,595,394 
Goodwill additions and adjustments68,791 
Balance as of June 30, 2021$4,664,185 
Intangible assets
Intangible assets consisted of the following:
As of
June 30, 2021
GrossAccumulated
Amortization
Net
Amortizable intangible assets:(In thousands)
Developed technology$738,031 $(165,502)$572,529 
Customer relationships390,564 (89,466)301,098 
Supplier relationships12,071 (3,815)8,256 
Trade names30,269 (10,544)19,725 
Order backlog10,000 (6,667)3,333 
Patent3,594 (442)3,152 
Total amortizable intangible assets1,184,529 (276,436)908,093 
Non-amortizable intangible assets:
Telecommunication licenses4,920 — 4,920 
Trademarks and other295 — 295 
Total$1,189,744 $(276,436)$913,308 

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Table of Contents
As of
December 31, 2020
GrossAccumulated
Amortization
Net
Amortizable intangible assets:(In thousands)
Developed technology$724,599 $(113,282)$611,317 
Customer relationships379,344 (59,574)319,770 
Supplier relationships4,356 (3,044)1,312 
Trade name25,560 (7,921)17,639 
Order backlog10,000 (1,667)8,333 
Patent3,360 (373)2,987 
Total amortizable intangible assets1,147,219 (185,861)961,358 
Non-amortizable intangible assets:
Telecommunication licenses4,920 — 4,920 
Trademarks and other295 — 295 
Total$1,152,434 $(185,861)$966,573 
Amortization expense was $45.4 million and $90.6 million for the three and six months ended June 30, 2021, respectively, and $20.6 million and $40.9 million for the three and six months ended June 30, 2020, respectively.
Total estimated future amortization expense is recorded as follows:
As of
June 30,
2021
Year Ended December 31,(In thousands)
2021 (remaining six months)$92,810 
2022173,946 
2023170,636 
2024165,062 
2025161,531 
Thereafter144,108 
Total$908,093 

9. Accrued Expenses and Other Liabilities
Accrued expenses and other current liabilities consisted of the following:
As ofAs of
June 30,December 31,
20212020
(In thousands)
Accrued payroll and related$63,154 $54,683 
Accrued bonus and commission29,319 25,341 
Accrued cost of revenue96,959 80,620 
Sales and other taxes payable55,914 48,390 
ESPP contributions7,605 6,272 
Finance lease liability, current8,877 9,062 
Accrued other expense69,976 28,527 
Total accrued expenses and other current liabilities$331,804 $252,895 
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Other long-term liabilities consisted of the following:
As ofAs of
June 30,December 31,
20212020
(In thousands)
Deferred tax liability$19,380 $13,684 
Acquisition holdback10,623 8,800 
Accrued other expenses17,165 14,149 
Total other long-term liabilities$47,168 $36,633 

10. Notes Payable
Long-term debt consisted of the following:
As ofAs of
June 30,December 31,
20212020
(In thousands)
2029 and 2031 Senior Notes
2029 Senior Notes
Principal$500,000 $
Unamortized discount(6,041)
Unamortized issuance costs(1,323)
Net carrying amount492,636 
2031 Senior Notes
Principal500,000 
Unamortized discount(6,091)
Unamortized issuance costs(1,326)
Net carrying amount492,583 
Convertible Senior Notes and Capped Call Transactions
Convertible Senior Notes
Principal343,702 
Unamortized discount(38,406)
Unamortized issuance costs(3,228)
Net carrying amount302,068 
Total long-term debt$985,219 $302,068 
2029 and 2031 Senior Notes
In March 2021, the Company issued $1.0 billion aggregate principal amount of senior notes, consisting of $500.0 million principal amount of 3.625% notes due 2029 (the “2029 Notes”) and $500.0 million principal amount of 3.875% notes due 2031 (the “2031 Notes,” and together with the 2029 Notes, the “Notes”). Initially, none of the Company’s subsidiaries guaranteed the Notes. However, under certain circumstances in the future the Notes can be guaranteed by each of the Company’s material domestic subsidiaries. The 2029 Notes and 2031 Notes will mature on March 15, 2029 and March 15, 2031, respectively. Interest payments are payable semi-annually in arrears on March 15 and September 15 of each year, commencing on September 15, 2021.
The aggregate net proceeds from offering of the Notes were approximately $985.1 million, after deducting underwriting discounts and issuance costs, paid and payable by the Company. The issuance costs of $2.4 million will be amortized into interest expense using the effective interest method over the term of the Notes.
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The Company may voluntarily redeem the 2029 Notes, in whole or in part, under the following circumstances:
(1)at any time prior to March 15, 2024 with the net cash proceeds received by the Company from an equity offering at a redemption price equal to 103.625% of the principal amount, provided the aggregate principal amount of all such redemptions does not exceed 40% of the original aggregate principal amount of the 2029 Notes. Such redemption shall occur within 180 days after the closing of an equity offering and at least 50% of the then-outstanding aggregate principal amount of the 2029 Notes shall remain outstanding, unless all 2029 Notes are redeemed concurrently;
(2)at any time prior to March 15, 2024 at 100% of the principal amount, plus a “make-whole” premium;
(3)at any time on or after March 15, 2024 at a prepayment price equal to 101.813% of the principal amount;
(4)at any time on or after March 15, 2025 at a prepayment price equal to 100.906% of the principal amount; and
(5)at any time on or after March 15, 2026 at a prepayment price equal to 100.000% of the principal amount;
in each case, the redemption will include the accrued and unpaid interest, as applicable.
The Company may voluntarily redeem the 2031 Notes, in whole or in part, under the following circumstances:
(1)at any time prior to March 15, 2024 with the net cash proceeds received by the Company from an equity offering at a redemption price equal to 103.875% of the principal amount, provided the aggregate principal amount of all such redemptions does not to exceed 40% of the original aggregate principal amount of the 2031 Notes. Such redemption shall occur within 180 days after the closing of an equity offering and at least 50% of the then-outstanding aggregate principal amount of the 2031 Notes shall remain outstanding, unless all 2031 Notes are redeemed concurrently;
(2)at any time prior to March 15, 2026 at 100% of the principal amount, plus a “make-whole” premium;
(3)at any time on or after March 15, 2026 at a prepayment price equal to 101.938% of the principal amount;
(4)at any time on or after March 15, 2027 at a prepayment price equal to 101.292% of the principal amount;
(5)at any time on or after March 15, 2028 at a prepayment price equal to 100.646% of the principal amount; and
(6)at any time on or after March 15, 2029 at a prepayment price equal to 100.000% of the principal amount;
in each case, the redemption will include accrued and unpaid interest, as applicable.
The Notes are unsecured obligations and will rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated in right of payment to the Notes that the Company may incur in the future and equal in right of payment with the Company’s existing and future liabilities that are not subordinated.
In certain circumstances involving a change of control event, the Company will be required to make an offer to repurchase all, or, at the holder’s option, any part, of each holder’s notes of that series at 101% of the aggregate principal amount, plus accrued and unpaid interest, as applicable.
The indenture governing the Notes (the “Indenture”) contains covenants limiting the Company’s ability and the ability of its subsidiaries to: (i) create liens on certain assets to secure debt; (ii) grant a subsidiary guarantee of certain debt without also providing a guarantee of the Notes; and (iii) consolidate or merge with or into, or sell or otherwise dispose of all or substantially all of its assets to another person. These covenants are subject to a number of limitations and exceptions. Certain of these covenants will not apply during any period in which the Notes are rated investment grade by either Moody’s Investors Service, Inc. or Standard & Poor’s Ratings Services.
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For the three and six months ended June 30, 2021, the interest expense recognized related to the 2029 Notes and 2031 Notes was as follows:
Three Months Ended
June 30,
Six Months Ended
June 30,
20212021
(In thousands)
2029 Notes
Contractual interest expense$4,531 $5,651 
Amortization of debt discount and issuance costs168 217 
Total interest expense - 2029 Notes4,699 5,868 
2031 Notes
Contractual interest expense4,844 6,041 
Amortization of debt discount and issuance costs127 164 
Total interest expense - 2031 Notes4,971 6,205 
Total interest expense$9,670 $12,073 
As of June 30, 2021, the Company was in compliance with all of its financial covenants under the Indenture.
Convertible Senior Notes and Capped Call Transactions
On May 18, 2021, the Company issued a notice of redemption for its Convertible Notes and as of June 30, 2021, redeemed all of the remaining outstanding $261.6 million aggregate principal amount of the Convertible Notes by issuing 3,688,584 shares of its Class A common stock and $52 thousand in cash. Of the $1.3 billion total value of these transactions, $1.0 billion and $255.6 million were allocated to the equity and liability components, respectively, utilizing an effective interest rate to determine the fair value of the liability component. The selected interest rate reflects the Company’s incremental borrowing rate, adjusted for the Company’s credit standing on nonconvertible debt with similar maturity. The extinguishment of these Convertible Notes resulted in a $21.4 million loss that is included in other (expenses) income, (expense), net, in the accompanying condensed consolidated statements of operations.

4. Property and Equipment

Property and equipment consisted

The net carrying amount of the equity component of the Convertible Notes was as follows:
As ofAs of
June 30,December 31,
20212020
(In thousands)
Proceeds allocated to the conversion options (debt discount)$$74,636 
Issuance costs(2,819)(2,819)
Net carrying amount$(2,819)$71,817 
The following (in thousands):

 

 

As of
September 30,
2017

 

As of
December 31,
2016

 

 

 

 

 

 

 

Capitalized software development costs

 

$

43,571

 

$

28,661

 

Leasehold improvements

 

14,208

 

14,063

 

Office equipment

 

9,263

 

5,729

 

Furniture and fixtures

 

1,902

 

1,576

 

Software

 

1,500

 

968

 

Total property and equipment

 

70,444

 

50,997

 

Less: accumulated depreciation and amortization

 

(22,726

)

(13,445

)

Total property and equipment, net

 

$

47,718

 

$

37,552

 

Depreciation and amortizationtable sets forth the interest expense recognized related to the Convertible Notes:

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Contractual interest expense$106 $344 $276 $688 
Amortization of debt issuance costs69 484 328 968 
Amortization of debt discount1,287 5,694 4,315 11,388 
Total interest expense$1,462 $6,522 $4,919 $13,044 
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Concurrently with the above redemption, the Company settled its capped call arrangement that was $3.4 million and $9.3 million forentered into contemporaneously with the three and nine months ended September 30, 2017, respectively, and $1.9 million and $4.9 million for the three and nine months ended September 30, 2016, respectively.

The Company capitalized $5.5 million and $15.0 million of software development costsConvertible Notes offering in May 2018. This capped call arrangement is described in detail in the threeCompany’s Annual Report. The capped call arrangement was settled for an aggregate cash consideration of $229.8 million received by the Company and nine months ended September 30, 2017, respectively, and $3.4 million and $9.5 millionrecorded in the threeadditional paid-in-capital, net of $1.4 million transaction costs and nine months ended September 30, 2016, respectively. Of this amount,$3.2 million realized gain. The gain was primarily driven by the stock-based compensation expense was $1.2 million and $2.8 millionchange in the three and nine months ended September 30, 2017, respectively, and $0.4 million and $1.1 million infair value of the three and nine months ended September 30, 2016, respectively.

Amortization of capitalized software development costs was $2.2 million and $5.9 million in the three and nine months ended September 30, 2017, respectively, and $1.4 million and $3.7 million in the three and nine months ended September 30, 2016, respectively.

5. Recent Acquisition

On February 6, 2017, the Company completed its acquisition of a messaging provider based in Sweden specializing in messaging and SMS solutions, for a total purchase price of $23.0 million, paid in cash, of which $5.0 million was held in escrow.  The escrow will continue for 18 months afterCompany’s Class A common stock on the transaction closing date and may be extended under certain circumstances.

Additionally, the Company deposited $2.0 million into a separate escrow account that will be released to certain employees on the first and second anniversaries of the closing date, provided the underlying service conditions are met. This amount is recorded as prepaid compensation in the accompanying condensed consolidated balance sheet and is amortized into expense as the services are rendered.

The acquisition was accounted for as a business combination and, accordingly, the total purchase price was allocated to the preliminary net tangible and intangible assets and liabilities based on their preliminary fair values on the acquisitionsettlement date. The prepaid compensation subject to service conditions is accounted for as a post-acquisition compensation expense andgain was recorded as research and development expensein other (expenses) income, net, in the accompanying condensed consolidated statement of operations. We expect to continue to obtain information to assist us in determining the fair values

11. Supplemental Balance Sheet Information
A roll‑forward of the net assets acquiredCompany’s reserves is as follows:
(a)Allowance for doubtful accounts:
Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Balance, beginning of period$13,391 $9,085 $12,046 $6,287 
Additions5,987 2,899 9,368 7,160 
Write-offs(3,965)(1,736)(6,001)(3,199)
Balance, end of period$15,413 $10,248 $15,413 $10,248 
(b)Customer credit reserve:
Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Balance, beginning of period$17,251 $9,687 $16,783 $6,784 
Additions11,919 13,376 27,385 21,550 
Deductions against reserve(13,003)(11,532)(28,001)(16,803)
Balance, end of period$16,167 $11,531 $16,167 $11,531 

12. Revenue by Geographic Area
Revenue by geographic area is based on the acquisition date duringIP address or the measurement period.

mailing address of the customer at the time of registration. The acquired entity’s resultsfollowing table sets forth revenue by geographic area:

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
Revenue by geographic area:(In thousands)
United States$452,912 $292,115 $874,443 $553,928 
International216,019 108,734 384,476 211,789 
Total$668,931 $400,849 $1,258,919 $765,717 
Percentage of revenue by geographic area:
United States68 %73 %69 %72 %
International32 %27 %31 %28 %
Long-lived assets outside of operations have been included in the United States were not significant.
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Table of Contents
13. Commitments and Contingencies

(a)Lease and Other Commitments
The Company entered into various non-cancelable operating lease agreements for its facilities with remaining lease terms ranging from less than one year to approximately eight years. See Note 6 to these condensed consolidated financial statements offor additional detail on the Company’s operating and finance lease commitments.
Additionally, the Company fromhas non-cancelable contractual commitments with its cloud infrastructure provider, network service providers and other vendors. In the date of acquisition.

The following table presents the preliminary purchase price allocation recorded in the Company’s condensed consolidated balance sheet on the acquisition date,three and as subsequently adjusted during the threesix months ended June 30, 2017 (in thousands):

 

 

Total

 

Net tangible liabilities

 

$

(3,326

)

Goodwill(1)

 

12,588

 

Intangible assets(2)

 

13,700

 

Total purchase price

 

$

22,962

 

The2021, the Company acquiredentered into several such agreements with terms up to four years for a net deferred tax liabilitytotal purchase commitment of $2.6$11.1 million in this business combination.

and $438.0 million, respectively.

(1)                                     Goodwill representsIn February 2021, the excess of purchase price over the fair value of identifiable tangibleCompany entered into a Framework Agreement with Syniverse Corporation (“Syniverse”) and intangible assets acquired and liabilities assumed. The goodwill in this transaction is primarily attributableCarlyle Partners V Holdings, L.P. (“Carlyle”) (the “Framework Agreement”), pursuant to which Syniverse will issue to the future cash flows to be realized from the acquired technology platform, existing customer and supplier relationships as well as operational synergies.

(2)                                     Identifiable finite-lived intangible assets were comprisedCompany shares of the following:

 

 

Total

 

Estimated
life
(in years)

 

Developed technology

 

$

5,000

 

4

 

Customer relationships

 

6,100

 

7-8

 

Supplier relationships

 

2,600

 

5

 

Total intangible assets acquired

 

$

13,700

 

 

 

The estimated fair value of the intangible assets acquired was determinedSyniverse common stock in consideration for an investment by the Company andof up to $750.0 million. In connection with the closing of the investment, the Company considered and Syniverse will enter into a wholesale agreement, in which Syniverse will process, route and deliver application-to-person messages originating and/or reliedterminating between the Company’s customers and mobile network operators. The investment is expected to result in part uponthe Company holding a valuation report of a third-party expert. The Company used income approachessignificant minority equity ownership position in Syniverse, subject to estimatecertain adjustments based on the fair valuesterms of the identifiable intangible assets.  Specifically,final agreement. This proposed transaction closing is subject to consummation of certain other transactions by Syniverse, as defined in the developed technology asset class was valued using the-relief-from royalty method, whileFramework Agreement, and other customary closing conditions, including regulatory approvals. The closing is expected to occur before the customer relationships asset class was valued using a multi-period excess earnings method andend of 2021. As of June 30, 2021, the supplier relationships asset class was valued using an incremental cash flow method.

The Company incurredhas deferred $4.6 million of costs related to this acquisitionproposed transaction that are recorded in prepaid expenses and other current assets in the accompanying condensed consolidated balance sheet.

(b)Legal Matters
From time to time, the Company may be subject to legal actions and claims in the ordinary course of $0.7 million,business. The Company has received, and may in the future continue to receive, claims from third parties asserting, among other things, infringement of which $0.3 milliontheir intellectual property rights. Future litigation may be necessary to defend the Company, its partners and $0.4 million were incurred duringits customers by determining the fiscal years 2017scope, enforceability and 2016, respectively. All acquisitionvalidity of third‑party proprietary rights, or to establish our proprietary rights. The results of any current or future litigation cannot be predicted with certainty, and regardless of the outcome, litigation can have an adverse impact on the Company because of defense and settlement costs, diversion of management resources, and other factors.
Legal fees and other costs related costs wereto litigation and other legal proceedings are expensed as incurred and have been recordedare included in general and administrative expenses in the accompanying condensed consolidated statements of operations.

Pro forma results of operations for this acquisition have not been presented as the financial impact to the Company’s condensed consolidated financial statements is immaterial.

6. Intangible Assets

Goodwill

Goodwill balance as of September 30, 2017 and December 31, 2016 was as follows:

 

 

Total

 

Balance as of December 31, 2016

 

$

3,565

 

Goodwill recorded in connection with the recent acquisition

 

12,688

 

Measurement period adjustment

 

(100

)

Effect of exchange rate

 

1,254

 

Balance as of September 30, 2017

 

$

17,407

 

Intangible assets

Intangible assets consisted of the following (in thousands):

 

 

As of September 30, 2017

 

 

 

Gross

 

Accumulated
Amortization

 

Net

 

Amortizable intangible assets:

 

 

 

 

 

 

 

Developed technology

 

$

14,888

 

$

(4,365

)

$

10,523

 

Customer relationships

 

7,096

 

(774

)

6,322

 

Supplier relationships

 

2,854

 

(364

)

2,490

 

Trade name

 

60

 

(60

)

 

Patent

 

1,737

 

(93

)

1,644

 

Total amortizable intangible assets

 

26,635

 

(5,656

)

20,979

 

Non-amortizable intangible assets:

 

 

 

 

 

 

 

Domain names

 

32

 

 

32

 

Trademarks

 

263

 

 

263

 

Total

 

$

26,930

 

$

(5,656

)

$

21,274

 

 

 

As of December 31, 2016

 

 

 

Gross

 

Accumulated
Amortization

 

Net

 

Amortizable intangible assets:

 

 

 

 

 

 

 

Developed technology

 

$

9,400

 

$

(1,140

)

$

8,260

 

Customer relationships

 

400

 

(148

)

252

 

Trade name

 

60

 

(56

)

4

 

Patent

 

1,512

 

(55

)

1,457

 

Total amortizable intangible assets

 

11,372

 

(1,399

)

9,973

 

Non-amortizable intangible assets:

 

 

 

 

 

 

 

Domain names

 

32

 

 

32

 

Trademarks

 

263

 

 

263

 

Total

 

$

11,667

 

$

(1,399

)

$

10,268

 

Amortization expense was $1.5 million and $4.2 million for the three and nine months ended September 30, 2017, respectively, and $0.1 million and $0.4 million for the three and nine months ended September 30, 2016, respectively.

Total estimated future amortization expense was as follows (in thousands):

 

 

As of
September 30,
2017

 

2017 (remaining 3 months)

 

$

2,659

 

2018

 

5,483

 

2019

 

5,081

 

2020

 

2,651

 

2021

 

1,518

 

Thereafter

 

3,587

 

Total

 

$

20,979

 

7. Accrued Expenses and Other Liabilities

Accrued expenses and other current liabilities consisted of the following (in thousands):

 

 

As of
September 30,

 

As of
December 31,

 

 

 

2017

 

2016

 

Accrued payroll and related

 

$

5,408

 

$

3,133

 

Accrued bonus and commission

 

3,204

 

2,251

 

Accrued cost of revenue

 

11,553

 

8,741

 

Sales and other taxes payable

 

19,394

 

28,795

 

ESPP contributions

 

3,574

 

4,364

 

Deferred rent

 

668

 

1,250

 

Accrued other expense

 

11,482

 

10,774

 

Total accrued expenses and other current liabilities

 

$

55,283

 

$

59,308

 

Long-term liabilities consisted of the following (in thousands):

 

 

As of
September 30,

 

As of
December 31,

 

 

 

2017

 

2016

 

Deferred rent

 

$

9,335

 

$

9,387

 

Deferred tax liability

 

2,780

 

 

Accrued other expense

 

434

 

156

 

Total other long-term liabilities

 

$

12,549

 

$

9,543

 

8. Supplemental Balance Sheet Information

A roll-forward of the Company’s reserves is as follows (in thousands):

(a)Allowance for doubtful accounts (in thousands):

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Balance, beginning of period

 

$

923

 

$

795

 

$

1,076

 

$

486

 

Additions

 

125

 

170

 

407

 

1,017

 

Write-offs

 

 

(16

)

(435

)

(554

)

Balance, end of period

 

$

1,048

 

$

949

 

$

1,048

 

$

949

 

(b)  Sales credit reserve (in thousands):

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Balance, beginning of period

 

$

734

 

$

652

 

$

544

 

$

714

 

Additions

 

104

 

169

 

1,076

 

1,012

 

Deductions against reserve

 

(238

)

(337

)

(1,020

)

(1,242

)

Balance, end of period

 

$

600

 

$

484

 

$

600

 

$

484

 

9. Revenue by Geographic Area

Revenue by geographic area is based on the IP address at the time of registration. The following table sets forth revenue by geographic area (dollars in thousands):

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Revenue by geographic area:

 

 

 

 

 

 

 

 

 

United States

 

$

76,713

 

$

60,535

 

$

221,914

 

$

165,528

 

International

 

23,829

 

10,998

 

61,870

 

29,855

 

Total

 

$

100,542

 

$

71,533

 

$

283,784

 

$

195,383

 

Percentage of revenue by geographic  area:

 

 

 

 

 

 

 

 

 

United States

 

76

%

85

%

78

%

85

%

International

 

24

%

15

%

22

%

15

%

10. Commitments and Contingencies

(a)Lease Commitments

The Company entered into various non-cancelable operating lease agreements for its facilities over the next seven years. Certain operating leases contain provisions under which monthly rent escalates over time. When lease agreements contain escalating rent clauses or free rent periods, the Company recognizes rent expense on a straight-line basis over the term of the lease.

Rent expense was $2.1 million and $6.1 million for the three and nine months ended September 30, 2017, respectively, and $2.1 million and $5.1 million for the three and nine months ended September 30, 2016, respectively.

Future minimum lease payments under non-cancelable operating leases were as follows (in thousands):

Year Ending December 31:

 

As of September 30,
2017

 

2017 (remaining three months)

 

$

1,958

 

2018

 

7,326

 

2019

 

7,375

 

2020

 

7,068

 

2021

 

7,033

 

Thereafter

 

16,052

 

Total minimum lease payments

 

$

46,812

 

(b)Legal Matters

On April 30, 2015, Telesign Corporation, or Telesign, filed a lawsuit against the Company in the United States District Court, Central District of California (“Telesign I”). Telesign alleges that the Company is infringing three U.S. patents that it holds: U.S. Patent No. 8,462,920 (“‘920”), U.S. Patent No. 8,687,038 (“‘038”) and U.S. Patent No. 7,945,034 (“‘034”). The patent infringement allegations in the lawsuit relate to the Company’s Programmable Authentication products, its two-factor authentication use case and an API tool to find information about a phone number. The Company has petitioned the U.S. Patent and Trademark Office (“U.S. PTO”) for inter partes review of the patents at issue. On July 8, 2016, the U.S. PTO denied the Company’s petition for inter partes review of the ‘920 and ‘038 patents. After the U.S. PTO held its hearing on the ‘034 patent inter partes review, on June 26, 2017, it upheld the patentability of the ‘034 patent, adopting Telesign’s narrow construction of its patent.

On March 28, 2016, Telesign filed a second lawsuit against the Company in the United States District Court, Central District of California (“Telesign II”), alleging infringement of U.S. Patent No. 9,300,792 (“‘792”) held by Telesign. The ‘792 patent is in the same patent family as the ‘920 and ‘038 patents asserted in Telesign I. On March 8, 2017, in response to a petition by the Company,  the U.S. PTO issued an order instituting the inter partes review for the ‘792 patent. A final written decision is expected by March 2018.  On March 15, 2017, Twilio filed a motion to consolidate and stay related cases pending the conclusion of the now instituted ‘792 patent inter partes review. On May 16, 2017, the court issued an order to consolidate the Telesign I and Telesign II matters and stay the consolidated case until the completion of the inter partes review of the ‘792 patent. With respect to each of the patents asserted in Telesign I and Telesign II, the complaints seek, among other things, to enjoin the Company from allegedly infringing the patents, along with damages for lost profits.

On December 1, 2016, the Company filed a patent infringement lawsuit against Telesign in the United States District Court, Northern District of California, alleging indirect infringement of United States Patent No. 8,306,021, United States Patent No. 8,837,465, United States Patent No. 8,755,376, United States Patent No. 8,736,051, United States Patent No. 8,737,962, United States Patent No. 9,270,833, and United States Patent No. 9,226,217. Telesign filed a motion to dismiss the complaint on January 25, 2017.  In two orders, issued on March 31, 2017 and April 17, 2017, the Court granted Telesign’s motion to dismiss with respect to the ‘962, ‘833, ‘051 and ‘217 patents, but denied Telesign’s motion to dismiss as to the ‘021, ‘465 and ‘376 patents. This litigation is currently ongoing.

On February 18, 2016, a putative class action complaint was filed in the Alameda County Superior Court in California, entitled Angela Flowers v. Twilio Inc. The complaint alleges that the Company’s products permit the interception, recording and disclosure of communications at a customer’s request and are in violation of the California Invasion of Privacy Act. The complaint seeks injunctive relief as well as monetary damages. On May 27, 2016, the Company filed a demurrer to the complaint. On August 2, 2016, the court issued an order denying the demurrer in part and granted it in part, with leave to amend by August 18, 2016 to address any claims under California’s Unfair Competition Law. The plaintiff opted not to amend the complaint. Discovery has already begun,  and a hearing on the class certification motion is set for December 2017.

The Company intends to vigorously defend these lawsuits and believes it has meritorious defenses to each matter in which it is a defendant. It is too early in these matters to reasonably predict the probability of the outcomes or to estimate ranges of possible losses.

In addition to the litigation matters discussed above, from time to time, the Company is a party to legal action and subject to claims that arise in the ordinary course of business. The claims are investigated as they arise and loss estimates are accrued, when probable and reasonably estimable. While it is not feasible to predict or determine the ultimate outcome of these matters, the Company believes that these legal proceedings will not have a material adverse effect on its financial position or results of operations.

(c)Indemnification Agreements

The Company has signed indemnification agreements with all of its board members and executive officers. The agreements indemnify the board members and executive officers from claims and expenses onof actions brought against the individuals separately or jointly with the Company for certain indemnifiable events. Indemnifiable Eventsevents generally mean any event or occurrence related to the fact that the board member or the executive officer was or is acting in his or her capacity as a board member or an executive officer for the Company or was or is acting or representing the interests of the Company.

In the ordinary course of business and in connection with our financing and business combinations transactions, the Company enters into contractual arrangements under which it agrees to provide indemnification of varying scope and terms to business partners, customers and other parties with respect to certain matters, including, but not limited to, losses arising out of the breach of such agreements, intellectual property infringement claims made by third parties and other liabilities relating to or arising from the Company’s various products, or its acts or omissions. In these circumstances, payment may be conditional on the other party making a claim pursuant to the procedures specified in the particular contract. Further, the Company’s obligations under these agreements may be limited in terms of time and/or amount, and in some instances, the Company may have recourse against third parties for certain payments. The terms of such obligations may vary.

As of SeptemberJune 30, 20172021 and December 31, 2016, no2020, 0 amounts were accrued.

accrued related to any outstanding indemnification agreements.

24


(d)Other taxes

Taxes

The Company conducts operations in many tax jurisdictions throughoutwithin and outside the United States. In many of these jurisdictions, non-income-based taxes, such as sales, use, telecommunications, and use and telecommunicationsother local taxes are assessed on the Company’s operations. Prior to March 2017, the Company had not billed nor collected these taxes from its customers and, in accordance with U.S. GAAP, recorded a provision for its tax exposure in these jurisdictions when it iswas both probable that a liability hashad been incurred and the amount of the exposure cancould be reasonably estimated. Effective March 2017, the Company began collecting these taxes from customers in certain jurisdictions and intends to collect in other jurisdictions in the near term. As a result, the Company recorded a liability of $29.0 million and $28.8 million as of March 31, 2017 and December 31, 2016, respectively. These estimates includeincluded several key assumptions including, but not limited to, the taxability of the Company’s services, the jurisdictions in which its management believes it hashad nexus, and the sourcing of revenues to those jurisdictions. Simultaneously,Starting in March 2017, the Company wasbegan collecting these taxes from customers in certain jurisdictions and continuessince then has expanded to becollect taxes in most jurisdictions where the Company operates. The Company is also in discussions with certain statesjurisdictions regarding its prior state sales and other taxes, if any, that the Companyit may owe.

During the three months ended June 30, 2017, the Company revised its estimates of its tax exposure based on settlements reached with various states indicating that certain revisions to the key assumptions including, but not limited to, the sourcing of revenue and the taxability of the Company’s services were appropriate in the current period. In the nine months ended September 30, 2017, total impact of these changes on the net loss attributable to common stockholders was a reduction of $13.1 million, or $0.14 per share. As of September 30, 2017, the total liability related to these taxes was $19.4 million.

In the event otherany of these jurisdictions challengedisagree with management’s assumptions and analysis, the actualassessment of the Company’s tax exposure could differ materially from themanagement’s current estimates.

11. For example, one jurisdiction has assessed the Company for $38.8 million in taxes, including interest and penalties, which exceeded the $11.5 million the Company had accrued for the period covered by this assessment. The Company believes that this assessment is incorrect and has disputed it, paid the full amount as required by law, and was seeking a refund or settlement. The payment made in excess of the accrued amount is reflected as a deposit in the Company’s accompanying condensed consolidated balance sheets. After failing to reach a settlement, on May 27, 2021, the Company filed a complaint challenging the jurisdiction’s assessment in court. However, litigation is uncertain and a ruling against the Company, or a dismissal of our complaint, may adversely affect its financial position and results of operations.

As of June 30, 2021 and December 31, 2020, the liability recorded for these taxes was $28.8 million and $25.6 million, respectively.
14. Stockholders’ Equity

(a)

Preferred Stock

As of SeptemberJune 30, 2017,2021 and December 31, 2020, the Company had authorized 100,000,000 shares of preferred stock, par value $0.001, of which no0 shares were issued and outstanding.

(b)

Common Stock

As of SeptemberJune 30, 20172021 and December 31, 2016,2020, the Company had authorized 1,000,000,000 shares of Class A common stock and 100,000,000 shares of Class B common stock, each par value $0.001 per share. As of SeptemberJune 30, 2017, 68,671,2072021, 165,715,499 shares of Class A common stock and 24,248,77710,218,422 shares of Class B common stock were issued and outstanding. As of December 31, 2016, 49,996,4102020, 153,496,222 shares of Class A common stock and 37,252,13810,551,302 shares of Class B common stock were issued and outstanding.

Holders of Class A and Class B common stock are entitled to 1 vote per share and 10 votes per share, respectively, and the shares of Class A common stock and Class B common stock are identical, except for voting and conversion rights.

The Company had reserved shares of common stock for issuance as follows:

 

 

As of
September 30,

 

As of
December 31,

 

 

 

2017

 

2016

 

Stock options issued and outstanding

 

11,380,189

 

14,649,276

 

Nonvested restricted stock units issued and outstanding

 

4,384,898

 

2,034,217

 

Class A common stock reserved for Twilio.org

 

680,397

 

680,397

 

Stock-based awards available for grant under 2016 Plan

 

11,601,980

 

10,143,743

 

Class A common stock reserved for issuance under 2016 ESPP

 

224,126

 

597,038

 

Total

 

28,271,590

 

28,104,671

 

As ofAs of
June 30,December 31,
20212020
Stock options issued and outstanding4,786,740 5,625,735 
Unvested restricted stock units issued and outstanding7,008,107 7,523,882 
Class A common stock reserved for Twilio.org663,061 707,265 
Stock-based awards available for grant under 2016 Plan25,833,950 18,942,205 
Stock-based awards available for grant under ESPP6,481,649 4,941,281 
Class A common stock reserved for the Convertible Notes7,569,731 
Total44,773,507 45,310,099 
25


Table of Contents

12.

15. Stock-Based Compensation

2008 Stock Option Plan

The Company granted options under its 2008 Stock Option Plan (the “2008 Plan”), as amended and restated, until June 22, 2016, when the plan was terminated in connection with the Company’s IPO. Accordingly, no shares are available for future issuance under the 2008 Plan.  The 2008 Plan continues to govern outstanding equity awards granted thereunder.

2016 Stock Option Plan

The Company’s 2016 Stock Option and Incentive Plan (the “2016 Plan”) became effective on June 21, 2016. The 2016 Plan provides for the grant of ISOs, NSOs,granting stock options, restricted stock RSUs,units (“RSU”), restricted stock awards (“RSA”), stock appreciation rights, unrestricted stock awards, performance share awards, dividend equivalent rights and cash-based awards to its employees, directors and consultants of the Company. A total of 11,500,000 sharesconsultants. Certain of the Company’s Class A common stockoutstanding equity awards were initially reserved for issuancegranted under equity incentive plans that are no longer active but continue to govern the 2016 Plan. These available shares automatically increase each January 1, beginning on January 1, 2017, by 5% of the number of shares of the Company’s Class A and Class B common stock outstanding on the immediately preceding December 31, or such lesser number of shares as determined by the Company’s compensation committee. On January 1, 2017, the shares available for grant under the 2016 Plan were automatically increased by 4,362,427 shares.

Under the 2016 Plan, the stock options areequity awards granted at a price per share not less than 100% of the fair market value per share of the underlying common stock on the date of grant. Under both plans, stock options generally expire 10 years from the date of grant and vest over periods determined by the board of directors. thereunder.

The vesting period for new-hire options and restricted stock units is generally a four-year term from the date of grant, at a rate of 25% after one year, then monthly or quarterly, respectively, on a straight-line basis thereafter. In July 2017, the Company began granting restricted stock units to existing employees that vest in equal quarterly installments over a four year service period.

2016 Employee Stock Purchase Plan

The Company’salso offers an Employee Stock Purchase Plan (“2016 ESPP”) became effective on June 21, 2016. A total of 2,400,000 shares of the Company’s Class A common stock were initially reserved for issuance under the 2016 ESPP. These available shares automatically increase each January 1, beginning on January 1, 2017, by the lesser of 1,800,000 shares of the common stock, 1% of the number of shares of the Company’s Class A and Class B common stock outstanding on the immediately preceding December 31 or such lesser number of shares as determined by the Company’s compensation committee. On January 1, 2017, the shares available for grant under the 2016 Plan were automatically increased by 872,485 shares.

The 2016 ESPP allowsto eligible employees to purchase shares of the Company’s Class A common stock at a discount of up to 15% through payroll deductions of their eligible compensation, subject to any plan limitations. Except for the initial offering period, the 2016employees. The ESPP provides for separate six-month offering periods beginning in May and November of each fiscal year, starting in May 2017.

On each purchase date, eligible employees will purchase the Company’s stock at a price per share equal to 85% of the lesser of (i) the fair market value of the Company’s Class A common stock on the offering date or (ii) the fair market value of the Company’s Class A common stock on the purchase date.

year. In the three months ended June 30, 2017, 580,7052021 and 2020, 100,107 and 190,642 shares of the Company’s Class A common stock were purchased under the 2016 ESPP, respectively, and 224,126106,054 shares are expected to be purchased in the fourth quarter of 2017.

As of September 30, 2017, total unrecognized compensation cost related to2021.

On January 1, 2021, the shares available for grant under the 2016 Plan and ESPP was $0.3 million, which will be amortized over a weighted-average period of 0.13 years.

Stock optionwere automatically increased by 8,202,376 shares and 1,640,475 shares, respectively.

Stock-options and restricted stock units and awards activity under the 2008 Plan and the 2016 Plan during the nine months ended September 30, 2017Company’s equity incentive plans was as follows:

Stock Options

 

 

Number of
options
outstanding

 

Weighted-
average
exercise
price
(per
share)

 

Weighted-
average
remaining
contractual
term
(in years)

 

Aggregate
intrinsic
value
(in
thousands)

 

Outstanding options as of December 31, 2016

 

14,649,276

 

$

6.14

 

7.52

 

$

332,716

 

Granted

 

1,443,335

 

31.06

 

 

 

 

 

Exercised

 

(4,615,225

)

4.88

 

 

 

 

 

Forfeited and cancelled

 

(652,197

)

7.93

 

 

 

 

 

Outstanding options as of September 30, 2017

 

10,825,189

 

$

9.89

 

7.37

 

$

218,574

 

Options vested and exercisable as of September 30, 2017

 

5,166,349

 

$

5.30

 

6.54

 

$

126,828

 

Number of
options
outstanding
Weighted-
average
exercise
price
(Per share)
Weighted-
average
remaining
contractual
term
(In years)
Aggregate
intrinsic
value
(In thousands)
Outstanding options as of December 31, 20205,070,735 $51.71 6.85$1,454,222 
Granted249,842 368.82 
Exercised(816,973)39.06 
Forfeited and canceled(271,864)117.93 
Outstanding options as of June 30, 20214,231,740 $68.62 6.43$1,377,618 
Options vested and exercisable as of June 30, 20212,573,689 $28.19 5.20$941,885 
Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands, except per share amounts)
Aggregate intrinsic value of stock options exercised (1)
$100,425 $338,031 $265,984 $406,390 
Total estimated grant date fair value of options vested$45,873 $17,684 $77,852 $41,020 
Weighted-average grant date fair value per share of options granted$200.05 $93.37 $202.36 $64.06 
____________________________________
(1)Aggregate intrinsic value represents the difference between the fair value of the Company’s Class A common stock as reported on the New York Stock Exchange and the exercise price of outstanding “in-the-money” options. Prior to the IPO, the fair value
Additionally, as of the Company’s common stock was estimated by the Company’s board of directors. After the IPO, the fair value of the Company’s common stock is the Company’s Class A common stock price as reported on the New York Stock Exchange. The aggregate intrinsic value of stock options exercised was $18.6 million and $119.3 million for the three and nine months ended SeptemberJune 30, 2017, respectively, and $4.4 million and $15.7 million for the three and nine months ended September 30, 2016, respectively.

The total estimated grant date fair value of options vested was $3.0 million and $12.2 million for the three and nine months ended September 30, 2017, respectively, and $4.9 million and $11.4 million for the three and nine months ended September 30, 2016, respectively. No options were granted in the three months ended September 30, 2017 and 2016. The weighted-average grant-date fair value of options granted in the nine months ended September 30, 2017 and 2016 was $13.48 and $5.52, respectively.

On February 28, 2017,2021, the Company granted a total ofhad outstanding 555,000 shares of performance-based stock options in three distinct awards to an employee with a weighted average exercise price of $31.72, of which 555,000 were vested and exercisable. All performance conditions have been met.

26


Table of Contents
Restricted Stock Units and Awards
Number of
awards
outstanding
Weighted-
average
grant date
fair value
(Per share)
Aggregate
intrinsic
value
(In thousands)
Unvested RSUs as of December 31, 20207,523,882 $131.76 $2,542,858 
Granted1,656,381 342.50 
Vested(1,754,042)90.57 
Forfeited and canceled(418,114)150.01 
Unvested RSUs as of June 30, 20217,008,107 $190.79 $2,762,315 
Additionally, as of June 30, 2021, the Company granted 24,697 shares of RSAs with a weighted average grant date fair valuesvalue of $13.48, $10.26 and $8.41$359.80 per share for a total grantand aggregate intrinsic value of $5.9$9.7 million.  The first half
As of each award vests upon satisfactionJune 30, 2021, the Company had 258,554 shares of a performance condition and the remainder vests thereafterits Class A common stock in equal monthly installmentsescrow that are subject to future vesting over a 24-month period.  The achievement window expires after 4.3 years from the date of grant and the stock options expire seven years after the date of grant.  The stock options are amortized over a derived service period of three2.3 years 4.25 yearswith a weighted average grant date fair value of $273.38 per share and 4.75 years, respectively.  The stock optionsaggregate intrinsic value and the derived service period were estimated using the Monte-Carlo simulation model. The following table summarizes the details of the performance options:

 

 

Number of
options
outstanding

 

Weighted-
average
exercise
price
(per
share)

 

Weighted-
average
remaining
contractual
term
(in years)

 

Aggregate
intrinsic
value
(in
thousands)

 

Outstanding options as of December 31, 2016

 

 

$

 

 

$

 

Granted

 

555,000

 

31.72

 

 

 

 

 

Exercised

 

 

 

 

 

 

 

Forfeited and cancelled

 

 

 

 

 

 

 

Outstanding options as of September 30, 2017

 

555,000

 

$

31.72

 

6.41

 

$

 

Options vested and exercisable as of September 30, 2017

 

 

$

 

 

$

 

$101.9 million.

As of SeptemberJune 30, 2017,2021, total unrecognized compensation cost related to all non-vested stock options was $38.6 million, which will be amortized over a weighted-average period of 2.2 years.

Restricted Stock Units

 

 

Number of
awards
outstanding

 

Weighted-
average
grant date
fair value
(per
share)

 

Aggregate
intrinsic
value
(in
thousands)

 

Nonvested RSUs as of December 31, 2016

 

2,034,217

 

$

32.66

 

$

58,687

 

Granted

 

3,093,326

 

 

 

 

 

Vested

 

(492,757

)

 

 

 

 

Forfeited and cancelled

 

(249,888

)

 

 

 

 

Nonvested RSUs as of September 30, 2017

 

4,384,898

 

$

30.86

 

$

130,818

 

As of September 30, 2017, total unrecognized compensation cost related to nonvested RSUs was $121.1 million, which will be amortized over a weighted-average period of 3.26 years.

Equity Awards Granted to Nonemployees

In September 2016, the Company granted 30,255 restricted stock units to a nonemployee. The award is vested upon the satisfaction of a service condition over two years starting in August 2015. The stock-based compensation expense recorded for this award during the three and nine months ended September 30, 2017 was $0.1 million and $0.3 million, respectively.

As of September 30, 2017, there were no nonemployee awards outstanding.

Early Exercises of Nonvested Options

As of September 30, 2017 and December 31, 2016, the Company recorded a liability of $0.1 million and $0.3 million for 16,033 and 49,580 unvested shares, respectively, that were early exercised by employees and were subject to repurchase at the respective period end. These amounts are reflected in current and non-current liabilities on the Company’s consolidated balance sheets.

as follows:

Unrecognized Compensation CostWeighted-average remaining period
(In thousands)(In years)
Unvested stock options$203,631 2.4
Unvested restricted stock units and awards1,217,788 3.1
Class A shares in escrow subject to future vesting53,019 2.3
ESPP7,150 0.4
Total$1,481,588 
Valuation Assumptions

The fair value of employee stock options under our equity incentive plans and purchase rights under the ESPP was estimated on the grant date of grant using the following assumptions in the Black-Scholes option pricing model:

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Employee Stock Options:

 

 

 

 

 

 

 

 

 

Fair value of common stock

 

*

 

*

 

$24.77 -$31.96

 

$10.09-$15.00

 

Expected term (in years)

 

*

 

*

 

6.08

 

6.08

 

Expected volatility

 

*

 

*

 

46.1%-47.6%

 

51.4%-53.0%

 

Risk-free interest rate

 

*

 

*

 

1.9%-2.1%

 

1.3%-1.5%

 

Dividend rate

 

*

 

*

 

0%

 

0%

 

Three Months Ended
June 30,
Six Months Ended
June 30,
Employee Stock Options:2021202020212020
Fair value of common stock$316.3 - $367.7$108.4 - $191.9$316.30 - $409.20$108.4 - $191.9
Expected term (in years)6.086.086.086.08
Expected volatility59.7%54.7% - 56.0%58.3% - 59.7%51.9% - 56.0%
Risk-free interest rate1.0% - 1.1%0.4%0.8% - 1.1%0.4% - 1.4%
Dividend rate0%0%0%0%

Three Months Ended
June 30,
Six Months Ended
June 30,
Employee Stock Purchase Plan:2021202020212020
Expected term (in years)0.500.500.50.5
Expected volatility58.7%72.1%58.7%72.1%
Risk-free interest rate0.04%0.2%0.04%0.2%
Dividend rate0%0%0%0%
27


*No stock options were granted in the period.

Employee Stock Purchase Plan:

 

 

 

 

 

 

 

 

 

Expected term (in years)

 

0.5

 

0.9

 

0.5

 

0.9

 

Expected volatility

 

33.2

%

52

%

33.2

%

52

%

Risk-free interest rate

 

1.1

%

0.6

%

1.1

%

0.6

%

Dividend rate

 

0

%

0

%

0

%

0

%

The following assumptions were used in the Monte Carlo simulation model to estimate the fair value and the derived service period

Table of the performance options:

Asset volatility

 

40

%

Equity volatility

 

45

%

Discount rate

 

14

%

Stock price at grant date

 

$

31.72

 

Contents

Stock-Based Compensation Expense

The Company recorded total stock-based compensation expense as follows (in thousands):

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Cost of revenue

 

$

180

 

$

84

 

$

460

 

$

135

 

Research and development

 

6,493

 

3,741

 

16,687

 

7,636

 

Sales and marketing

 

2,603

 

1,432

 

6,961

 

3,282

 

General and administrative

 

4,912

 

2,391

 

11,865

 

4,596

 

Total

 

$

14,188

 

$

7,648

 

$

35,973

 

$

15,649

 

13.follows:

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Cost of revenue$3,024 $2,143 $5,741 $3,980 
Research and development58,871 39,841 115,830 73,050 
Sales and marketing47,940 23,086 89,576 43,029 
General and administrative34,333 14,317 70,176 28,353 
Total$144,168 $79,387 $281,323 $148,412 
16. Net Loss perPer Share Attributable to Common Stockholders

Basic and diluted net loss per common share is presented in conformity with the two-class method required for participating securities.

Class Asecurities and Class B common stock are the only outstanding equityis described in detail in the Company. The rights of the holders of Class A and Class B common stock are identical, except with respect to voting and conversion. Each share of Class A common stock is entitled to one vote per share and each share of Class B common stock is entitled to ten votes per share. Shares of Class B common stock may be converted into Class A common stock at any time at the option of the stockholder, and are automatically converted into Class A common stock upon sale or transfer, subject to certain limited exceptions.

Basic net loss per share attributable to common stockholders is computed using the weighted-average number of common shares outstanding during the period. Diluted net loss per share attributable to common stockholders is computed using the weighted-average number of common shares and, if dilutive, potential common shares outstanding during the period. The dilutive effect of these potential common shares is reflected in diluted earnings per share by application of the treasury stock method.

Company’s Annual Report.

The following table sets forth the calculation of basic and diluted net loss per share attributable to common stockholders during the periods presented (in thousands, except share and per share data):

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Net loss attributable to common stockholders

 

$

(23,453

)

$

(11,254

)

$

(44,789

)

$

(28,716

)

Weighted-average shares used to compute basic and diluted net loss per share attributable to common stockholders

 

92,156,768

 

83,887,901

 

90,543,087

 

42,030,989

 

Net loss per share attributable to common stockholders, basic and diluted

 

$

(0.25

)

$

(0.13

)

$

(0.49

)

$

(0.68

)

presented:

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
Net loss attributable to common stockholders (in thousands)$(227,853)$(99,923)$(434,395)$(194,714)
Weighted-average shares used to compute net loss per share attributable to common stockholders, basic and diluted173,407,187 141,618,541 170,275,609 140,512,351 
Net loss per share attributable to common stockholders, basic and diluted$(1.31)$(0.71)$(2.55)$(1.39)
The following outstanding shares of common stock equivalents were excluded from the calculation of the diluted net loss per share attributable to common stockholders because their effect would have been anti-dilutive:
As of June 30,
20212020
Stock options issued and outstanding4,786,740 5,357,728 
Restricted stock units issued and outstanding7,008,107 8,791,928 
Class A common stock reserved for Twilio.org663,061 751,469 
Class A common stock committed under ESPP106,054 103,132 
Convertible senior notes (1)
4,331,844 
Class A common stock in escrow75,612 
Class A common stock in escrow and restricted stock awards subject to future
     vesting
288,755 
Total12,928,329 19,336,101 

 

 

As of September 30,

 

 

 

2017

 

2016

 

 

 

 

 

 

 

Issued and outstanding options

 

11,380,189

 

16,476,973

 

Nonvested RSUs issued and outstanding

 

4,384,898

 

1,639,378

 

Common stock reserved for Twilio.org

 

680,397

 

780,397

 

Shares committed under 2016 ESPP

 

224,126

 

604,865

 

Unvested shares subject to repurchase

 

16,033

 

74,451

 

Total

 

16,685,643

 

19,576,064

 

14. Transactions with Investors

(1)In 2015, twothe three months ended June 30, 2021, the remaining principal amount of the Convertible Notes was fully redeemed and as of June 30, 2021, no Convertible Notes were outstanding. Refer to Note 10 for further detail on the redemption of these notes. As of June 30, 2020, the Company was using treasury stock method to calculate the dilutive impact of the Convertible Notes because at that time the Company expected to settle the principal amount of these notes in cash and any excess in shares of the Company’s vendors participatedClass A common stock. Effective with the fourth quarter 2020, the Company expected to settle the principal amount of these notes in the Company’s Series E convertible preferred stock financing and owned approximately 1.9% and 1.0%, respectively,shares of the Company’s outstandingClass A common stock, asand since then used the if-converted method for calculating a potential dilutive effect on diluted net income per share, if applicable. As of SeptemberJune 30, 2017, and 2.0% and 1.0%, respectively,2020, the conversion spread, calculated using the average market price of Class A common stock during the period consistent with the treasury stock method, had a dilutive impact on diluted net
28


Table of Contents
income per share of Class A common stock when the average market price of the Company’s outstandingClass A common stock asfor a given period exceeded the conversion price of December 31, 2016. $70.90 per share.
17. Income Taxes
The amountCompany computes its provision for interim periods by applying an estimated annual effective tax rate to anticipated annual pretax income or loss. The estimated annual effective tax rate is applied to the Company’s year to date income or loss, and is adjusted for discrete items recorded in the period. The Company recorded an income tax provision of software services the Company purchased from the first vendor was $5.3$1.3 million and $14.7$2.2 million for the three and ninesix months ended SeptemberJune 30, 2017,2021, respectively, and $3.7$0.3 million and $10.3 million during the three and nine months ended September 30, 2016, respectively. The net amount due to this vendor as of September 30, 2017 was $1.9 million.  The amounts due to or from this vendor as of December 31, 2016 were insignificant.

The amount of services the Company purchased from the second vendor was $0.2 million and $0.6$1.3 million for the three and ninesix months ended SeptemberJune 30, 2017, respectively, and $0.1 million and $0.3 million2020, respectively.

The provision for the three and nine months ended September 30, 2016, respectively. The net amounts due from this vendor as of September 30, 2017 and December 31, 2016 were insignificant.

15. Employee Benefit Plan

The Company sponsors a 401(k) defined contribution plan covering all employees. The employer contribution to the plan was $0.3 million and $1.6 millionincome taxes recorded in the three and ninesix months ended SeptemberJune 30, 2017, respectively,2021 and $0.22020 consists primarily of income taxes and withholding taxes in foreign jurisdictions in which the Company conducts business, partially offset by an income tax benefit from the reversal of U.S. deferred tax liabilities related to acquired intangibles from prior year business combinations. The primary difference between the effective tax rate and the federal statutory rate is the full valuation allowance the Company established on the federal, state, and certain foreign net operating losses and credits. The Company continues to maintain a full valuation allowance against its U.S. federal and state net deferred tax assets.

18. Subsequent Events
On July 14, 2021, the Company acquired Zipwhip, Inc. (“Zipwhip”), a trusted partner to carriers and a leading provider of toll-free messaging in the United States, for an aggregate consideration of $850.0 million, subject to certain exceptions and $0.9adjustments, in the form of shares of Class A common stock of the Company or cash, as provided by the Agreement and Plan of Merger and Reorganization dated May 16, 2021 (the "Merger Agreement"). Part of the cash consideration was paid to settle the vested stock options and restricted stock units of Zipwhip that were outstanding on the acquisition closing date. The Company assumed all unvested and outstanding stock options and restricted stock units of Zipwhip continuing employees as converted into its own respective equity awards at the conversion ratio provided in the Merger Agreement. During the six months ended June 30, 2021, the Company incurred $2.5 million in the three and nine months ended September 30, 2016, respectively

* * * * * *

expenses related to this transaction.
29


Table of Contents

Item 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations

The following discussion and analysis of our financial condition and results of operations should be read in conjunction with our condensed consolidated financial statements and related notes appearing elsewhere in this Quarterly Report on Form 10-Q. In addition to historical financial information, the following discussion contains forward-looking statements that isare based upon current plans, expectations and beliefs that involve risks and uncertainties. Our actual results may differ materially from those anticipated in these forward-looking statements as a result of various factors, including those set forth under Part II, Item 1A, “Risk Factors” in this Quarterly Report on Form 10-Q. Our fiscal year ends on December 31.

Overview

We are the leader in the Cloud Communications Platformcloud communications platform category. We enable developers to build, scale and operate real-time communicationsreal‑time customer engagement within their software applications via our simple-to-useapplications. We offer a customer engagement platform with software designed to address specific use cases like account security and contact centers, and a set of Application Programming Interfaces or APIs.(“APIs”) that handles the higher level communication logic needed for nearly every type of customer engagement. The power, flexibility, and reliability offered by our software building blocks empowers companies of virtually every shape and size to build world-class engagement into their customer experience.

Our platform consists of three layers: our Engagement Cloud, Programmable Communications Cloud and Super Network. Our Engagement Cloud software is a set of APIs that handles For additional detail on the higher-level communication logic needed for nearly every type of customer engagement. These APIs are focused more on what a developer is looking to accomplish, rather than how to do it, thereby allowing our customers to more quickly and easily build better ways to engage with their customers. Our Programmable Communications Cloud software is a set of APIs that enables developers to embed voice, messaging and video capabilities into their applications. The Super Network is our software layer that allows our customers’ software to communicate with connected devices globally. It interconnects with communications networks around the world and continually analyzes data to optimize the quality and cost of communications that flow through our platform. The Super Network also contains a set of API’s giving our customers access to more foundational componentsdescription of our platform, like phone numbers.

Asbusiness and products please refer to Part II, Item 7, "Management’s Discussion and Analysis of September 30, 2017, our customers’ applications that are embedded with our products could reach users via voice, messagingFinancial Condition and video in nearly every country in the world, and our platform offered customers telephone numbers in over 100 countries and text-to-speech functionality in 26 languages. We support our global business through 27 cloud data centers in nine regions around the world and have developed contractual relationships with network service providers globally.

Our business model is primarily focused on reaching and serving the needsResults of software developers, who we believe are becoming increasingly influential in technology decisions in a wide variety of companies. We call this approach our Business Model for Innovators, which empowers developers by reducing friction and upfront costs, encouraging experimentation, and enabling developers to grow as customers as their ideas succeed. We established and maintain our leadership position by engaging directly with, and cultivating, our developer community, which has led to the rapid adoption Operations",of our platform. We reach developers through community events and conferences, including our SIGNAL developer conferences, to demonstrate how every developer can create differentiated applications incorporating communications using our products.

Once developers are introduced to our platform, we provide them with a low-friction trial experience. By accessing our easy-to-adopt APIs, extensive self-service documentation and customer support team, developers build our products into their applications and then test such applications through free trials. Once they have decided to use our products beyond the initial free trial period, customers provide their credit card information and only pay for the actual usage of our products. Historically, we have acquired the substantial majority of our customers through this self-service model. As customers expand their usage of our platform, our relationships with them often evolve to include business leaders within their organizations. Once our customers reach a certain spending level with us, we support them with account executives or customer success advocates within our sales organization to ensure their satisfaction and expand their usage of our products.

When potential customers do not have the available developer resources to build their own applications, we refer them to our network of Solution Partners, who embed our products in their solutions, such as software for contact centers, sales force automation and marketing automation that they sell to other businesses.

We are supplementing our self-service model with a sales effort aimed at engaging larger potential customers, strategic leads and existing customers through a direct sales approach. We have supplemented this sales effortAnnual Report on Form 10-K filed with the Twilio Enterprise Plan, which provides capabilities for advanced security, access management and granular administration targeted at the needs of enterprise scale customers. Our sales organization works with technical and business leaders who are seeking to leverage software to drive competitive differentiation. As we educate these leadersSEC on the benefits of developing applications that incorporate our products to differentiate their business, they often consult with their developers regarding implementation. We believe that developers are often advocates for our products as a result of our developer-focused approach. Our sales organization includes sales development, inside sales, field sales, sales engineering and customer success personnel.

We generate the substantial majority of our revenue from customers based on their usage of our software products that they have incorporated into their applications. In addition, customers typically purchase one or more telephone numbers from us, for which we charge a monthly flat fee per number. Some customers also choose to purchase various levels of premium customer support for a monthly fee. Customers that register in our self-service model typically pay up-front via credit card and draw down their balance as they purchase or use our products. Most of our customers draw down their balance in the same month they pay up front and, as a result, our deferred revenue at any particular time is not a meaningful indicator of future revenue. As our customers’ usage grows, some of our customers enter into contracts and are invoiced monthly in arrears. Many of these customer contracts have terms of 12 months and typically include some level of minimum revenue commitment. Most customers with minimum revenue commitment contracts generate a significant amount of revenue in excess of their minimum revenue commitment in any period. Historically, the aggregate minimum commitment revenue from customers with which we have contracts has constituted a minority of our revenue in any period, and we expect this to continue in the future.

Our developer-focused products are delivered to customers and users through our Super Network, which uses software to optimize communications on our platform. We interconnect with communications networks globally to deliver our products, and therefore we have arrangements with network service providers in many regions throughout the world. Historically, a substantial majority of our cost of revenue has been network service provider fees. We continue to optimize our network service provider coverage and connectivity through continuous improvements in routing and sourcing in order to lower the usage expenses we incur for network service provider fees. As we benefit from our platform optimization efforts, we sometimes pass these savings on to customers in the form of lower usage prices on our products in an effort to drive increased usage and expand the reach and scale of our platform. In the near term, we intend to operate our business to expand the reach and scale of our platform and to grow our revenue, rather than to maximize our gross margins.

February 26, 2021 (“Annual Report”).

We have achieved significant growth in recent periods. ForIn the three months ended SeptemberJune 30, 20172021 and 2016,2020, our revenue was $100.5$668.9 million and $71.5$400.8 million, respectively, and our net loss was $227.9 million and $99.9 million, respectively. In the three months ended SeptemberJune 30, 20172021 and 2016,2020, our 10 largest Active Customer Accounts generated an aggregate of 17%12% and 31%15% of our total revenue, respectively. For
Acquisition of Zipwhip, Inc
On July 14, 2021, we acquired Zipwhip, Inc. (“Zipwhip”), a trusted partner to carriers and a leading provider of toll-free messaging in the United States, for an aggregate consideration of $850.0 million, subject to certain exceptions and adjustments, in the form of shares of our Class A common stock or cash, as provided by the Agreement and Plan of Merger and Reorganization dated May 16, 2021 (the "Merger Agreement"). Part of the cash consideration was paid to settle the vested stock options and restricted stock units of Zipwhip that were outstanding on the acquisition closing date. We assumed all unvested and outstanding stock options and restricted stock units of Zipwhip continuing employees as converted into our own respective equity awards at the conversion ratio provided in the Merger Agreement. During the six months ended June 30, 2021, we incurred $2.5 million in expenses related to this transaction.
COVID-19 UPDATE
A novel coronavirus disease (“COVID-19”) was declared a global pandemic during the first quarter of 2020 and has resulted in the imposition of numerous, unprecedented, national and international measures to try to contain the virus, including travel bans and restrictions, shutdowns, quarantines, shelter-in-place and social distancing orders. To prioritize the health and safety of our employees, customers and our community at large, we have either cancelled or shifted our planned events to virtual-only experiences and may determine to alter, postpone or cancel additional customer, employee or industry events in the future. Since mid-March 2020, we have also taken several precautionary measures to protect our employees and contingent workers and help minimize the spread of the virus, including temporarily closing our worldwide offices, requiring all employees and contingent workers to work from home and suspending almost all business travel worldwide for our employees for the time being. As we continue to monitor the progress of vaccination efforts around the world, we plan to commence a phased reopening approach for certain of our offices in the third quarter of 2021, which will include limited capacity and social distancing measures, and only be available to fully-vaccinated employees.
The broader implications of COVID-19 on our results of operations and overall financial performance remain uncertain. The COVID-19 pandemic and its adverse effects have been prevalent in the locations where we, our customers, suppliers or third-party business partners conduct business. In the three months ended SeptemberJune 30, 20172021, we experienced stable or increased usage in industries most impacted by COVID-19, including travel, hospitality, and 2016,ridesharing, among others. There may be additional impacts to the economy and our 10 largest Active Customer Accounts we had four and three Variable Customer Accounts in each period representing 8% and 10% of our revenue, respectively. For the three months ended September 30, 2017 and 2016, our Base Revenue was $92.0 million and $64.1 million, respectively. We incurred a net loss of $23.5 million and $11.3 million for the three months ended September 30, 2017 and 2016, respectively. See the section titled “—Key Business Metrics—Base Revenue” for a discussion of Base Revenue. As we previously disclosed, revenue from Uber, our largest Base Customer Account, decreased on a sequential basis in the last three quarters. This was due to a combination of product usage decreases and certain price adjustments that were made by usbusiness as a result of Uber’s high volume growth. Accordingly,COVID-19. We expect that there may be some volatility in customer demand and buying habits as the pandemic continues, and we expect the year-over-year decline in our revenue from Uber to continue to negativelymay experience constrained supply or curtailed customer demand that could materially and adversely impact our revenue growth ratesbusiness, results of operations and financial performance in future periods. Specifically, we may experience impact from delayed sales cycles, including customers and prospective customers delaying contract signing or contract renewals, or reducing budgets or minimum commitments related to the products
30


Table of Contents
and services that we offer and changes to consumer behavior that may affect customers who use our Dollar-Based Net Expansion Rateproducts and service for upcoming periods.

confirmations, notifications, and other use cases. While we are continuing our recruiting efforts, it is possible that the pace of our hiring may slow during the COVID-19 pandemic. See the risk factor titled “The global COVID-19 pandemic may adversely impact our business, results of operations and financial performance” in Part II, Item 1A, “Risk Factors” of this Quarterly Report on Form 10-Q for further discussion of the possible impact of the COVID-19 pandemic on our business, financial condition and results of operations.

Key Business Metrics

 

 

Three Months
Ended
September 30,

 

 

 

2017

 

2016

 

Number of Active Customer Accounts (as of period end date)

 

46,489

 

34,457

 

Base Revenue (in thousands)

 

$

91,965

 

$

64,099

 

Base Revenue Growth Rate

 

43

%

75

%

Dollar-Based Net Expansion Rate

 

122

%

155

%

Three Months Ended
June 30,
20212020
Number of Active Customer Accounts (as of end date of period) (1)
240,000 200,000 
Total Revenue (in thousands) (1)
$668,931 $400,849 
Total Revenue Growth Rate (1)
67 %46 %
Dollar-Based Net Expansion Rate (2)
135 %132 %
____________________
(1) Includes the contributions from our ValueFirst business, acquired March 12, 2021, and Twilio Segment business, acquired November 2, 2020.
(2) Revenue from ValueFirst and Twilio Segment will not impact this calculation until the one-year anniversary of the acquisition.
Number of Active Customer Accounts. We believe that the number of our Active Customer Accounts is an important indicator of the growth of our business, the market acceptance of our platform and future revenue trends. We define an Active“Active Customer AccountAccount” at the end of any period as an individual account, as identified by a unique account identifier, for which we have recognized at least $5 of revenue in the last month of the period. We believe that the use of our platform by our customers at or above the $5 per month threshold is a stronger indicator of potential future engagement than trial usage of our platform or usage at levels below $5 per month. In the three months ended June 30, 2021 and 2020, revenue from Active Customer Accounts represented over 99% of total revenue in each period. A single organization may constitute multiple unique Active Customer Accounts if it has multiple account identifiers, each of which is treated as a separate Active Customer Account.

In the three months ended September 30, 2017 and 2016, revenue from Active Customer Accounts represented over 99% of total revenue in each period.

Base Revenue.  We monitor Base Revenue as one of the more reliable indicators of future revenue trends. Base Revenue consists of all revenue other than revenue from large Active Customer Accounts that have never entered into 12-month minimum revenue commitment contracts with us, which we refer to as Variable Customer Accounts. While almost all of our customer accounts exhibit some level of variability in the usage of our products, based on our experience, we believe that Variable Customer Accounts are more likely to have significant fluctuations in usage of our products from period to period, and therefore that revenue from Variable Customer Accounts may also fluctuate significantly from period to period. This behavior is best evidenced by the decision of such customers not to enter into contracts with us that contain minimum revenue commitments, even though they may spend significant amounts on the use of our products and they may be foregoing more favorable terms often available to customers that enter into committed contracts with us. This variability adversely affects our ability to rely upon revenue from Variable Customer Accounts when analyzing expected trends in future revenue.

For historical periods through March 31, 2016, we defined a Variable Customer Account as an Active Customer Account that (i) had never signed a minimum revenue commitment contract with us for a term of at least 12 months and (ii) had met or exceeded 1% of our revenue in any quarter in the periods presented through March 31, 2016. To allow for consistent period-to-period comparisons, in the event a customer account qualified as a Variable Customer Account as of March 31, 2016, or a previously Variable Customer Account ceased to be an Active Customer Account as of such date, we included such customer account as a Variable Customer Account in all periods presented. For reporting periods starting with the three months ended June 30, 2016, we define a Variable Customer Account as a customer account that (a) has been categorized as a Variable Customer Account in any prior quarter, as well as (b) any new customer account that (i) is with a customer that has never signed a minimum revenue commitment contract with us for a term of at least 12 months and (ii) meets or exceeds 1% of our revenue in a quarter. Once a customer account is deemed to be a Variable Customer Account in any period, it remains a Variable Customer Account in subsequent periods unless such customer enters into a minimum revenue commitment contract with us for a term of at least 12 months.

In the three months ended September 30, 2017 and 2016, we had six and eight Variable Customer Accounts, which represented 9% and 10%, respectively, of our total revenue.

Dollar-Based

Dollar‑Based Net Expansion Rate. Our ability to drive growth and generate incremental revenue depends, in part, on our ability to maintain and grow our relationships with existing Active Customer Accounts and to increase their use of the platform. An important way in which we track ourhave historically tracked performance in this area is by measuring the Dollar-Based Net Expansion Rate for our Active Customer Accounts, other than our Variable Customer Accounts. Our Dollar-Based Net Expansion Rate increases when such Active Customer Accounts increase their usage of a product, extend their usage of a product to new applications or adopt a new product. Our Dollar-Based Net Expansion Rate decreases when such Active Customer Accounts cease or reduce their usage of a product or when we lower usage prices on a product. As our customers grow their businesses and extend the use of our platform, they sometimes create multiple customer accounts with us for operational or other reasons. As such, for reporting periods starting with the three months ended December 31, 2016, when we identify a significant customer organization (defined as a single customer organization generating more than 1% of revenue in a quarterly reporting period) that has created a new Active Customer Account, this new Active Customer Account is tied to, and revenue from this new Active Customer Account is included with, the original Active Customer Account for the purposes of calculating this metric. We believe that measuring our Dollar-Based Net Expansion Rate on revenue generated from our Active Customer Accounts, other than our Variable Customer Accounts, provides a more meaningful indication of the performance of our efforts to increase revenue from existing customers.

Our Dollar-Based Net Expansion Rate compares the revenue from Active Customer Accounts, other than Variable Customer Accounts, in a quarter to the same quarter in the prior year.

To calculate the Dollar-Based Net Expansion Rate, we first identify the cohort of Active Customer Accounts, other than Variable Customer Accounts that were Active Customer Accounts in the same quarter of the prior year. The Dollar-Based Net Expansion Rate is the quotient obtained by dividing the revenue generated from that cohort in a quarter, by the revenue generated from that same cohort in the corresponding quarter in the prior year. When we calculate Dollar-Based Net Expansion Rate for periods longer than one quarter, we use the average of the applicable quarterly Dollar-Based Net Expansion Rates for each of the quarters in such period.

31


Key Components of Statements of Operations

Revenue. We derive our revenue primarily from usage-basedusage‑based fees earned from customers using the software products within our Engagement Cloud and Programmable Communications Cloud.Channel APIs. These usage-basedusage‑based software products include ourofferings such as Programmable Voice,Messaging, Programmable MessagingVoice and Programmable Video, products.among others. Some examples of the usage-basedusage‑based fees for which we charge include minutes of call duration activity for our Programmable Voice products,the number of text messages sent or received using our Programmable Messaging products, minutes of call duration activity for our Programmable Voice products, and number of authentications for our Programmable AuthenticationVerify product. In the three months ended SeptemberJune 30, 20172021 and 2016,2020, we generated 82%72% and 83%76% of our revenue, respectively, from usage-basedusage‑based fees. We also earn monthly flat fees from certain fee-basedfee‑based products, such as telephone numbersour Email API, Marketing Campaigns, Twilio Flex, our cloud contact center platform, and Twilio Segment, our customer support.

Customersdata platform.

When customers first begin using our platform, they typically pay up-frontupfront via credit card in monthly prepaid amounts and draw down their balances as they purchase or use our products. As customers grow their usage of our products they automatically receive tiered usage discounts. Our larger customers often enter into contracts, for at least 12 months, whichthat contain minimum revenue commitments, which may contain more favorable pricing. Customers on such contracts typically are invoiced monthly in arrears for products used.

Amounts that have been charged via credit card or invoiced are recorded in accounts receivable and inrevenue, deferred revenue or deferred revenue,customer deposits, depending on whether the revenue recognition criteria have been met. Given that our credit card prepayment amounts tend to be approximately equal to our credit card consumption amounts in each period, and that we do not have many invoiced customers on pre-payment contract terms, ourOur deferred revenue at any particular timeand customer deposits liability balance is not a meaningful indicator of our future revenue.

revenue at any point in time because the number of contracts with our invoiced customers that contain terms requiring any form of prepayment is not significant.

We define U.S. revenue as revenue from customers with IP addresses or mailing addresses at the time of registration in the United States, and we define international revenue as revenue from customers with IP addresses or mailing addresses at the time of registration outside of the United States.

Cost of Revenue and Gross Margin. Cost of revenue consists primarily of fees paid to network service providers. Cost of revenue also includes cloud infrastructure fees, direct costs of personnel, costs, such as salaries and stock-basedstock‑based compensation for our customer support employees, and non-personnelnon‑personnel costs, such as depreciation and amortization expense related to data centers and hosting equipment, amortization of capitalized internal-useinternal use software development costs.costs and acquired intangibles. Our arrangements with network service providers require us to pay fees based on the volume of phone calls initiated or text messages sent, as well as the number of telephone numbers acquired by us to service our customers. Our arrangements with our cloud infrastructure provider require us to pay fees based on our server capacity consumption.

Our gross margin has been and will continue to be affected by a number of factors, including the timing and extent of our investments in our operations, our product mix, our ability to manage our network service provider and cloud infrastructure-relatedinfrastructure‑related fees, including Application to Person SMS fees, the mix of U.S. revenue compared to international revenue, changes in foreign exchange rates and the timing of amortization of capitalized software development costs and acquired intangibles and the extent to which we periodically choose to pass on our cost savings from platform optimization efforts to our customers in the form of lower usage prices.

Operating Expenses. The most significant components of operating expenses are personnel costs, which consist of salaries, benefits, sales commissions and bonuses stock-based compensation and compensation expenses related to stock repurchases from employees.stock‑based compensation. We also incur other non-personnelnon‑personnel costs related to our general overhead expenses. We expect that our operating costs will increase in absolute dollars.

dollars as we add additional employees and invest in our infrastructure to grow our business.

Research and Development. Research and development expenses consist primarily of personnel costs, outsourced engineering services, cloud infrastructure fees for staging and development, amortization of capitalized internal-useinternal use software development costs, depreciation and an allocation of our general overhead expenses. We capitalize the portion of our software development costs that meets the criteria for capitalization.

We continue to focus our research and development efforts on adding new features and products, including new use cases, improving our platform and increasing the functionality of our existing products.

Sales and Marketing. Sales and marketing expenses consist primarily of personnel costs, including commissions for our sales employees. Sales and marketing expenses also include expenditures related to advertising, marketing, our brand awareness activities and developer evangelism, costs related to our SIGNAL customer and developer conferences, credit card processing fees, professional services fees, depreciation, amortization of acquired intangibles and an allocation of our general overhead expenses.

32


Table of Contents
We focus our sales and marketing efforts on generating awareness of our company, platform and products through our developer evangelist team and self-serviceself‑service model, creating sales leads and establishing and promoting our brand, both domestically and internationally. We plan to continue investing in sales and marketing by increasing our sales and marketing headcount, supplementing our self-serviceself‑service model with an enterprise sales approach, expanding our sales channels, driving our go-to-marketgo‑to‑market strategies, building our brand awareness and sponsoring additional marketing events.

General and Administrative. General and administrative expenses consist primarily of personnel costs for our accounting, finance, legal, human resources and administrative support personnel and executives. General and administrative expenses also include costs related to business acquisitions, legal and other professional services fees, sales and othercertain taxes, depreciation and amortization and an allocation of our general overhead expenses. We expect that we will incur costs associated with supporting the growth of our business and to meet the increased compliance requirements associated with both our international expansionexpansion. We may also incur higher than usual losses related to deterioration of quality of certain financial assets caused by the macroeconomic conditions and our transition to, and operation as, a public company.

uncertainly in the COVID-19 environment.

Our general and administrative expenses include a significantcertain amount of sales and other taxes to which we are subject in the United States and internationally based on the manner we sell and deliver our products. Prior to March 2017, we did not collect such taxes from our customers and have therefore recorded such taxes as general and administrative expenses. Effective March 2017, we began collecting these taxes from customers in certain jurisdictions and intend to collect in other jurisdictions in the near term. We expect that these expenses will decline in future years as we continue collecting these taxes from our customers.

Provision for Income Taxes. Our income tax provision or benefit for interim periods is determined using an estimate of our annual effective tax rate, adjusted for discrete items occurring in the quarter. The primary difference between our effective tax rate and the federal statutory rate relates to the full valuation allowance the Company established on the federal, state and certain foreign net operating losses in jurisdictions with a valuation allowance or a zero tax rate.

and credits.


Non-GAAP Financial Measures

Measures:

We use the following non-GAAPnon‑GAAP financial information, collectively, to evaluate our ongoing operations and for internal planning and forecasting purposes. We believe that non-GAAPnon‑GAAP financial information, when taken collectively, may be helpful to investors because it provides consistency and comparability with past financial performance, facilitates period-to-periodperiod‑to‑period comparisons of results of operations, and assists in comparisons with other companies, many of which use similar non-GAAPnon‑GAAP financial information to supplement their GAAP results. Non-GAAPNon‑GAAP financial information is presented for supplemental informational purposes only, and should not be considered a substitute for financial information presented in accordance with generally accepted accounting principles, and may be different from similarly-titled non-GAAPsimilarly‑titled non‑GAAP measures used by other companies. Whenever we use a non-GAAPnon‑GAAP financial measure, a reconciliation is provided to the most closely applicable financial measure stated in accordance with generally accepted accounting principles. Investors are encouraged to review the related GAAP financial measures and the reconciliation of these non-GAAPnon‑GAAP financial measures to their most directly comparable GAAP financial measures.

Non-GAAP

Non‑GAAP Gross Profit and Non-GAAPNon‑GAAP Gross Margin. For the periods presented, we define non-GAAPnon‑GAAP gross profit and non-GAAPnon‑GAAP gross margin as GAAP gross profit and GAAP gross margin, respectively, adjusted to exclude, stock-based compensation and amortizationas applicable, certain expenses as presented in the table below:
Three Months Ended
June 30,
20212020
Reconciliation:(In thousands)
Gross profit$331,247 $209,131 
Gross margin50 %52 %
Non-GAAP adjustments:
Stock-based compensation3,024 2,143 
Amortization of acquired intangibles26,204 12,695 
    Non-GAAP gross profit$360,475 $223,969 
    Non-GAAP gross margin54 %56 %
33


Table of acquired intangibles.

 

 

Three Months Ended
September 30,

 

 

 

2017

 

2016

 

 

 

(In thousands)

 

Reconciliation:

 

 

 

 

 

Gross profit

 

$

52,288

 

$

40,248

 

Non-GAAP adjustments:

 

 

 

 

 

Stock-based compensation

 

180

 

84

 

Amortization of acquired intangibles

 

1,250

 

70

 

Non-GAAP gross profit

 

$

53,718

 

$

40,402

 

Non-GAAP gross margin

 

53

%

56

%

Non-GAAPContents

Non‑GAAP Operating Expenses.Expenses. For the periods presented, we define non-GAAPnon‑GAAP operating expenses (including categories of operating expenses) as GAAP operating expenses (and categories of operating expenses) adjusted to exclude, as applicable, stock-based compensation, amortization of acquired intangibles, acquisition-relatedcertain expenses and payroll taxes related to stock-based compensation.

 

 

Three Months Ended
September 30,

 

 

 

2017

 

2016

 

 

 

(In thousands)

 

Reconciliation:

 

 

 

 

 

Operating expenses

 

$

76,319

 

$

51,524

 

Non-GAAP adjustments:

 

 

 

 

 

Stock-based compensation

 

(14,008

)

(7,564

)

Amortization of acquired intangibles

 

(265

)

(66

)

Acquisition related expenses

 

(35

)

(137

)

Payroll taxes related to stock-based compensation

 

(595

)

 

Non-GAAP operating expenses

 

$

61,416

 

$

43,757

 

Non-GAAP Lossas presented in the table below:

Three Months Ended
June 30,
20212020
Reconciliation:(In thousands)
Operating expenses$533,521 $311,775 
Non-GAAP adjustments:
Stock-based compensation(141,144)(77,244)
Amortization of acquired intangibles(19,150)(7,900)
Acquisition-related expenses(2,836)(21)
Charitable contributions(6,789)(3,972)
Payroll taxes related to stock-based compensation(7,329)(8,178)
Non-GAAP operating expenses$356,273 $214,460 
Non‑GAAP Income from Operations and Non-GAAPNon‑GAAP Operating Margin.Margin. For the periods presented, we define non-GAAP lossnon‑GAAP income from operations and non-GAAPnon‑GAAP operating margin as GAAP loss from operations and GAAP operating margin, respectively, adjusted to exclude, stock-based compensation, amortizationas applicable, certain expenses as presented in the table below:
Three Months Ended
June 30,
20212020
Reconciliation:(In thousands)
Loss from operations$(202,274)$(102,644)
Operating margin(30)%(26)%
Non-GAAP adjustments:
Stock-based compensation144,168 79,387 
Amortization of acquired intangibles45,354 20,595 
Acquisition-related expenses2,836 21 
Charitable contributions6,789 3,972 
Payroll taxes related to stock-based compensation7,329 8,178 
Non-GAAP income from operations$4,202 $9,509 
Non-GAAP operating margin%%

34


Table of acquired intangibles, acquisition-related expenses and payroll taxes related to stock-based compensation.

 

 

Three Months Ended
September 30,

 

 

 

2017

 

2016

 

 

 

(In thousands)

 

Reconciliation:

 

 

 

 

 

Loss from operations

 

$

(24,031

)

$

(11,276

)

Non-GAAP adjustments:

 

 

 

 

 

Stock-based compensation

 

14,188

 

7,648

 

Amortization of acquired intangibles

 

1,515

 

136

 

Acquisition related expenses

 

35

 

137

 

Payroll taxes related to stock-based compensation

 

595

 

 

Non-GAAP loss from operations

 

$

(7,698

)

$

(3,355

)

Non-GAAP operating margin

 

(8

)%

(5

)%

Contents

Results of Operations

The following tables set forth our results of operations for the periods presented and as a percentage of our total revenue for those periods. The period-to-period comparison of our historical results are not necessarily indicative of the results that may be expected in the future.

 

 

Three Months Ended
September 30,

 

Nine Months Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

 

 

(In thousands)

 

Revenue

 

$

100,542

 

$

71,533

 

$

283,784

 

$

195,383

 

Cost of revenue(1) (2) 

 

48,254

 

31,285

 

127,873

 

86,315

 

Gross profit

 

52,288

 

40,248

 

155,911

 

109,068

 

Operating expenses:

 

 

 

 

 

 

 

 

 

Research and development(1) (2) 

 

31,674

 

21,106

 

87,910

 

53,339

 

Sales and marketing(1) (2) 

 

25,778

 

15,873

 

73,047

 

47,451

 

General and administrative(1) (2)

 

18,867

 

14,545

 

40,810

 

36,773

 

Total operating expenses

 

76,319

 

51,524

 

201,767

 

137,563

 

Loss from operations

 

(24,031

)

(11,276

)

(45,856

)

(28,495

)

Other income, net

 

1,000

 

138

 

1,969

 

92

 

Loss before provision for income taxes

 

(23,031

)

(11,138

)

(43,887

)

(28,403

)

Provision for income taxes

 

(422

)

(116

)

(902

)

(313

)

Net loss attributable to common stockholders

 

$

(23,453

)

$

(11,254

)

$

(44,789

)

$

(28,716

)


Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
Condensed Consolidated Statements of Operations Data:(In thousands)
Revenue$668,931 $400,849 $1,258,919 $765,717 
Cost of revenue (1) (2)
337,684 191,718 629,368 363,051 
Gross profit331,247 209,131 629,551 402,666 
Operating expenses:
Research and development (1) (2)
181,280 120,701 356,080 235,040 
Sales and marketing (1) (2)
238,058 129,823 448,648 246,545 
General and administrative (1) (2)
114,183 61,251 224,436 116,421 
Total operating expenses533,521 311,775 1,029,164 598,006 
Loss from operations(202,274)(102,644)(399,613)(195,340)
Other (expenses) income, net(24,293)3,015 (32,606)1,897 
Loss before provision for income taxes(226,567)(99,629)(432,219)(193,443)
Provision for income taxes(1,286)(294)(2,176)(1,271)
Net loss attributable to common stockholders$(227,853)$(99,923)$(434,395)$(194,714)

____________________________________
(1)
Includes stock-based compensation expense as follows:

 

 

Three Months
Ended
September 30,

 

Nine Months
Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

 

 

(In thousands)

 

Cost of revenue

 

$

180

 

$

84

 

$

460

 

$

135

 

Research and development

 

6,493

 

3,741

 

16,687

 

7,636

 

Sales and marketing

 

2,603

 

1,432

 

6,961

 

3,282

 

General and administrative

 

4,912

 

2,391

 

11,865

 

4,596

 

Total

 

$

14,188

 

$

7,648

 

$

35,973

 

$

15,649

 

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Cost of revenue$3,024 $2,143 $5,741 $3,980 
Research and development58,871 39,841 115,830 73,050 
Sales and marketing47,940 23,086 89,576 43,029 
General and administrative34,333 14,317 70,176 28,353 
Total$144,168 $79,387 $281,323 $148,412 
____________________________________
(2)
Includes amortization of acquired intangible assetsintangibles as follows:

 

 

Three Months
Ended
September 30,

 

Nine Months
Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

 

 

(In thousands)

 

Cost of revenue

 

$

1,250

 

$

70

 

$

3,429

 

$

210

 

Research and development

 

25

 

38

 

101

 

114

 

Sales and marketing

 

220

 

 

539

 

 

General and administrative

 

20

 

28

 

64

 

83

 

Total

 

$

1,515

 

$

136

 

$

4,133

 

$

407

 

 

 

Three Months
Ended
September 30,

 

Nine Months
Ended
September 30,

 

 

 

2017

 

2016

 

2017

 

2016

 

Consolidated Statements of Operations, as a percentage of revenue:**

 

 

 

 

 

 

 

 

 

Revenue

 

100

%

100

%

100

%

100

%

Cost of revenue

 

48

 

44

 

45

 

44

 

Gross profit

 

52

 

56

 

55

 

56

 

Operating expenses:

 

 

 

 

 

 

 

 

 

Research and development

 

32

 

30

 

31

 

27

 

Sales and marketing

 

26

 

22

 

26

 

24

 

General and administrative

 

19

 

20

 

14

 

19

 

Total operating expenses

 

76

 

72

 

71

 

70

 

Loss from operations

 

(24

)

(16

)

(16

)

(15

)

Other income, net

 

1

 

*

 

1

 

*

 

Loss before provision for income taxes

 

(23

)

(16

)

(15

)

(15

)

Provision for income taxes

 

*

 

*

 

*

 

*

 

Net loss attributable to common stockholders

 

(23

)%

(16

)%

(15

)%

(15

)%

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
(In thousands)
Cost of revenue$26,204 $12,695 $52,546 $25,076 
Research and development378 — 378 — 
Sales and marketing18,762 7,889 37,456 15,753 
General and administrative10 11 125 58 
Total$45,354 $20,595 $90,505 $40,887 
35


Table of Contents

Three Months Ended
June 30,
Six Months Ended
June 30,
2021202020212020
Condensed Consolidated Statements of Operations, as a percentage of revenue: **
Revenue100 %100 %100 %100 %
Cost of revenue50 48 50 47 
Gross profit50 52 50 53 
Operating expenses:
Research and development27 30 28 31 
Sales and marketing36 32 36 32 
General and administrative17 15 18 15 
Total operating expenses80 78 82 78 
Loss from operations(30)(26)(32)(26)
Other (expenses) income, net(4)(3)*
Loss before provision for income taxes(34)(25)(34)(25)
Provision for income taxes****
Net loss attributable to common stockholders(34 %)(25 %)(35 %)(25 %)
____________________________________
*
Less than 0.5% of revenue.

** Columns may not add up to 100% due to rounding.

Comparison of the Three Months Ended SeptemberJune 30, 20172021 and 2016

2020

Revenue

 

 

Three Months Ended September 30,

 

 

 

 

 

 

 

2017

 

2016

 

Change

 

 

 

(Dollars in thousands)

 

Base Revenue

 

$

91,965

 

$

64,099

 

$

27,866

 

43

%

Variable Revenue

 

8,577

 

7,434

 

1,143

 

15

%

Total revenue

 

$

100,542

 

$

71,533

 

$

29,009

 

41

%

Three Months Ended
June 30,
20212020Change
(Dollars in thousands)
Total Revenue$668,931 $400,849 $268,082 67 %
In the three months ended SeptemberJune 30, 2017, Base Revenue2021, total revenue increased by $27.9$268.1 million, or 43%67%, compared to the same period last year, and represented 91% and 90% of total revenue in the three months ended September 30, 2017 and 2016, respectively.year. This increase was primarily attributable to an increase in the usage of all our products, particularly our Programmable Messaging products and Programmable Voice products, and the adoption of additional products by our existing customers. This increase was partially offset by pricing decreases that we have implemented over time for our customers, inand revenue contribution from the form of lower usage prices in an effort to increase the reach and scaleacquisition of our platform.Twilio Segment business. The changeschange in usage and price werewas reflected in our Dollar-BasedDollar‑Based Net Expansion Rate of 122%135% for the three months ended SeptemberJune 30, 2017.2021. The increase in usage was also attributable to a 35%20% increase in the number of Active Customer Accounts, from 34,457over 200,000 as of SeptemberJune 30, 20162020, to 46,489over 240,000 as of SeptemberJune 30, 2017. As we previously disclosed, revenue from Uber,2021, which was also positively impacted by the customer accounts added through our largest Base Customer Account, decreased this quarter. This was due to a combination of product usage decreases and certain price adjustments that were made by us as a result of Uber’s high volume growth. Accordingly, we expect the year-over-year decline in our revenue from Uber to continue to negatively impact our revenue growth rates and our Dollar-Based Net Expansion Rate for upcoming periods.

recent acquisitions.

In the three months ended SeptemberJune 30, 2017, Variable Revenue increased by $1.1 million, or 15%, compared to the same period last year, and represented 9% and 10% of total revenue in the three months ended September 30, 2017 and 2016, respectively. This increase was primarily attributable to the fluctuating nature of our Variable Customer Accounts. As these customers increase or decrease their usage of our products, Variable Revenue also varies from period to period.

2021, U.S. revenue and international revenue represented $76.7$452.9 million or 76%68%, and $23.8$216.0 million, or 24%32%, respectively, of total revenue inrevenue. In the three months ended SeptemberJune 30, 2017, compared to $60.52020, U.S. revenue and international revenue represented $292.1 million, or 85%73%, and $11.0$108.7 million, or 15%27%, respectively, of total revenue in the three months ended September 30, 2016. Thisrevenue. The increase in international revenue iswas attributable to the growth in usage of our products, particularly our Programmable Messaging products and Programmable Voice products, by our existing international Active Customer Accounts; a 41%17% increase in the number of international Active Customer Accounts excluding the recent acquisition, driven in part by our focus on expanding our sales to customers outside of the United States; and revenue contribution from our recent acquisition. We opened two offices outsideacquisitions.

36


Table of the United States between September 30, 2016 and September 30, 2017.

Contents

Cost of Revenue and Gross Margin

 

 

Three Months Ended September 30,

 

 

 

 

 

 

 

2017

 

2016

 

Change

 

 

 

(Dollars in thousands)

 

Cost of revenue

 

$

48,254

 

$

31,285

 

$

16,969

 

54

%

Gross margin

 

52

%

56

%

 

 

 

 

Three Months Ended
June 30,
20212020Change
(Dollars in thousands)
Cost of revenue$337,684 $191,718 $145,966 76 %
Gross margin50 %52 %
In the three months ended SeptemberJune 30, 2017,2021, cost of revenue increased by $17.0$146.0 million, or 54%76%, compared to the same period last year. The increase in cost of revenue was primarily attributable to a $14.0$120.3 million increase in network service providers’ fees,costs and a $1.2$2.9 million increase in cloud infrastructure fees, both to support the growth in usage of our products andproducts. The increase was also due to a $1.6$13.5 million increase in the amortization expense of intangible assets that we acquired through business combinations.
In the three months ended June 30, 2021, gross margin percentage declined compared to the same period last year. This decline was primarily driven by a re-acceleration in growth of our messaging business, an increase in amortization expense related to our internal-use software and acquired intangible assets.

assets, the impact of an increasing mix of international product usage and an increase in network service provider fees in certain geographies. These declines were partially offset by the impact of the acquisition of the Twilio Segment business and certain operational improvements.

Operating Expenses

 

 

Three Months Ended September 30,

 

 

 

 

 

 

 

2017

 

2016

 

Change

 

 

 

(Dollars in thousands)

 

Research and development

 

$

31,674

 

$

21,106

 

$

10,568

 

50

%

Sales and marketing

 

25,778

 

15,873

 

9,905

 

62

%

General and administrative

 

18,867

 

14,545

 

4,322

 

30

%

Total operating expenses

 

$

76,319

 

$

51,524

 

$

24,795

 

48

%

Three Months Ended
June 30,
20212020Change
(Dollars in thousands)
Research and development$181,280 $120,701 $60,579 50 %
Sales and marketing238,058 129,823 108,235 83 %
General and administrative114,183 61,251 52,932 86 %
Total operating expenses$533,521 $311,775 $221,746 71 %
In the three months ended SeptemberJune 30, 2017,2021, research and development expenses increased by $10.6$60.6 million, or 50%, compared to the same period last year. The increase was primarily attributable to an $8.0a $52.8 million increase in personnel costs, net of a $2.1$3.8 million increase in capitalized software development costs, largely as a result of a 44%67% average increase in our research and development headcount, dueas we continued to our continued focus on enhancing our existing products, introducing new products as well as enhancing product developmentmanagement and enhancement.other technical functions. The increase was also due in part to a $0.5$2.3 million increase in outsourced engineering services, a $0.5 million increase inour cloud infrastructure fees related to support the staging and development of our products, a $0.5 million increase in depreciationproducts. In addition, the three months ended June 30, 2021 included research and amortizationdevelopment expenses and a $0.2 million increasethe impact of growth in other professional fees.

the headcount, from our recent acquisitions.

In the three months ended SeptemberJune 30, 2017,2021, sales and marketing expenses increased by $9.9$108.2 million, or 62%83%, compared to the same period last year. The increase was primarily attributable to a $6.6$76.7 million increase in personnel costs, largely as a result of a 45%102% average increase in sales and marketing headcount, as we continued to expand our sales efforts in the United States and internationally, a $0.6 millionabroad. The increase in marketing and advertising costs, a $0.5 million increase in credit card processing feeswas also due to increased volume, a $0.4 million increase in depreciation and amortization, a $0.4 million increase in employee travel, a $0.3$10.9 million increase related to our brand awareness programs and eventsthe amortization of acquired intangible assets and a $0.2$9.2 million increase in professional fees.

advertising expenses. In addition, the three months ended June 30, 2021 included sales and marketing expenses and the impact of growth in the headcount from our recent acquisitions.

In the three months ended SeptemberJune 30, 2017,2021, general and administrative expenses increased by $4.3$52.9 million, or 30%86%, compared to the same period last year. The increase was primarily attributable to a $3.8$34.5 million increase in personnel costs, largely as a result of a 28%103% average increase in general and administrative headcount, to support the growth of our business domestically and internationally. The increase was also due to a $0.5$2.8 million increase in depreciation expense andcharitable contributions, a $1.0$2.8 million increase in professional services fees. These increases were partially offset by a $1.3 million decrease in sales andfees related to our acquisitions of other taxes as we settled the outstanding liabilities in certain jurisdictionsbusinesses, and a $0.1$2.7 million decreaseincrease in other professional services fee incurred in the ordinary course of business. Further, the three months ended June 30, 2021 included general and administrative expenses and the impact of growth in the headcount from our acquisition of the Twilio Segment business acquisition related costs.

on November 2, 2020.
37


Table of Contents

Comparison of the NineSix Months Ended SeptemberJune 30, 20172021 and 2016

2020

Revenue

 

 

Nine Months Ended September 30,

 

 

 

 

 

 

 

2017

 

2016

 

Change

 

 

 

(Dollars in thousands)

 

Base Revenue

 

$

260,191

 

$

170,303

 

$

89,888

 

53

%

Variable Revenue

 

23,593

 

25,080

 

(1,487

)

(6

)%

Total revenue

 

$

283,784

 

$

195,383

 

$

88,401

 

45

%

Six Months Ended
June 30,
20212020Change
(Dollars in thousands)
Total Revenue$1,258,919 $765,717 $493,202 64 %
In the ninesix months ended SeptemberJune 30, 2017, Base Revenue2021, total revenue increased by $89.9$493.2 million, or 53%64%, compared to the same period last year, and represented 92% and 87% of total revenue in the nine months ended September 30, 2017 and 2016, respectively.year. This increase was primarily attributable to an increase in the usage of all our products, particularly our Programmable Messaging products and Programmable Voice products, and the adoption of additional products by our existing customers. This increase was partially offset by pricing decreases that we have implemented over time for our customers, inand revenue contribution from the form of lower usage prices in an effort to increase the reach and scaleacquisition of our platform.Twilio Segment business. The changeschange in usage and price werewas reflected in our Dollar-BasedDollar‑Based Net Expansion Rate of 131%134% for the ninesix months ended SeptemberJune 30, 2017.2021. The increase in usage was also attributable to a 35%20% increase in the number of Active Customer Accounts, from 34,457over 200,000 as of SeptemberJune 30, 20162020, to 46,489over 240,000 as of SeptemberJune 30, 2017.  As we previously disclosed, revenue from Uber,2021, which was also positively impacted by the customer accounts added through our largest Base Customer Account, decreased in the period. This was due to a combination of product usage decreases and certain price adjustments that were made by us as a result of Uber’s high volume growth. Accordingly, we expect the year-over-year decline in our revenue from Uber to continue to negatively impact our revenue growth rates and our Dollar-Based Net Expansion Rate for upcoming periods.

recent acquisitions.

In the ninesix months ended SeptemberJune 30, 2017, Variable Revenue decreased by $1.5 million, or 6%, compared to the same period last year, and represented 8% and 13% of total revenue in the nine months ended September 30, 2017 and 2016, respectively. This decrease was primarily attributable to the fluctuating nature of our Variable Customer Accounts. As these customers increase or decrease their usage of our products, Variable Revenue also varies from period to period.

2021, U.S. revenue and international revenue represented $221.9$874.4 million or 78%69%, and $61.9$384.5 million, or 22%31%, respectively, of total revenue inrevenue. In the ninesix months ended SeptemberJune 30, 2017, compared to $165.52020, U.S. revenue and international revenue represented $553.9 million, or 85%72%, and $29.9$211.8 million, or 15%28%, respectively, of total revenue in the nine months ended September 30, 2016. Thisrevenue. The increase in international revenue iswas attributable to the growth in usage of our products, particularly our Programmable Messaging products and Programmable Voice products, by our existing international Active Customer Accounts; a 41%17% increase in the number of international Active Customer Accounts excluding our most recent acquisition, driven in part by our focus on expanding our sales to customers outside of the United States; and revenue contribution from our recent acquisition. We opened two offices outside of the United States between September 30, 2016 and September 30, 2017.

acquisitions.

Cost of Revenue and Gross Margin

 

 

Nine Months Ended September 30,

 

 

 

 

 

 

 

2017

 

2016

 

Change

 

 

 

(Dollars in thousands)

 

Cost of revenue

 

$

127,873

 

$

86,315

 

$

41,558

 

48

%

Gross margin

 

55

%

56

%

 

 

 

 

Six Months Ended
June 30,
20212020Change
(Dollars in thousands)
Cost of revenue$629,368 $363,051 $266,317 73 %
Gross margin50 %53 %
In the ninesix months ended SeptemberJune 30, 2017,2021, cost of revenue increased by $41.6$266.3 million, or 48%73%, compared to the same period last year. The increase in cost of revenue was primarily attributable to a $33.1$205.5 million increase in network service providers’ fees,costs and a $3.5$16.7 million increase in cloud infrastructure fees, both to support the growth in usage of our products andproducts. The increase was also due to a $4.3$27.5 million increase in the amortization expense of intangible assets that we acquired through business combinations.
In the six months ended June 30, 2021, gross margin percentage declined compared to the same period last year. This decline was primarily driven by a re-acceleration in growth of our messaging business, an increase in amortization expense related to our internal-use software and acquired intangible assets.

assets, the impact of an increasing mix of international product usage and an increase in network service provider fees in certain geographies. These declines were partially offset by the impact of the acquisition of the Twilio Segment business and certain operational improvements.

38


Operating Expenses

 

 

Nine Months Ended September 30,

 

 

 

 

 

 

 

2017

 

2016

 

Change

 

 

 

(Dollars in thousands)

 

Research and development

 

$

87,910

 

$

53,339

 

$

34,571

 

65

%

Sales and marketing

 

73,047

 

47,451

 

25,596

 

54

%

General and administrative

 

40,810

 

36,773

 

4,037

 

11

%

Total operating expenses

 

$

201,767

 

$

137,563

 

$

64,204

 

47

%

Six Months Ended
June 30,
20212020Change
(Dollars in thousands)
Research and development$356,080 $235,040 $121,040 51 %
Sales and marketing448,648 246,545 202,103 82 %
General and administrative224,436 116,421 108,015 93 %
Total operating expenses$1,029,164 $598,006 $431,158 72 %
In the ninesix months ended SeptemberJune 30, 2017,2021, research and development expenses increased by $34.6$121.0 million, or 65%51%, compared to the same period last year. The increase was primarily attributable to a $25.6$104.5 million increase in personnel costs, net of a $5.7$6.9 million increase in capitalized software development costs, largely as a result of a 45%59% average increase in our research and development headcount, dueas we continued to our continued focus on enhancing our existing products, introducing new products as well as enhancing product developmentmanagement and enhancement.other technical functions. The increase was also due in part to a $1.9$5.2 million increase in our cloud infrastructure fees related to support the staging and development of our products, a $1.7 million increaseproducts. In addition, the six months ended June 30, 2021 included research and development expenses and the impact of growth in depreciation and amortization, a $1.4 million increase related to software licenses, a $1.3 million increase in outsourced engineering services and a $0.6 million increase in other professional fees.

the headcount, from our recent acquisitions.

In the ninesix months ended SeptemberJune 30, 2017,2021, sales and marketing expenses increased by $25.6$202.1 million, or 54%82%, compared to the same period last year. The increase was primarily attributable to a $17.8$141.0 million increase in personnel costs, largely as a result of a 40%92% average increase in sales and marketing headcount, as we continued to expand our sales efforts in the United States and internationally,abroad. The increase was also due to a $1.5$21.7 million increase related to the amortization of acquired intangible assets and a $15.6 million increase in advertising costs, a $1.4 million increaseexpenses. In addition, the six months ended June 30, 2021 included sales and marketing expenses and the impact of growth in credit card processing fees due to increased volume, a $0.9 million increase in depreciation and amortization, a $0.7 million increase related to software licenses, a $0.6 million increase in employee travel, a $0.6 million increase in professional fees and a $0.5 million increase related tothe headcount from our SIGNAL conference.

recent acquisitions.

In the ninesix months ended SeptemberJune 30, 2017,2021, general and administrative expenses increased by $4.0$108.0 million, or 11%93%, compared to the same period last year. The increase was primarily attributable to a $11.9$70.7 million increase in personnel costs, largely as a result of a 28%93% average increase in thegeneral and administrative headcount, to support the growth of our business domestically and internationally,internationally. The increase was also due to a $3.6$9.5 million increase in charitable contributions, a $5.3 million increase in professional servicesservice fees primarily related to our operations asacquisitions of other businesses, and a public company and our on-going litigation matters, a $2.1$4.9 million increase in facilities and related expenses, a $0.5 million increase related to software licenses and a $0.2 million increase in business acquisition costs.  These increases were partially offset by the release of $13.1 million tax liability upon certain obligation settlements and estimate revisions, discussed in detail in Note 10 (d) of the condensed consolidated financial statements included elsewhere in this quarterly report on Form 10-Q, and a $1.7 million decrease in state and other taxes as we began collecting those in certain jurisdictions startingprofessional services fees incurred in the second quarterordinary course of 2017.

business. Further, the six months ended June 30, 2021 included general and administrative expenses and the impact of growth in the headcount from our recent acquisitions.

Liquidity and Capital Resources

To date, our

Our principal sources of liquidity have been (i) the net proceeds of $155.5$979.0 million, $1.4 billion and $64.4 million, after deducting$1.8 billion, net of underwriting discounts and offering expenses paid by us, from our initial public offeringequity offerings in June 20162019, August 2020 and our follow-on public offering in October 2016,February 2021, respectively; (ii) the net proceeds we received through private sales of equity securities, as well asapproximately $537.0 million, after deducting purchaser discounts and debt issuance costs paid by us, from the issuance of our Convertible Notes in May 2018; (iii) the aggregate net proceeds of approximately $985.1 million, after deducting purchaser discounts and debt issuance costs paid or payable by us, from the issuance of our 2029 Notes and 2031 Notes in March 2021; and (iv) the payments received from customers using our products. From our inception through March 31, 2016, we completed several rounds of equity financing through the sale of our convertible preferred stock for total net proceeds of $237.1 million. 
We believe that our cash, and cash equivalents balances, ourand marketable securities portfolio andbalances, as well as the cash flows generated by our operations, will be sufficient to satisfy our anticipated cash needs for working capital and capital expenditures for at least the next 12 months. However, our belief may prove to be incorrect, and we could utilize our available financial resources sooner than we currently expect. Our future capital requirements and the adequacy of available funds will depend on many factors, including those set forth in the section titledPart II, Item 1A, “Risk Factors.” We may be required to seek additional equity or debt financing in order to meet these future capital requirements. In the event that additional financing is required from outside sources, we may not be able to raise it on terms acceptable to us, or at all. If we are unable to raise additional capital when desired, our business, results of operations and financial condition would be adversely affected.

Additionally, cash from operations could also be affected by various risks and uncertainties in connection with the COVID-19 pandemic, including timing and ability to collect payments from our customers and other risks detailed in Part II, Item 1A, “Risk Factors.”

39


Cash Flows

The following table summarizes our cash flows for the periods indicated (in thousands):

 

 

Nine Months
Ended September 30,

 

 

 

2017

 

2016

 

 

 

 

 

 

 

Cash provided by (used in) operating activities

 

$

(7,054

)

$

4,419

 

Cash used in investing activities

 

(235,795

)

(21,814

)

Cash provided by financing activities

 

29,002

 

160,785

 

Effect of exchange rate changes on cash and cash equivalents

 

88

 

 

Net increase (decrease) in cash and cash equivalents

 

$

(213,759

)

$

143,390

 

flows:

Six Months Ended
June 30,
20212020
(In thousands)
Cash provided by operating activities$26,222 $13,911 
Cash (used in) provided by investing activities(2,181,489)144,765 
Cash provided by financing activities3,024,856 63,289 
Effect of exchange rate changes on cash, cash equivalents and restricted cash(143)— 
Net increase in cash, cash equivalents and restricted cash$869,446 $221,965 
Cash Flows from Operating Activities

In the ninesix months ended SeptemberJune 30, 2017,2021, cash used inprovided by operating activities consisted primarily of our net loss of $44.8$434.4 million adjusted for non-cash items, including $36.0$281.3 million of stock-based compensation expense, $13.4$119.4 million of depreciation and amortization expense, $16.2 million of donated common stock, $29.0 million loss on extinguishment of our Convertible Notes, $5.1 million amortization of the debt discount and $12.0issuance costs, $23.2 million of non-cash reduction to our operating right-of-use asset, $12.4 million amortization of deferred commissions, a $7.7 million increase in our allowance for credit losses, and $48.1 million of cumulative changes in operating assets and liabilities. With respect to changes in operating assets and liabilities, accounts payable and other current liabilities remained unchanged and deferred revenue increased $3.4 million due to increases in transaction volumes which were partially offset by the $13.1 million release of tax liability upon certain obligation settlements and estimate revisions, discussed in detail in Note 10 (d) of the condensed consolidated financial statements included elsewhere in this quarterly report on Form 10-Q. Accounts receivable and prepaid expenses increased $14.2$86.3 million which resulted primarily fromdue to the timing of cash receipts from certain of our larger customers, pre-payments for cloud infrastructure fees and certain operating expenses.

Accounts payable and other current liabilities increased $93.0 million primarily due to increases in transaction volumes. Operating lease liability decreased $23.6 million due to payments made against our operating lease obligations. Other long-term assets increased $39.1 million primarily due to an increase in the sales commissions balances related to the growth of our business.

In the ninesix months ended SeptemberJune 30, 2016,2020, cash provided by operating activities consisted primarily of our net loss of $28.7$194.7 million adjusted for non-cash items, including $15.6$148.4 million of stock-based compensation expense, $5.3$64.8 million of depreciation and amortization expense, $17.8 million of reduction to our operating right-of-use asset, $12.4 million in amortization of debt discount and $11.0issuance costs, a $7.1 million increase in allowance for credit losses and $55.0 million of cumulative changes in operating assets and liabilities. With respect to changes in operating assets and liabilities, accounts payablereceivable and other liabilitiesprepaid expenses increased $20.9 million and deferred revenue increased $3.3$59.8 million primarily due to increases in transaction volumes and additional accruals of sales and other taxes. Other long-term liabilities increased $9.6 million, primarily due to the $9.5 million increase in the deferred rent related to our new office lease in San Francisco, California.  These increases were partially offset by an increase in accounts receivable and prepaid expenses of $22.8 million, which resulted from the growth of our business, the timing of cash receipts from certain of our larger customers, pre-payments for cloud infrastructure fees and certain operating expensesexpenses. Accounts payable and other current liabilities increased $35.9 million primarily due to increases in transaction volumes. Our operating right-of-use liability decreased $16.3 million due to payments made against our operating lease obligations. Our long-term assets increased $19.8 million primarily due to an $8.0 million increase in the deferred sales commissions balances related to the tenant improvement allowance undergrowth of our new San Francisco, California office lease.

business.

Cash Flows from Investing Activities

In the ninesix months ended SeptemberJune 30, 2017,2021, cash used in investing activities was $235.8 million,$2.2 billion primarily consisting of $193.2 million$2.1 billion of purchases of marketable securities and other investments, net of maturities a $22.6and sales, $94.2 million payment for a business acquisition,of net of cash acquired, an $12.3paid to acquire other businesses, $21.8 million related to capitalized software development costs and a $8.6$12.1 million increase inrelated to purchases of capital assets primarily related to the leasehold improvements under our new office lease.

long-lived assets.

In the ninesix months ended SeptemberJune 30, 2016,2020, cash used inprovided by investing activities was $21.8$144.8 million primarily consisting of a $7.4 million increase in restricted cash mainly to secure our new San Francisco, California office lease, $8.4$177.9 million of payments formaturities and sales of marketable securities and other investments, net of purchases, $17.7 million related to capitalized software development as we continuedcosts and $12.8 million related to build new products and enhance our existing products, and a $5.3 million increase in purchases of capital assets primarily related to the leasehold improvements under our new office lease.

long-lived assets.

40


Cash Flows from Financing Activities

In the ninesix months ended SeptemberJune 30, 2017,2021, cash provided by financing activities was $29.0 million,$3.0 billion primarily consisting of $22.5$1.8 billion in net proceeds from our public equity offering, $986.1 million in net proceeds from the issuance of our 2029 Notes and 2031 Notes, as described in Note 10 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q, and $55.6 million in proceeds from stock options exercisesexercised by our employees and $7.4 million proceeds from shares issued under our employee stock purchase plan.

This was offset by $6.7 million in principal payments made on finance leases and $4.7 million related to the value of equity awards withheld to settle tax liabilities.

In the ninesix months ended SeptemberJune 30, 2016,2020, cash provided by financing activities was $160.8$63.3 million primarily consisting of $160.4$69.9 million of proceeds raised in our initial public offering, net of underwriting discounts, and $4.8 million of proceeds from stock options exercisesexercised by our employees. These cash inflows were partiallyemployees and shares issued under our employee stock purchase plan. This was offset by $3.9$3.8 million in principal payments on financing leases and $2.8 million related to the value of costs paid in connection with our initial public offering.

equity awards withheld to settle tax liabilities.

Critical Accounting Policies and Estimates

Our unaudited condensed consolidated financial statements are prepared in accordance with generally accepted accounting principles in the United States of America. The preparation of these unaudited condensed consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenue, expenses and related disclosures. We evaluate our estimates and assumptions on an ongoing basis. Our estimates are based on historical experience and various other assumptions that we believe to be reasonable under the circumstances. Our actual results could differ from these estimates.

We believe that

Other than the assumptionsadoption of our derivatives and estimates associated with revenue recognition, stock-based compensation, the valuation of goodwill and intangible assets, internal-use software development costs, accruals and legal contingencies have the greatest potential impact onhedging policy, as further described in Note 2(e) to our unaudited condensed consolidated financial statements. Therefore, we consider these to be our critical accounting policies and estimates.

Therestatements includes elsewhere in this Quarterly Report on Form 10-Q, there have been no material changes to our critical accounting policies and estimates as compared to the critical accounting policies and estimates discloseddescribed in our Annual Report on Form 10-K.

Recently Issued 10-K filed with the SEC on February 26, 2021.

Accounting Guidance

SeePronouncements Not Yet Adopted

Refer to Note 2 ofto the notes to our unaudited condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q for a summarydiscussion of recently issued and adoptedrecent accounting pronouncements.

Contractual Obligations and Other Commitments

Our principal commitments consist of obligations under our operating leases for office space and contractual commitments to our cloud infrastructure and network service providers. There have been no material changes to our principle commitments described in our most recent Annual Report on Form 10-K.

pronouncements not yet adopted.

Off-Balance Sheet Arrangements

We have not entered into any off-balance sheet arrangements and do not have any holdings in variable interest entities.

Contractual Obligations and Other Commitments
Our principal commitments consist of obligations under our 2029 Notes and 2031 Notes, our operating leases for office space and our contractual commitments to our cloud infrastructure and network service providers. In the three and six months ended June 30, 2021, we entered into several non-cancelable vendor agreements with terms up to four years for a total purchase commitment of $11.1 million and $438.0 million, respectively.
Available Information
The following filings are available for download free of charge through our investor relations website after we file them with the Securities and Exchange Commission (“SEC”): Annual Report on Form 10-K, Quarterly Reports on Form 10-Q and our Proxy Statement for our annual meeting of stockholders. Our investor relations website is located at http://investors.twilio.com. The SEC also maintains an Internet website that contains reports, proxy statements and other information about issuers, like us, that file electronically with the SEC. The address of that website is www.sec.gov.
We webcast our earnings calls and certain events we participate in or host with members of the investment community on our investor relations website. Additionally, we provide notifications of news or announcements regarding our financial performance, including SEC filings, investor events, press and earnings releases and blogs as part of our investor relations website. We also use our Twitter Account (https://twitter.com/twilio) and the Twitter account of our Chief Executive Officer, Jeff Lawson (https://twitter.com/jeffiel) as a means of disclosing information about our Company, our services and other matters and for complying with our disclosure obligations under Regulation FD.
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Table of Contents
Further corporate governance information, including our corporate governance guidelines and code of business conduct and ethics, is also available on our investor relations website under the heading “Corporate Governance.” The contents of our websites and the social media channels identified above are not intended to be incorporated by reference into this Quarterly Report on Form 10-Q or in any other report or document we file with the SEC, and any references to our websites are intended to be inactive textual references only.

Item 3.Quantitative and Qualitative Disclosures about Market Risk

Quantitative and Qualitative Disclosures about Market Risk

We are exposed to certain market risks in the ordinary course of our business. These risks primarily include interest ratebusiness, including sensitivities as follows:

Interest Rate Risk

We had cash and cash equivalents of $91.9 million$1.8 billion and marketable securities of $192.0 million$4.1 billion as of SeptemberJune 30, 2017.2021. Cash and cash equivalents consist of bank deposits and money market funds. Marketable securities consist primarily of U.S. treasury securities and high credit quality corporate debt securities. The cash and cash equivalents and marketable securities are held for working capital purposes. Such interest-earninginterest‑earning instruments carry a degree of interest rate risk. To date, fluctuations in interest income have not been significant. The primary objective of our investment activities is to preserve principal while maximizing income without significantly increasing risk. We do not enter into investments for trading or speculative purposes and have not used any derivative financial instruments to manage our interest rate risk exposure. Due to the short-termshort‑term nature of our investments, we have not been exposed to, nor do we anticipate being exposed to, material risks due to changes in interest rates. A hypothetical 10% change in interest rates during any of the periods presented would not have had a material impact on our unaudited condensed consolidated financial statements.

In May 2018, we issued $550.0 million aggregate principal amount of Convertible Notes, which were fully redeemed as of June 2, 2021, as further described in Note 10 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.
In March 2021, we issued and sold $1.0 billion aggregate principal amount of our 2029 Notes and 2031 Notes carrying fixed interest rates of 3.625% and 3.875%, respectively.
Currency Exchange Risks

The functional currency of most of our foreign subsidiaries is the U.S. dollar. Therefore, we are exposed to foreign exchange rate fluctuations as we convert the financial statements of our foreign subsidiaries into U.S. dollars. The local currencies of our foreign subsidiaries are the Australian dollar, the Bermuda dollar, the Brazilian real, the British pound, the Euro,Canadian dollar, the ColombianColumbian peso, the Singapore dollar,Czech Republic koruna, the Euro, the Hong Kong dollar, the Indian rupee, the Japanese yen, the Mexican Peso, the Serbian dinar, the Singapore dollar and the Swedish Krona. krona.
Our subsidiaries remeasure monetary assets and liabilities at period-end exchange rates, while non-monetary items are remeasured at historical rates. Revenue and expense accounts are remeasured at the average exchange rate in effect during the fiscal year. If there is a change in foreign currency exchange rates, the conversion of our foreign subsidiaries’ financial statements into U.S. dollars would result in a realized gain or loss which is recorded in our unaudited condensed consolidated statements of operations. We do not currently engage in any hedging activity
Due to reduce our potential exposure to market risks that may result from changes in foreign currency fluctuations, althoughexchange rates, we may chooseenter into foreign currency derivative hedging transactions to do somitigate these risks. For further information, refer to Note 2(e) and Note 4 to our condensed consolidated financial statements included elsewhere in the future. this Quarterly Report on Form 10-Q.
A hypothetical 10% change in foreign exchange rates during any of the periods presented would not have had a material impact on our unaudited condensed consolidated financial statements.

Item 4.Controls and Procedures

(a)    Evaluation of Disclosure Controls and Procedures

Our management, with the participation of our principal executive officerChief Executive Officer and principal financial officer,Chief Financial Officer, has evaluated the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended (the “Exchange Act”))Act), as of the end of the period covered by this Quarterly Report on Form 10-Q.
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Table of Contents
Based on suchthis evaluation, our principal executive officerChief Executive Officer and principal financial officer haveChief Financial Officer concluded that, as of such date,June 30, 2021, our disclosure controls and procedures were effective.

effective to provide reasonable assurance that information we are required to disclose in reports that we file or submit under the Exchange Act is recorded, processed, summarized and reported within the time periods specified in the SEC’s rules and forms, and that such information is accumulated and communicated to our management, including our Chief Executive Officer and Chief Financial Officer, as appropriate, to allow timely decisions regarding required disclosures.

(b)    Changes in Internal Control

There were no changes in our internal control over financial reporting in connection with the evaluation required by Rules 13a-15(d)Rule 13a-15 (d) and 15d-15(d)15d-15 (d) of the Exchange Act that occurred during the period covered by this Quarterly Report on Form 10-Qquarter ended June 30, 2021 that materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

(c)    Inherent Limitations on Effectiveness of Controls

Our management, including our chief executive officerChief Executive Officer and chief financial officer,Chief Financial Officer, does not expect that our disclosure controls and procedures or our internal control over financial reporting will prevent or detect all errors and all fraud. A control system, no matter how well conceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system are met. Because of the inherent limitations in all control systems, no evaluation of controls can provide absolute assurance that all control issues and instances of fraud, if any, within the Company have been detected. The design of any system of controls also is based in part upon certain assumptions about the likelihood of future events, and there can be no assurance that any design will succeed in achieving its stated goals under all potential future conditions. Over time, controls may become inadequate because of changes in conditions, or the degree of compliance with the policies or procedures may deteriorate. Because of the inherent limitations in a cost-effectivecost‑effective control system, misstatements due to error or fraud may occur and not be detected.

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Table of Contents

PART II - OTHER INFORMATION

Item 1. Legal Proceedings

On April 30, 2015, Telesign Corporation, or Telesign, filed

Refer to Note 13(b) of our unaudited condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q for a lawsuit against us in the United States District Court, Central Districtdescription of California (“Telesign I”). Telesign alleges that we are infringing three U.S. patents that it holds: U.S. Patent No. 8,462,920 (“‘920”), U.S. Patent No. 8,687,038 (“‘038”) and U.S. Patent No. 7,945,034 (“‘034”). The patent infringement allegations in the lawsuit relate to our Programmable Authentication products, our two-factor authentication use case and an API tool to find information about a phone number. We have petitioned the U.S. Patent and Trademark Office for inter partes review of the patents at issue. On July 8, 2016, the U.S. PTO denied our petition for inter partes review of the ‘920 and ‘038 patents. After the U.S. PTO held its hearing on the ‘034 patent inter partes review, on June 26, 2017, it upheld the patentability of the ‘034 patent, adopting Telesign’s narrow construction of its patent.

On March 28, 2016, Telesign filed a second lawsuit against us in the United States District Court, Central District of California (“Telesign II”), alleging infringement of U.S. Patent No. 9,300,792 (“‘792”) held by Telesign. The ‘792 patent is in the same patent family as the ‘920 and ‘038 patents asserted in Telesign I. On March 8, 2017, in response to a petition by the Company, the U.S. PTO issued an order instituting the inter partes review for the ‘792 patent. A final written decision is expected by March 2018.  On March 15, 2017, Twilio filed a motion to consolidate and stay related cases pending the conclusion of the now instituted ‘792 patent inter partes review.  On May 16, 2017, the court issued an order to consolidate the Telesign I and Telesign II matters and stay the consolidated case until the completion of the inter partes review of the’792 patent. With respect to each of the patents asserted in Telesign I and Telesign II, the complaints seek, among other things, to enjoin us from allegedly infringing the patents along with damages for lost profits.

On December 1, 2016, we filed a patent infringement lawsuit against Telesign in the United States District Court, Northern District of California, alleging indirect infringement of United States Patent No. 8,306,021, United States Patent No. 8,837,465, United States Patent No. 8,755,376, United States Patent No. 8,736,051, United States Patent No. 8,737,962, United States Patent No. 9,270,833, and United States Patent No. 9,226,217. Telesign filed a motion to dismiss the complaint on January 25, 2017. In two orders, issued on March 31, 2017 and April 17, 2017, the Court granted Telesign’s motion to dismiss with respect to the ‘962, ‘833, ‘051 and ‘217 patents, but denied Telesign’s motion to dismiss as to the ‘021, ‘465 and ‘376 patents. This litigation is currently ongoing.

On February 18, 2016, a putative class action complaint was filed in the Alameda County Superior Court in California, entitled Angela Flowers v. Twilio Inc. The complaint alleges that our products permit the interception, recording and disclosure of communications at a customer’s request and are in violation of the California Invasion of Privacy Act. The complaint seeks injunctive relief as well as monetary damages. On May 27, 2016, we filed a demurrer to the complaint. On August 2, 2016, the court issued an order denying the demurrer in part and granted it in part, with leave to amend by August 18, 2016 to address any claims under California’s Unfair Competition Law. The plaintiff opted not to amend the complaint. Discovery has already begun and a hearing on the class certification motion is set for December 2017.

We intend to vigorously defend these lawsuits and believe we have meritorious defenses to each matter in which we are a defendant. However, litigation is inherently uncertain, and any judgment or injunctive relief entered against us or any adverse settlement could negatively affect our business, results of operations and financial condition.

In addition to the litigation discussed above, from time to time, we may be subject tocurrent material legal actions and claims in the ordinary course of business. We have received, and may in the future continue to receive, claims from third parties asserting, among other things, infringement of their intellectual property rights. Future litigation may be necessary to defend ourselves, our partners and our customers by determining the scope, enforceability and validity of third-party proprietary rights, or to establish our proprietary rights. The results of any current or future litigation cannot be predicted with certainty, and regardless of the outcome, litigation can have an adverse impact on us because of defense and settlement costs, diversion of management resources, and other factors.

proceedings.

Item 1A. Risk Factors

A description of the risks and uncertainties associated with our business is set forth below. You should carefully consider the risks and uncertainties described below, together with all of the other information in this Quarterly Report on Form 10-Q, including the section titledPart I, Item 2, “Management’s Discussion and Analysis of Financial Condition and Results of Operations” and our unaudited condensed consolidated financial statements and related notes appearing elsewhere in this Quarterly Report on Form 10-Q. The risks and uncertainties described below may not be the only ones we face. If any of the risks actually occur, our business, financial condition, results of operations and prospects could be materially and adversely affected. In that event, the market price of our Class A common stock could decline.

Summary of Risk Factors and Uncertainties Associated with Our Business
Our business is subject to numerous risks and uncertainties outside of our control. One, or a combination, of these risks and uncertainties could materially affect any of those matters as to which we have made forward-looking statements and cause our actual results or an actual event or occurrence to differ materially from those results or an event or occurrence described in a forward-looking statement. Some of the principal risks associated with our business include the following:
the impact of the global COVID-19 pandemic;
new and unproven markets for our products and platform;
our ability to effectively manage our rapid growth;
fluctuations in our quarterly results and our ability to meet securities analysts’ and investors’ expectations;
our ability to maintain and enhance our brand and increase market awareness of our company and products;
limitations on the use and adoption of our solutions due to privacy laws, data collection and transfer restrictions and related domestic or foreign regulations;
any loss of customers or decline in their use of our products;
our ability to attract new customers in a cost-effective manner;
our ability to develop enhancements to our products and introduce new products that achieve market acceptance;
our ability to compete effectively in the markets in which we participate;
our history of losses and uncertainty about our future profitability;
our ability to increase adoption of our products by enterprises;
our ability to expand our relationships with existing technology partner customers and add new technology partner customers;
significant risks associated with expansion of our international operations;
compliance with applicable laws and regulations;
telecommunications-related regulations and future legislative or regulatory actions;
our ability to obtain or retain geographical, mobile, regional, local or toll-free numbers and to effectively process requests to port such numbers in a timely manner due to industry regulations;
our ability to adapt and respond effectively to rapidly changing technology, evolving industry standards, changing regulations, and changing customer needs, requirements or preferences;
our ability to provide monthly uptime service level commitments of a minimum of 99.95% under our agreements with customers;
any breaches of our networks or systems, or those of AWS or our service providers;
defects or errors in our products;
any loss or decline in revenue from our largest customers;
litigation by third parties for alleged infringement of their proprietary rights;
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exposure to substantial liability for intellectual property infringement and other losses from indemnity provisions in various agreements;
our ability to realize the potential benefits from our recent acquisitions, partnerships and investments due to our ability to integrate acquired businesses and technologies successfully or to achieve the expected benefits of such acquisitions, partnerships and investments;
the loss of our senior management and other key employees;
our use of open source software;
our reliance on SaaS technologies from third parties;
potentially adverse tax consequences on our global operations and structure;
excessive credit card or fraudulent activity;
unfavorable conditions in our industry or the global economy;
requirement of additional capital to support our business and its availability on acceptable terms, if at all;
exposure to foreign currency exchange rate fluctuations;
our ability to use our net operating losses to offset future taxable income;
our failure to maintain an effective system of disclosure controls and internal control over financial reporting;
the risks of pandemics, earthquakes, fire, floods and other natural catastrophic events and to interruption by man-made problems such as power disruptions, computer viruses, data security breaches or terrorism;
volatility of the trading price of our Class A common stock;
potential decline in the market price of our Class A common stock due to substantial future sales of shares;
requirement of a significant amount of cash to service our future debt; and,
our ability to raise the funds necessary for the repayment of the 2029 Notes and 2031 Notes for cash.
Risks Related to Our Business and Our Industry

The global COVID-19 pandemic may adversely impact our business, results of operations and financial performance.
The COVID-19 pandemic and efforts to control its spread have significantly curtailed the movement of people, goods and services worldwide, including in most or all of the regions in which we sell our products and services and conduct our business operations. While the duration and severity of the COVID-19 outbreak and the degree and duration of its impact on our business continues to be uncertain and difficult to predict, compliance with social distancing and shelter-in-place measures have impacted our day-to-day operations. Like many other companies, including our customers and prospective customers, our employees generally continue to work from home and we have restricted certain business travel for the time being. Additionally, in response to the COVID-19 pandemic, we held SIGNAL, our annual developer and customer conference, on September 30, 2020 and October 1, 2020, as a virtual event. We have also cancelled, postponed, or shifted other planned events to virtual-only experiences and we may deem it advisable to similarly alter, postpone or cancel entirely additional customer, employee or industry events in the future.
The continued spread of COVID-19 has had an adverse impact on the business of some of our customers while other customers in certain industries have seen an increase in customer demand. COVID-19 could still have an adverse impact on our business partners and third-party business partners. The continuing crisis could also potentially lead to an ongoing global economic downturn, which could result in constrained supply or reduced customer demand and willingness to enter into or renew contracts with us, any of which could adversely impact our business, results of operations and overall financial performance in future periods. Specifically, we often enter into annual or multi-year, minimum commitment arrangements with our customers. If customers fail to pay us or reduce their spending with us, we may be adversely affected by an inability to collect amounts due, the cost of enforcing the terms of our contracts, including litigation, or a reduction in revenue. We may also experience impact from delayed sales cycles, including customers and prospective customers delaying contract signing or contract renewals, or reducing budgets or minimum commitments related to the product and services that we offer. In addition, as companies continue to support a fully remote workforce, and begin to adapt to hybrid work environments, and as individuals increasingly utilize voice, video and messaging for their communication needs, there will be increased strain and demand for telecommunications infrastructure, including our voice, video and messaging products. Supporting increased demand will require us to make additional investments to increase network capacity, the availability of which may be limited. For example, if the data centers that we rely on for our cloud infrastructure and the network service providers that we interconnect with are unable to keep up with capacity needs or if governmental or regulatory authorities determine to limit our bandwidth, customers may experience delays, interruptions or outages in service. From time to time, including during the COVID-19 pandemic, our
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data center suppliers and our network service providers have had some outages which resulted in disruptions to service for some of our customers. In certain jurisdictions, governmental and regulatory authorities had announced that during the COVID-19 pandemic, telecommunications operators' implementation of traffic management measures may be justified to avoid network congestion. Such traffic management measures could result in customers experiencing delays, interruptions or outages in services. Any of these events could harm our reputation, erode customer trust, cause customers to stop using our products, impair our ability to increase revenue from existing customers, impair our ability to grow our customer base, subject us to financial penalties and liabilities under our service level agreements and otherwise harm our business, results of operations and financial condition.
Changes to consumer behavior may also affect customers who use our products and services for confirmations, notifications, and related use cases. For example, certain industries such as travel, hospitality, and ridesharing were initially more impacted by COVID-19 than others, and have recovered at varying rates. It has been and, until the COVID-19 pandemic is contained, will continue to be more difficult for us to forecast usage levels and predict revenue trends.
Additionally the COVID-19 pandemic has adversely affected global economic and market conditions, which are likely to continue for an extended period, and which could result in decreased business spending by our customers and prospective customers, reduced demand for our solutions, longer sales cycles and lower renewal rates by our customers, all of which could have an adverse impact on our business operations and financial condition. While we have developed and continue to develop plans to help mitigate the potential negative impact of the outbreak on our business, these efforts may not be effective and a protracted economic downturn may limit the effectiveness of our mitigation efforts.
We have experienced rapid growth and expect our growth to continue, and if we fail to effectively manage our growth, then our business, results of operations and financial condition could be adversely affected.
We have experienced substantial growth in our business since inception. For example, our headcount has grown from 3,284 employees on June 30, 2020 to 6,334 employees on June 30, 2021. We have moved to a virtual on-boarding process since the imposition of COVID-19 restrictions on certain business activities. In addition, we are rapidly expanding our international operations. Our international headcount grew from 924 employees as of June 30, 2020 to 2,250 employees as of June 30, 2021. We expect to continue to expand our international operations in the future. We have also experienced significant growth in the number of customers, usage and amount of data that our platform and associated infrastructure support. This growth has placed and may continue to place significant demands on our corporate culture, operational infrastructure and management, particularly in light of virtual on-boarding and limited connectivity.
We believe that our corporate culture has been a critical component of our success. We have invested substantial time and resources in building our team and nurturing our culture. As we expand our business in the U.S. and non-U.S. regions and mature as a public company, we may find it difficult to maintain our corporate culture while managing this growth. Any failure to manage our anticipated growth and organizational changes in a manner that preserves the key aspects of our culture could hurt our chance for future success, including our ability to recruit and retain employees, and effectively focus on and pursue our corporate objectives. This, in turn, could adversely affect our business, results of operations and financial condition.
In addition, as we have rapidly grown, our organizational structure has become more complex. In order to manage these increasing complexities, we will need to continue to scale and adapt our operational, financial and management controls, as well as our reporting systems and procedures. The expansion of our systems and infrastructure will require us to commit substantial financial, operational and management resources before our revenue increases and without any assurances that our revenue will increase.
Finally, if this growth continues, it could strain our ability to maintain reliable service levels for our customers. If we fail to achieve the necessary level of efficiency in our organization as we grow, then our business, results of operations and financial condition could be adversely affected.
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Our quarterly results may fluctuate, and if we fail to meet securities analysts’ and investors’ expectations, then the trading price of our Class A common stock and the value of your investment could decline substantially.
Our results of operations, including the levels of our revenue, cost of revenue, gross margin and operating expenses, have fluctuated from quarter to quarter in the past and may continue to vary significantly in the future. These fluctuations are a result of a variety of factors, many of which are outside of our control, and may be difficult to predict and may or may not fully reflect the underlying performance of our business. If our quarterly results of operations or forward-looking quarterly and annual financial guidance fall below the expectations of investors or securities analysts, then the trading price of our Class A common stock could decline substantially. Some of the important factors that may cause our results of operations to fluctuate from quarter to quarter include:
the impact of COVID-19 on our customers, our pace of hiring and the global economy in general;
our ability to retain and increase revenue from existing customers and attract new customers;
fluctuations in the amount of revenue from our Active Customer Accounts;
our ability to attract and retain enterprises and international organizations as customers;
our ability to introduce new products and enhance existing products;
competition and the actions of our competitors, including pricing changes and the introduction of new products, services and geographies;
changes in laws, industry standards, regulations or regulatory enforcement in the United States or internationally, such as the invalidation of the EU-U.S. Privacy Shield by the Court of Justice of the European Union, the implementation and enforcement of new global privacy laws, such as the General Data Protection Regulation (“GDPR”), the California Consumer Privacy Act of 2018 (“CCPA”) and Brazil's General Data Protection Law (Lei Geral de Proteção de Dados Pessoais) (Law No. 13,709/2018), and the adoption of SHAKEN/STIR and other robocalling prevention and anti-spam standards, all of which increase compliance costs;
the number of new employee hires during a particular period;
changes in network service provider fees that we pay in connection with the delivery of communications on our platform;
changes in cloud infrastructure fees that we pay in connection with the operation of our platform;
changes in our pricing as a result of our optimization efforts or otherwise;
reductions in pricing as a result of negotiations with our larger customers;
the rate of expansion and productivity of our sales force, including our enterprise sales force, which has been a focus of our recent expansion efforts;
changes in the size and complexity of our customer relationships;
the length and complexity of the sales cycle for our services, especially for sales to larger enterprises, government and regulated organizations;
change in the mix of products that our customers use;
change in the revenue mix of U.S. and international products;
the amount and timing of operating costs and capital expenditures related to the operations and expansion of our business, including investments in our international expansion, additional systems and processes and research and development of new products and services;
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significant security breaches of, technical difficulties with, or interruptions to, the delivery and use of our products on our platform;
expenses in connection with mergers, acquisitions or other strategic transactions and the follow-on costs of integration;
the timing of customer payments and any difficulty in collecting accounts receivable from customers;
general economic conditions that may adversely affect a prospective customer’s ability or willingness to adopt our products, delay a prospective customer’s adoption decision, reduce the revenue that we generate from the use of our products or affect customer retention;
changes in foreign currency exchange rates and our ability to effectively hedge our foreign currency exposure;
extraordinary expenses such as litigation or other dispute-related settlement payments;
sales tax and other tax determinations by authorities in the jurisdictions in which we conduct business;
the impact of new accounting pronouncements; and,
fluctuations in stock-based compensation expense.
The occurrence of one or more of the foregoing and other factors may cause our results of operations to vary significantly. As such, we believe that quarter-to-quarter comparisons of our results of operations may not be meaningful and should not be relied upon as an indication of future performance. In addition, a significant percentage of our operating expenses is fixed in nature and is based on forecasted revenue trends. Accordingly, in the event of a revenue shortfall, we may not be able to mitigate the negative impact on our income (loss) and margins in the short term. If we fail to meet or exceed the expectations of investors or securities analysts, then the trading price of our Class A common stock could fall substantially, and we could face costly lawsuits, including securities class action suits.
Additionally, global pandemics such as COVID-19 as well as certain large scale events, such as major elections and sporting events, can significantly impact usage levels on our platform, which could cause fluctuations in our results of operations. We expect that significantly increased usage of all communications platforms, including ours, during certain seasonal and one-time events could impact delivery and quality of our products during those events. We also tend to experience increased expenses in connection with the hosting of SIGNAL, which we plan to continue to host annually. Such annual and one-time events may cause fluctuations in our results of operations and may impact both our revenue and operating expenses.
If we are not able to maintain and enhance our brand and increase market awareness of our company and products, then our business, results of operations and financial condition may be adversely affected.
We believe that maintaining and enhancing the “Twilio” brand identity and increasing market awareness of our company and products, particularly among developers, is critical to achieving widespread acceptance of our platform, to strengthen our relationships with our existing customers and to our ability to attract new customers. The successful promotion of our brand will depend largely on our continued marketing efforts, our ability to continue to offer high quality products, our ability to be thought leaders in the cloud communications market and our ability to successfully differentiate our products and platform from competing products and services. Our brand promotion and thought leadership activities may not be successful or yield increased revenue. In addition, independent industry analysts often provide reviews of our products and competing products and services, which may significantly influence the perception of our products in the marketplace. If these reviews are negative or not as strong as reviews of our competitors’ products and services, then our brand may be harmed.
From time to time, our customers have complained about our products, such as complaints about our pricing and customer support. If we do not handle customer complaints effectively, then our brand and reputation may suffer, our customers may lose confidence in us and they may reduce or cease their use of our products. In addition, many of our customers post and discuss on social media about Internet-based products and services, including our products and platform. Our success depends, in part, on our ability to generate positive customer feedback and minimize negative feedback on social media channels where existing and potential customers seek and share information. If actions we take or changes we make to our products or platform upset these customers, then their online commentary could negatively affect our brand, reputation and customer trust. Complaints or negative publicity about us, our products or our platform could adversely impact our ability to attract and retain customers, our business, results of operations and financial condition.
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The promotion of our brand also requires us to make substantial expenditures, and we anticipate that these expenditures will increase as our market becomes more competitive and as we expand into new markets. To the extent that these activities increase revenue, this revenue still may not be enough to offset the increased expenses we incur. In addition, due to restrictions on travel and in-person meetings as a result of the on-going COVID-19 pandemic, we have limited ability to host in-person events, which have been a significant source of our customer pipeline in prior years. It is likely that we will have a mix of virtual and in-person customer, employee or industry events in the near future and overall a smaller number of in-person events than we hosted prior to the COVID-19 pandemic. We have typically relied on marketing and promotional events such as SIGNAL and in-person meetings to facilitate customer sign-ups and generate leads for potential customers, and we cannot predict how long or the extent to which the COVID-19 pandemic may continue to constrain our marketing, promotional and sales activities. If we do not successfully maintain and enhance our brand, then our business may not grow, we may see our pricing power reduced relative to competitors and we may lose customers, all of which would adversely affect our business, results of operations and financial condition.
The market for our products and platform is still relatively new and unproven,evolving, may decline or experience limited growth and is dependent in part on developers continuing to adopt our platform and use our products.

We were founded in 2008, and we have been developing and providing a cloud-basedcloud‑based platform that enables developers and organizations to integrate voice, messaging, video and videoemail communications capabilities into their software applications. This market is relatively new and unprovenevolving and is subject to a number of risks and uncertainties. We believe that our revenue currently constitutes a significant portion of the total revenue in this market, and therefore, we believe that our future success will depend in large part on the growth, if any, and evolution of this market. The utilization of APIs by developers and organizations to build communications functionality into their applications is still relatively new, and developers and organizations may not recognize the need for, or benefits of, our products and platform. Moreover, if they do not recognize the need for and benefits of our products and platform, they may decide to adopt alternative products and services to satisfy some portion of their business needs. In order to grow our business and extend our market position, we intend to focus on educating developers and other potential customers about the benefits of our products and platform, expanding the functionality of our products and bringing new technologies to market to increase market acceptance and use of our platform. Our ability to expand the market that our products and platform address depends upon a number of factors, including the cost, performance and perceived value associated with such products and platform. The market for our products and platform could fail to grow significantly or there could be a reduction in demand for our products as a result of a lack of developer acceptance, technological challenges, competing products and services, decreases in spending by current and prospective customers, weakening economic conditions and other causes. If our market does not experience significant growth or demand for our products decreases, then our business, results of operations and financial condition could be adversely affected.

Our actual or perceived failure to comply with increasingly stringent laws, regulations and contractual obligations relating to privacy, data protection and data security could harm our reputation and subject us to significant fines and liability.
We and our customers are subject to numerous domestic and foreign privacy, data protection and data security laws and regulations that restrict the collection, use, disclosure and processing of personal information, including financial and health data. These laws and regulations are evolving, are being tested in courts, may result in increasing regulatory and public scrutiny of our practices relating to personal information and may increase our exposure to regulatory enforcement action, sanctions and litigation.
Further, the interpretation and application of new domestic and foreign laws and regulations in many cases is uncertain, and our legal and regulatory obligations in such jurisdictions are subject to frequent and unexpected changes, including the potential for various regulatory or other governmental bodies to enact new or additional laws or regulations, to issue rulings that invalidate prior laws or regulations, or to increase penalties significantly.
For example, the EU adopted the GDPR, which took effect on May 25, 2018, and imposes stringent penalties for noncompliance. Companies that violate the GDPR can face private litigation, restrictions or prohibitions on data processing, and fines of up to the greater of €20 million or 4% of global annual revenues. The GDPR imposes comprehensive privacy, data protection and data security obligations on businesses and requires service providers (data processors) processing personal information on behalf of customers to, among other things, make contractual privacy, data protection and data security commitments, cooperate with European data protection authorities, implement security measures, give data breach notifications, and keep records of personal information processing activities. EU member states also have national laws restricting direct marketing communications and the use of cookies and similar technologies. If our efforts to comply with GDPR or other applicable EU laws and regulations are not successful, we may be subject to significant fines and restrictions on our ability to
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process personal information as needed to provide our product and services, which could impede our ability to conduct business in the EU, reduce demand for our services and adversely impact our business and results of operations.
We have a history of losses and we are uncertain about our future profitability.

We have incurred net losses in each year since our inception, including net losses of $44.8 million, $41.3 million and $35.5 million in the nine months ended September 30, 2017past relied on various transfer safeguards, including the EU-U.S. and the years ended December 31, 2016Swiss-U.S. Privacy Shield frameworks, to legitimize data transfers from the European Economic Area (“EEA”). However, on July 16, 2020, the Court of Justice of the European Union, in a decision known as “Schrems II”, invalidated the EU-U.S. Privacy Shield and 2015, respectively. We had an accumulated deficitraised questions about whether one of $231.5 millionthe primary alternatives to the EU-U.S. Privacy Shield, the European Commission's Standard Contractual Clauses, can lawfully be used for personal information transfers from Europe to the United States or most other countries. At present, there are few viable alternatives to the Standard Contractual Clauses and there is uncertainty as to how personal information can be transferred from the EEA to the U.S. in compliance with the GDPR.

Subsequent interpretive guidance from the European Data Protection Board on July 24, 2020 extended the Court of September 30, 2017. We expectJustice's guidance regarding the use of Standard Contractual Clauses as a transfer safeguard to the use of Binding Corporate Rules, which serve as Twilio's primary mechanism to legitimize data transfers from the EEA to other jurisdictions, including the U.S. Following the Schrems II decision, data transfers from the EEA are required to be assessed on a case-by-case basis, taking into account the legal regime applicable in the destination country, in particular applicable surveillance laws and rights of individuals, and supplementary technical, organizational and/or contractual measures may need to be put in place. Because our primary data processing facilities are currently in the U.S. we have experienced hesitancy, reluctance, or refusal by European or multinational customers to continue to expend substantial financialuse our services due to the potential risk posed to such customers as a result of the Court of Justice ruling and subsequent interpretive guidance from the European Data Protection Board. We and our customers are at risk of enforcement actions taken by an EU data protection authority until such point in time that we are able to ensure that all data transfers to us from the EEA are legitimized. Similarly, the Swiss data protection authority determined the Swiss-U.S. Privacy Shield was no longer sufficient for the U.S. to be deemed adequate as a data transfer party and also raised questions about the viability of the Standard Contractual Clauses as a mechanism for transferring personal information out of Switzerland. Israel, which had allowed transfers of Israeli personal information to the U.S. based on the EU-U.S. Privacy Shield, has also declared that it is no longer a valid basis for transfer of personal information from Israel to the U.S.
While we are actively working to increase our data processing capabilities in Europe and other resourcescountries, if we are unable to increase those capabilities fast enough and other valid solutions for personal information transfers to the United States or other countries are not available or are difficult to implement in the interim, we will likely face continuing reluctance from European and multinational customers to use our services and increased exposure to regulatory actions, substantial fines and injunctions against processing or transferring personal information from Europe. Inability to transfer personal information from Europe or other countries has decreased and may continue to decrease demand for our products and services if affected customers seek alternatives that do not involve such transfers.
Regulation of privacy, data protection and data security has also become more stringent in the United States. For example, the California Consumer Privacy Act (“CCPA”), which took effect on January 1, 2020, gives California residents expanded rights to access and delete their personal information, opt out of certain personal information sharing and receive detailed information about how their personal information is used. The CCPA provides for civil penalties for violations, as well as a private right of action for data breaches that is expected to increase data breach litigation. The CCPA may increase our compliance costs and potential liability. Some observers have noted that the CCPA could mark the beginning of a trend toward more stringent state privacy, data protection and data security legislation in the U.S., which could increase our potential liability and adversely affect our business. The CCPA will be expanded substantially on January 1, 2023, when the California Privacy Rights Act of 2020 (“CPRA”) becomes fully operative. The CPRA will, among other things:

·                  investmentsthings, give California residents the ability to limit use of certain sensitive personal information, further restrict the use of cross-contextual advertising, establish restrictions on the retention of personal information, expand the types of data breaches subject to the CCPA’s private right of action, provide for increased penalties for CPRA violations concerning California residents under the age of 16, and establish a new California Privacy Protection Agency to implement and enforce the new law. In addition, both Virginia and Colorado have also passed new privacy legislation in the form of the Virginia Consumer Data Protection Act, effective on January 1, 2023, and the Colorado Privacy Act, effective on July 1, 2023, respectively.

As additional individual U.S. states pass privacy, data protection and data security laws, these laws may place different obligations or limitations on the processing of personal information of individuals in those states, and it will become more complex to comply with these laws and our engineering team,compliance costs and potential liability may increase.
In addition, with our registration as an interconnected VoIP provider with the developmentFCC, we also must comply with privacy laws associated with customer proprietary network information (“CPNI”) rules in the U.S. If we fail to maintain compliance with these requirements, we could be subject to regulatory audits, civil and criminal penalties, fines and breach of new products, features and functionality and enhancementscontract claims, as well as reputational damage, which could impact the willingness of customers to our platform;

·                  sales and marketing, including expanding our direct sales organization and marketing programs, especially for enterprises and for organizationsdo business with us.

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Table of Contents
Jurisdictions outside of the United States and expandingthe EU are also passing more stringent privacy, data protection and data security laws. For example, on July 8, 2019, Brazil enacted the General Data Protection Law (Lei Geral de Proteção de Dados Pessoais) (Law No. 13,709/2018) (“LGPD”), and on June 5, 2020, Japan passed amendments to its Act on the Protection of Personal Information (“APPI”). Both laws broadly regulate the processing of personal information in a manner comparable to the GDPR, and violators of the LGPD and APPI face substantial penalties.
We continue to see jurisdictions imposing data localization laws, which require personal information, or certain subcategories of personal information, to be stored in the jurisdiction of origin. These regulations may inhibit our programs directed at increasingability to expand into those markets or prohibit us from continuing to offer services in those markets without significant additional costs.
In addition to our brand awareness among currentlegal obligations, our contractual obligations relating to privacy, data protection and new developers;

·data security have become increasingly stringent due to changes in privacy, data protection and data security and the expansion of our operationsservice offerings. Certain privacy, data protection and infrastructure, both domesticallydata security laws, such as the GDPR and internationally; and

·                  general administration, including legal, accounting and other expenses relatedthe CCPA, require our customers to being a public company.

These investments may not result in increased revenue or growth of our business. We also expect that our revenue growth rate will decline over time. Accordingly, we may not be able to generate sufficient revenue to offset our expected cost increases and achieve and sustain profitability. If we fail to achieve and sustain profitability, then our business, results of operations and financial condition would be adversely affected.

We have experienced rapid growth and expect our growth to continue, and if we fail to effectively manage our growth, then our business, results of operations and financial condition could be adversely affected.

We have experienced substantial growth in our business since inception. For example, our total headcount has grown from 676 employeesimpose specific contractual restrictions on September 30, 2016 to 955 employees on September 30, 2017.their service providers. In addition, we have begun to support customer workloads that involve the processing of protected health information and are rapidly expanding our international operations. therefore required to sign business associate agreements (“BAAs”) with customers that subject us to the privacy and security requirements under the U.S. Health Insurance Portability and Accountability Act of 1996 and the U.S. Health Information Technology for Economic and Clinical Health Act as well as state laws that govern the privacy and security of health information.

Our international headcount grew from 103 employees as of September 30, 2016 to 202 employees as of September 30, 2017, and we established operations in two new countries within that same period. We expect to continue to expand our international operations in the future. We have also experienced significant growth in the number of customers, usage and amount of data that our platform and associated infrastructure support. This growth has placed and may continue to place significant demands on our corporate culture, operational infrastructure and management.

We believe that our corporate culture has been a critical component of our success. We have invested substantial time and resources in building our team and nurturing our culture. As we expand our business and mature as a public company, we may find it difficult to maintain our corporate culture while managing this growth. Anyactual or perceived failure to managecomply with laws, regulations or contractual commitments regarding privacy, data protection and data security could lead to costly legal action, adverse publicity, significant liability, and decreased demand for our anticipated growth and organizational changes in a manner that preserves the key aspects of our culture could hurt our chance for future success, including our ability to recruit and retain personnel, and effectively focus on and pursue our corporate objectives. This, in turn,services, which could adversely affect our business, results of operations and financial condition.

In addition, For example, in order to successfully manageFebruary 2016, a putative class action complaint was filed in the Alameda County Superior Court in California and alleged that our rapid growth, our organizational structure has become more complex. In order to manage these increasing complexities, we will need to continue to scaleproducts permitted the interception, recording and adapt our operational, financial and management controls, as well as our reporting systems and procedures. The expansiondisclosure of communications at certain of our systems and infrastructure will require us to commit substantial financial, operational and management resources before our revenue increases and without any assurancescustomers' request in a manner that our revenue will increase.

Finally, continued growth could strain our ability to maintain reliable service levels for our customers. If we fail to achieveviolated the necessary levelCalifornia Invasion of efficiency in our organization as we grow, then our business, results of operations and financial condition could be adversely affected.

Our quarterly results may fluctuate, and if we fail to meet securities analysts’ and investors’ expectations, then the trading price of our Class A common stock and the value of your investment could decline substantially.

Our results of operations, including the levels of our revenue, cost of revenue, gross margin and operating expenses, have fluctuated from quarter to quarterPrivacy Act. This litigation has now settled, but actions in the pastfuture could lead to similar claims and may continue to vary significantly in the future. These fluctuations are a result of a variety of factors, many of which are outside ofinclude damages and related penalties that could divert management’s attention and resources, and harm our control, may be difficult to predict and may or may not fully reflect the underlying performance of our business. If our quarterly results of operations fall below the expectations of investors or securities analysts, then the trading price of our Class A common stock could decline substantially. Some of the important factors that may cause our results of operations to fluctuate from quarter to quarter include:

·                  our ability to retain and increase revenue from existing customers and attract new customers;

·                  fluctuations in the amount of revenue from our Variable Customer Accounts and our larger Base Customer Accounts;

·                  our ability to attract and retain enterprises and international organizations as customers;

·                  our ability to introduce new products and enhance existing products;

·                  competition and the actions of our competitors, including pricing changes and the introduction of new products, services and geographies;

·                  the number of new employees;

·                  changes in network service provider fees that we pay in connection with the delivery of communications on our platform;

·                  changes in cloud infrastructure fees that we pay in connection with the operation of our platform;

·                  changes in our pricing as a result of our optimization efforts or otherwise;

·                  reductions in pricing as a result of negotiations with our larger customers;

·                  the rate of expansion and productivity of our sales force, including our enterprise sales force, which has been a focus of our recent expansion efforts;

·                  change in the mix of products that our customers use;

·                  change in the revenue mix of U.S. and international products;

·                  changes in laws, regulations or regulatory enforcement, in the United States or internationally, that impact our ability to market, sell or deliver our products;

·                  the amount and timing of operating costs and capital expenditures related to the operations and expansion of our business, including investments in our international expansion;

·                  significant security breaches of, technical difficulties with, or interruptions to, the delivery and use of our products on our platform;

·                  the timing of customer payments and any difficulty in collecting accounts receivable from customers;

·                  general economic conditions that may adversely affect a prospective customer’s ability or willingness to adopt our products, delay a prospective customer’s adoption decision, reduce the revenue that we generate from the use of our products or affect customer retention;

·                  changes in foreign currency exchange rates;

·                  extraordinary expenses such as litigation or other dispute-related settlement payments;

·                  sales tax and other tax determinations by authorities in the jurisdictions in which we conduct business;

·                  the impact of new accounting pronouncements;

·                  expenses in connection with mergers, acquisitions or other strategic transactions; and

·                  fluctuations in stock-based compensation expense.

The occurrence of one or more of the foregoing and other factors may cause our results of operations to vary significantly. As such, we believe that quarter-to-quarter comparisons of our results of operations may not be meaningful and should not be relied upon as an indication of future performance. In addition, a significant percentage of our operating expenses is fixed in nature and is based on forecasted revenue trends. Accordingly, in the event of a revenue shortfall, we may not be able to mitigate the negative impact on our income (loss) and margins in the short term. If we fail to meet or exceed the expectations of investors or securities analysts, then the trading price of our Class A common stock could fall substantially, and we could face costly lawsuits, including securities class action suits.

Additionally, certain large scale events, such as major elections and sporting events, can significantly impact usage levels on our platform, which could cause fluctuations in our results of operations. We expect that significantly increased usage of all communications platforms, including ours, during certain seasonal and one-time events could impact delivery and quality of our products during those events. We also experienced increased expenses in the second quarter of 2017 due to our developer conference, SIGNAL, which we plan to host again in the fourth quarter of 2018 and plan to host annually. Such annual and one-time events may cause fluctuations in our results of operations and may impact both our revenue and operating expenses.

If we are not able to maintain and enhance our brand and increase market awareness of our company and products, then our business, results of operations and financial condition may be adversely affected.

We believe that maintaining and enhancing the “Twilio” brand identity and increasing market awareness of our company and products, particularly among developers, is critical to achieving widespread acceptance of our platform, to strengthen our relationships with our existing customers and to our ability to attract new customers. The successful promotion of our brand will depend largely on our continued marketing efforts, our ability to continue to offer high quality products, our ability to be thought leaders in the cloud communications market and our ability to successfully differentiate our products and platform from competing products and services. Our brand promotion and thought leadership activities may not be successful or yield increased revenue. In addition, independent industry analysts often provide reviews of our products and competing products and services, which may significantly influence the perception of our products in the marketplace. If these reviews are negative or not as strong as reviews of our competitors’ products and services, then our brand may be harmed.

From time to time, our customers have complained about our products, such as complaints about our pricing and customer support. If we do not handle customer complaints effectively, then our brand and reputation may suffer, our customers may lose confidence in us and they may reduce or cease their use of our products. In addition, many of our customers post and discuss on social media about Internet-based products and services, including our products and platform. Our success depends, in part, on our ability to generate positive customer feedback and minimize negative feedback on social media channels where existing and potential customers seek and share information. If actions we take or changes we make to our products or platform upset these customers, then their online commentary could negatively affect our brand and reputation. Complaints or negative publicity about us, our products or our platform could materially and adversely impact our ability to attract and retain customers, our business, results of operations and financial condition.

The promotion of our brand also requires us to make substantial expenditures, and we anticipate that these expenditures will increase as our market becomes more competitive and as we expand into new markets. To the extent that these activities increase revenue, this revenue still may not be enough to offset the increased expenses we incur. If we do not successfully maintain and enhance our brand, then our business may not grow, we may see our pricing power reduced relative to competitors and we may lose customers, all of which would adversely affect our business, results of operations and financial condition.

Our business depends on customers increasing their use of our products, and any loss of customers or decline in their use of our products could materially and adversely affect our business, results of operations and financial condition.

Our ability to grow and generate incremental revenue depends, in part, on our ability to maintain and grow our relationships with existing customers (including any customers acquired in connection with our acquisitions) and to have them increase their usage of our platform. If our customers do not increase their use of our products, then our revenue may decline, and our results of operations may be harmed. For example, Uber, our largest Base Customer Account, has decreased their usage of our products throughout 2017, which will lead to decreased revenues from this customer versus recent historical periods. Customers are charged based on the usage of our products. Most of our customers do not have long-term contractual financial commitments to us and, therefore, most of our customers may reduce or cease their use of our products at any time without penalty or termination charges. Customers may terminate or reduce their use of our products for any number of reasons, including if they are not satisfied with our products, introduction of new competing products by competitors, the value proposition of our products or our ability to meet their needs and expectations. For example, on February 26, 2021, a critical feature enablement service on our platform became overloaded, which resulted in connection issues across multiple products in our cloud communications platform that affected our customers for a limited number of hours. The service disruption had a widespread impact on our customers’ ability to use several of our products. We incurred certain costs associated with offering credits to our affected customers, but the overall impact was not material to our business. We may also ultimately lose or see reduced utilization of our products by one or more customers as a result of the outage. To protect our system from similar disruptions in the near term, we have significantly increased our server capacity and added additional caching layers to accommodate usage spikes. We also intend to undertake longer term improvements to mitigate against future service disruptions, but there can be no guarantee that these actions or improvements will be effective in preventing or reducing such service disruptions.
We cannot accurately predict customers’ usage levels, and the loss of customers or reductions in their usage levels of our products may each have a negative impact on our business, results of operations and financial condition. Reductions in usage from existing customerscondition and the loss of customers couldmay cause our Dollar-Based Net Expansion Rate to decline in the future if customers are not satisfied with our products, the value proposition of our products or our ability to otherwise meet their needs and expectations. If a significant number of customers cease using, or reduce their usage of our products, then we may be required to spend significantly more on sales and marketing than we currently plan to spend in order to maintain or increase revenue from customers. Such additional sales and marketing expenditures could adversely affect our business, results of operations and financial condition.

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If we are unable to attract new customers in a cost-effectivecost‑effective manner, then our business, results of operations and financial condition would be adversely affected.

In order to grow our business, we must continue to attract new customers in a cost-effective manner. We use a variety of marketing channels to promote our products and platform, such as developer events and developer evangelism, as well as search engine marketing and optimization. We periodically adjust the mix of our other marketing programs such as regional customer events, email campaigns, billboard advertising and public relations initiatives. If the costs of the marketing channels we use increase dramatically, then we may choose to use alternative and less expensive channels, which may not be as effective as the channels we currently use. As we add to or change the mix of our marketing strategies, we may need to expand into more expensive channels than those we are currently in, which could adversely affect our business, results of operations and financial condition. We will incur marketing expenses before we are able to recognize any revenue that the marketing initiatives may generate, and these expenses may not result in increased revenue or brand awareness. We have made in the past, and may make in the future, significant expenditures and investments in new marketing campaigns, and we cannot assure youguarantee that any such investments will lead to the cost-effective acquisition of additional customers. If we are unable to maintain effective marketing programs, then our ability to attract new customers could be materially and adversely affected, our advertising and marketing expenses could increase substantially, and our results of operations may suffer.

If we do not develop enhancements to our products and introduce new products that achieve market acceptance, our business, results of operations and financial condition could be adversely affected.

Our ability to attract new customers and increase revenue from existing customers depends in part on our ability to enhance and improve our existing products, increase adoption and usage of our products and introduce new products. The success of any enhancements or new products depends on several factors, including timely completion, adequate quality testing, actual performance quality, market-accepted pricing levels and overall market acceptance. Enhancements and new products that we develop may not be introduced in a timely or cost-effective manner, may contain errors or defects, may require reworking features and capabilities, may have interoperability difficulties with our platform or other products or may not achieve the broad market acceptance necessary to generate significant revenue. Furthermore, our ability to increase the usage of our products depends, in part, on the development of new use cases for our products, which is typically driven by our developer community and may be outside of our control. We also have invested, and may continue to invest, in the acquisition of complementary businesses, technologies, services, products and other assets that expand the products that we can offer our customers. We may make these investments without being certain that they will result in products or enhancements that will be accepted by existing or prospective customers. Our ability to generate usage of additional products by our customers may also require increasingly sophisticated and more costly sales efforts and result in a longer sales cycle. In addition, adoption of new products or enhancements may put additional strain on our customer support team, which could require us to make additional expenditures related to further hiring and training. If we are unable to successfully enhance our existing products to meet evolving customer requirements, increase adoption and usage of our products, develop new products, or if our efforts to increase the usage of our products are more expensive than we expect, then our business, results of operations and financial condition would be adversely affected.

If we are unable to increase adoption of our products by enterprises, our business, results of operations and financial condition may be adversely affected.

Historically, we have relied on the adoption of our products by software developers through our self-service model for a significant majority of our revenue, and we currently generate only a small portion of our revenue from enterprise customers. Our ability to increase our customer base, especially among enterprises, and achieve broader market acceptance of our products will depend, in part, on our ability to effectively organize, focus and train our sales and marketing personnel. We have limited experience selling to enterprises and only recently established an enterprise-focused sales force.

Our ability to convince enterprises to adopt our products will depend, in part, on our ability to attract and retain sales personnel with experience selling to enterprises. We believe that there is significant competition for experienced sales professionals with the skills and technical knowledge that we require. Our ability to achieve significant revenue growth in the future will depend, in part, on our ability to recruit, train and retain a sufficient number of experienced sales professionals, particularly those with experience selling to enterprises. In addition, even if we are successful in hiring qualified sales personnel, new hires require significant training and experience before they achieve full productivity, particularly for sales efforts targeted at enterprises and new territories. Our recent hires and planned hires may not become as productive as quickly as we expect and we may be unable to hire or retain sufficient numbers of qualified individuals in the future in the markets where we do business. Because we do not have a long history of targeting our sales efforts at enterprises, we cannot predict whether, or to what extent, our sales will increase as we organize and train our sales force or how long it will take for sales personnel to become productive.

As we seek to increase the adoption of our products by enterprises, we expect to incur higher costs and longer sales cycles. In this market segment, the decision to adopt our products may require the approval of multiple technical and business decision makers, including security, compliance, procurement, operations and IT. In addition, while enterprise customers may quickly deploy our products on a limited basis, before they will commit to deploying our products at scale, they often require extensive education about our products and significant customer support time, engage in protracted pricing negotiations and seek to secure readily available development resources. In addition, sales cycles for enterprises are inherently more complex and less predictable than the sales through our self-service model, and some enterprise customers may not use our products enough to generate revenue that justifies the cost to obtain such customers. In addition, these complex and resource intensive sales efforts could place additional strain on our limited product and engineering resources. Further, enterprises, including some of our customers, may choose to develop their own solutions that do not include our products. They also may demand reductions in pricing as their usage of our products increases, which could have an adverse impact on our gross margin. As a result of our limited experience selling and marketing to enterprises, our efforts to sell to these potential customers may not be successful. If we are unable to increase the revenue that we derive from enterprises, then our business, results of operations and financial condition may be adversely affected.

If we are unable to expand our relationships with existing Solution Partner customers and add new Solution Partner customers, our business, results of operations and financial condition could be adversely affected.

We believe that the continued growth of our business depends in part upon developing and expanding strategic relationships with Solution Partner customers. Solution Partner customers embed our software products in their solutions, such as software applications for contact centers and sales force and marketing automation, and then sell such solutions to other businesses. When potential customers do not have the available developer resources to build their own applications, we refer them to our network of Solution Partner customers.

As part of our growth strategy, we intend to expand our relationships with existing Solution Partner customers and add new Solution Partner customers. If we fail to expand our relationships with existing Solution Partner customers or establish relationships with new Solution Partner customers, in a timely and cost-effective manner, or at all, then our business, results of operations and financial condition could be adversely affected. Additionally, even if we are successful at building these relationships but there are problems or issues with integrating our products into the solutions of these customers, our reputation and ability to grow our business may be harmed.

We rely upon Amazon Web Services to operate our platform and any disruption of or interference with our use of Amazon Web Services would adversely affect our business, results of operations and financial condition.

We outsource substantially all of our cloud infrastructure to Amazon Web Services, or AWS, which hosts our products and platform. Customers of our products need to be able to access our platform at any time, without interruption or degradation of performance. AWS runs its own platform that we access, and we are, therefore, vulnerable to service interruptions at AWS. We have experienced, and expect that in the future we may experience interruptions, delays and outages in service and availability from time to time due to a variety of factors, including infrastructure changes, human or software errors, website hosting disruptions and capacity constraints. Capacity constraints could be due to a number of potential causes including technical failures, natural disasters, fraud or security attacks. For instance, in September 2015, AWS suffered a significant outage that had a widespread impact on the ability of our customers to use several of our products. In addition, if our security, or that of AWS, is compromised, our products or platform are unavailable or our users are unable to use our products within a reasonable amount of time or at all, then our business, results of operations and financial condition could be adversely affected. In some instances, we may not be able to identify the cause or causes of these performance problems within a period of time acceptable to our customers. It may become increasingly difficult to maintain and improve our platform performance, especially during peak usage times, as our products become more complex and the usage of our products increases. To the extent that we do not effectively address capacity constraints, either through AWS or alternative providers of cloud infrastructure, our business, results of operations and financial condition may be adversely affected. In addition, any changes in service levels from AWS may adversely affect our ability to meet our customers’ requirements.

The substantial majority of the services we use from AWS are for cloud-based server capacity and, to a lesser extent, storage and other optimization offerings. AWS enables us to order and reserve server capacity in varying amounts and sizes distributed across multiple regions. We access AWS infrastructure through standard IP connectivity. AWS provides us with computing and storage capacity pursuant to an agreement that continues until terminated by either party. AWS may terminate the agreement by providing 30 days prior written notice, and may in some cases terminate the agreement immediately for cause upon notice. Although we expect that we could receive similar services from other third parties, if any of our arrangements with AWS are terminated, we could experience interruptions on our platform and in our ability to make our products available to customers, as well as delays and additional expenses in arranging alternative cloud infrastructure services.

Any of the above circumstances or events may harm our reputation, cause customers to stop using our products, impair our ability to increase revenue from existing customers, impair our ability to grow our customer base, subject us to financial penalties and liabilities under our service level agreements and otherwise harm our business, results of operations and financial condition.

To deliver our products, we rely on network service providers for our network service.

We currently interconnect with network service providers around the world to enable the use by our customers of our products over their networks. We expect that we will continue to rely heavily on network service providers for these services going forward. Our reliance on network service providers has reduced our operating flexibility, ability to make timely service changes and control quality of service. In addition, the fees that we are charged by network service providers may change daily or weekly, while we do not typically change our customers’ pricing as rapidly. Furthermore, many of these network service providers do not have long-term committed contracts with us and may terminate their agreements with us without notice or restriction. If a significant portion of our network service providers stop providing us with access to their infrastructure, fail to provide these services to us on a cost-effective basis, cease operations, or otherwise terminate these services, the delay caused by qualifying and switching to other network service providers could be time consuming and costly and could adversely affect our business, results of operations and financial condition.

Further, if problems occur with our network service providers, it may cause errors or poor quality communications with our products, and we could encounter difficulty identifying the source of the problem. The occurrence of errors or poor quality communications on our products, whether caused by our platform or a network service provider, may result in the loss of our existing customers or the delay of adoption of our products by potential customers and may adversely affect our business, results of operations and financial condition.

Our future success depends in part on our ability to drive the adoption of our products by international customers.

In the nine months ended September 30, 2017 and the years ended December 31, 2016 and 2015, we derived 22%, 16% and 14% of our revenue, respectively, from customer accounts located outside the United States. The future success of our business will depend, in part, on our ability to expand our customer base worldwide. While we have been rapidly expanding our sales efforts internationally, our experience in selling our products outside of the United States is limited. Furthermore, our developer-first business model may not be successful or have the same traction outside the United States. As a result, our investment in marketing our products to these potential customers may not be successful. If we are unable to increase the revenue that we derive from international customers, then our business, results of operations and financial condition may be adversely affected.

We are in the process of expanding our international operations, which exposes us to significant risks.

We are continuing to expand our international operations to increase our revenue from customers outside of the United States as part of our growth strategy. Between September 30, 2016 and September 30, 2017, our international headcount grew from 103 employees to 202 employees, and we opened two new offices outside of the United States. We expect, in the future, to open additional foreign offices and hire employees to work at these offices in order to reach new customers and gain access to additional technical talent. Operating in international markets requires significant resources and management attention and will subject us to regulatory, economic and political risks in addition to those we already face in the United States. Because of our limited experience with international operations as well as developing and managing sales in international markets, our international expansion efforts may not be successful.

In addition, we will face risks in doing business internationally that could adversely affect our business, including:

·                  exposure to political developments in the United Kingdom (U.K.), including the outcome of the U.K. referendum on membership in the European Union (EU), which has created an uncertain political and economic environment, instability for businesses and volatility in global financial markets;

·                  the difficulty of managing and staffing international operations and the increased operations, travel, infrastructure and legal compliance costs associated with numerous international locations;

·                  our ability to effectively price our products in competitive international markets;

·                  new and different sources of competition;

·                  potentially greater difficulty collecting accounts receivable and longer payment cycles;

·                  higher or more variable network service provider fees outside of the United States;

·                  the need to adapt and localize our products for specific countries;

·                  the need to offer customer support in various languages;

·                  difficulties in understanding and complying with local laws, regulations and customs in foreign jurisdictions;

·                  difficulties with differing technical and environmental standards, data privacy and telecommunications regulations and certification requirements outside the United States, which could prevent customers from deploying our products or limit their usage;

·                  export controls and economic sanctions administered by the Department of Commerce Bureau of Industry and Security and the Treasury Department’s Office of Foreign Assets Control;

·                  compliance with various anti-bribery and anti-corruption laws such as the Foreign Corrupt Practices Act and United Kingdom Bribery Act of 2010;

·                  tariffs and other non-tariff barriers, such as quotas and local content rules;

·                  more limited protection for intellectual property rights in some countries;

·                  adverse tax consequences;

·                  fluctuations in currency exchange rates, which could increase the price of our products outside of the United States, increase the expenses of our international operations and expose us to foreign currency exchange rate risk;

·                  currency control regulations, which might restrict or prohibit our conversion of other currencies into U.S. dollars;

·                  restrictions on the transfer of funds;

·                  deterioration of political relations between the United States and other countries; and

·                  political or social unrest or economic instability in a specific country or region in which we operate, which could have an adverse impact on our operations in that location.

Also, due to costs from our international expansion efforts and network service provider fees outside of the United States that are generally higher than domestic rates, our gross margin for international customers is typically lower than our gross margin for domestic customers. As a result, our gross margin may be impacted and fluctuate as we expand our operations and customer base worldwide.

Our failure to manage any of these risks successfully could harm our international operations, and adversely affect our business, results of operations and financial condition.

We currently generate significant revenue from our largest customers, and the loss or decline in revenue from any of these customers could harm our business, results of operations and financial condition.

In the nine months ended September 30, 2017 and the years ended December 31, 2016 and 2015, our 10 largest Active Customer Accounts generated an aggregate of 20%, 30% and 32% of our revenue, respectively. In addition, a significant portion of our revenue comes from two customers, one of which is a Variable Customer Account.

In the nine months ended September 30, 2017 and the years ended December 31, 2016 and 2015, WhatsApp, a Variable Customer Account, accounted for 5%, 9% and 17% of our revenue, respectively. WhatsApp uses our Programmable Voice products and Programmable Messaging products in its applications to verify new and existing users on its service. Our Variable Customer Accounts, including WhatsApp, do not have long-term contracts with us and may reduce or fully terminate their usage of our products at any time without notice, penalty or termination charges. In addition, the usage of our products by WhatsApp and other Variable Customer Accounts may change significantly between periods.

In the nine months ended September 30, 2017 and the years ended December 31, 2016 and 2015, a second customer, Uber, a Base Customer Account, accounted for 9%, 14% and 9% of our revenue, respectively. Uber uses our Programmable Messaging products and Programmable Voice products. Although Uber has entered into a minimum commitment contract with us, its usage historically has significantly exceeded the minimum revenue commitment in its contract, and it could significantly reduce its usage of our products without notice or penalty. As we previously disclosed, Uber decreased their usage of our products throughout 2017 and may continue to do so in the future.

In the event that our large customers do not continue to use our products, use fewer of our products, or use our products in a more limited capacity, or not at all, our business, results of operations and financial condition could be adversely affected.

The market in which we participate is intensely competitive, and if we do not compete effectively, our business, results of operations and financial condition could be harmed.

The market for cloud communications is rapidly evolving, significantly fragmented and highly competitive, with relatively low barriers to entry in some segments. The principal competitive factors in our market include completeness of offering, credibility with developers, global reach, ease of integration and programmability, product features, platform scalability, reliability, deliverability, security and performance, brand awareness and reputation, the strength of sales and marketing efforts, customer support, as well as the cost of deploying and using our products. Our competitors fall into four primary categories:

·

legacy on-premise vendors, such as Avaya and Cisco;

·on-premises vendors;

regional network service providers that offer limited developer functionality on top of their own physical infrastructure;

·

smaller software companies that compete with portions of our product line; and,

·                  SaaS

software-as a-service (“SaaS”) companies and cloud platform vendors that offer prepackaged applications for a narrow setand platforms.
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Table of use cases.

Contents

Some of our competitors and potential competitors are larger and have greater name recognition, longer operating histories, more established customer relationships, larger budgets and significantly greater resources than we do. In addition, they have the operating flexibility to bundle competing products and services at little or no perceived incremental cost, including offering them at a lower price as part of a larger sales transaction. As a result, our competitors may be able to respond more quickly and effectively than we can to new or changing opportunities, technologies, standards or customer requirements. In addition, some competitors may offer products or services that address one or a limited number of functions at lower prices, with greater depth than our products or in different geographies. Our current and potential competitors may develop and market new products and services with comparable functionality to our products, and this could lead to us having to decrease prices in order to remain competitive. Customers utilize our products in many ways and use varying levels of functionality that our products offer or are capable of supporting or enabling within their applications. Customers that use many of the features of our products or use our products to support or enable core functionality for their applications may have difficulty or find it impractical to replace our products with a competitor’s products or services, while customers that use only limited functionality may be able to more easily replace our products with competitive offerings. Our customers also may alsochoose to build some of the functionality our products provide, themselves, which may limit or eliminate their demand for our products.

With the introduction of new products and services and new market entrants, we expect competition to intensify in the future. In addition, some of our customers may choose to use our products and our competitors’ products at the same time. Further, customers and consumers may choose to adopt other forms of electronic communications or alternative communication platforms.

Moreover, as we expand the scope of our products, we may face additional competition. If one or more of our competitors were to merge or partner with another of our competitors, the change in the competitive landscape could also adversely affect our ability to compete effectively. For example, Sinch AB offered to acquire Inteliquent in February 2021. In addition, some of our competitors have lower list prices than us, which may be attractive to certain customers even if those products have different or lesser functionality. If we are unable to maintain our current pricing due to the competitive pressures, our margins will be reduced and our business, results of operations and financial condition would be adversely affected. In addition, pricing pressures and increased competition generally could result in reduced revenue, reduced margins, increased losses or the failure of our products to achieve or maintain widespread market acceptance, any of which could harm our business, results of operations and financial condition.

We have a history of losses and we are uncertain about our future profitability.
We have incurred net losses in each year since our inception, including net losses of $227.9 million, $491.0 million and $307.1 million in the six months ended June 30, 2021 and the years ended December 31, 2020 and 2019, respectively. We had an accumulated deficit of $1.6 billion as of June 30, 2021. We expect to continue to expend substantial financial and other resources on, among other things:
investments in our engineering team, improvements in security and data protection, the development of new products, features and functionality and enhancements to our platform;
sales and marketing, including the continued expansion of our direct sales organization and marketing programs, especially for enterprises and for organizations outside of the United States, and expanding our programs directed at increasing our brand awareness among current and new developers;
expansion of our operations and infrastructure, both domestically and internationally; and,
general administration, including legal, accounting and other expenses related to being a public company.
These investments may not result in increased revenue or growth of our business. We also expect that our revenue growth rate will decline over time. Accordingly, we may not be able to generate sufficient revenue to offset our expected cost increases and achieve and sustain profitability. If we fail to achieve and sustain profitability, then our business, results of operations and financial condition would be adversely affected.
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If we are unable to increase adoption of our products by enterprises, our business, results of operations and financial condition may be adversely affected.
Historically, we have relied on the adoption of our products by software developers through our self-service model for a significant majority of our revenue, and we currently generate only a small portion of our revenue from enterprise customers. Our ability to increase our customer base, especially among enterprises, and achieve broader market acceptance of our products will depend, in part, on our ability to effectively organize, focus and train our sales and marketing employees.
Our ability to convince enterprises to adopt our products will depend, in part, on our ability to attract and retain sales employees with experience selling to enterprises. We believe that there is significant competition for experienced sales professionals with the skills and technical knowledge that we require. Our ability to achieve significant revenue growth in the future will depend, in part, on our ability to recruit, train and retain a sufficient number of experienced sales professionals, particularly those with experience selling to enterprises. In addition, even if we are successful in hiring qualified sales employees, new hires require significant training and experience before they achieve full productivity, particularly for sales efforts targeted at enterprises and new territories. Our recent hires and planned hires may not become as productive as quickly as we expect, and we may be unable to hire or retain sufficient numbers of qualified individuals in the future in the markets where we do business. Because we do not have a long history of targeting our sales efforts at enterprises, we cannot predict whether, or to what extent, our sales will increase as we organize and train our sales force or how long it will take for sales employees to become productive.
As we seek to increase the adoption of our products by enterprises, including products like Flex, which is primarily aimed at complex contact center implementations at larger companies, we expect to incur higher costs and longer sales cycles. In the enterprise market segment, the decision to adopt our products may require the approval of multiple technical and business decision makers, including legal, security, compliance, procurement, operations and IT. In addition, while enterprise customers may quickly deploy our products on a limited operating history,basis, before they will commit to deploying our products at scale, they often require extensive education about our products and significant customer support time, engage in protracted pricing negotiations and seek to secure readily available development resources. In addition, sales cycles for enterprises are inherently more complex and less predictable than the sales through our self-service model, and some enterprise customers may not use our products enough to generate revenue that justifies the cost to obtain such customers. In addition, these complex and resource intensive sales efforts could place additional strain on our product and engineering resources. Further, enterprises, including some of our customers, may choose to develop their own solutions that do not include our products. They also may demand reductions in pricing as their usage of our products increases, which makes it difficult to evaluatecould have an adverse impact on our current business and future prospects and increases the risk of your investment.

We were founded and launched our first product in 2008.gross margin. As a result of our limited operating history,experience selling and marketing to enterprises, our abilityefforts to forecastsell to these potential customers may not be successful. If we are unable to increase the revenue that we derive from enterprises, then our futurebusiness, results of operations is limited and subject to a number of uncertainties, including our ability to plan for future growth. Our historical revenue growth should notfinancial condition may be considered indicative of our future performance. We have encountered and will encounter risks and uncertainties frequently experienced by growing companies in rapidly changing industries, such as:

·                  market acceptance of our products and platform;

·                  adding new customers, particularly enterprises;

·                  retention of customers;

·                  the successful expansion of our business, particularly in markets outside of the United States;

·                  competition;

·                  our ability to control costs, particularly our operating expenses;

·                  network outages or security breaches and any associated expenses;

·                  foreign currency exchange rate fluctuations;

·                  executing acquisitions and integrating the acquired businesses, technologies, services, products and other assets; and

·                  general economic and political conditions.

adversely affected.

If we do not address these risks successfully,are unable to expand our relationships with existing technology partner customers and add new technology partner customers, our business, results of operations and financial condition could be adversely affected.

We believe that the continued growth of our business depends in part upon developing and expanding strategic relationships with technology partner customers. Technology partner customers embed our software products in their solutions, such as software applications for contact centers and sales force and marketing automation, and then sell such solutions to other businesses. When potential customers do not have the available developer resources to build their own applications, we refer them to either our technology partners who embed our products in the solutions that they sell to other businesses or our consulting partners who provide consulting and development services for organizations that have limited experience with respectsoftware development expertise to determining the optimal prices forbuild our products.

We charge our customers based onplatform into their usesoftware applications.

As part of our products. We expect thatgrowth strategy, we may needintend to changeexpand our pricing from timerelationships with existing technology partner customers and add new technology partner customers. If we fail to time. In the past we have sometimes reducedexpand our prices either for individualrelationships with existing technology partner customers or establish relationships with new technology partner customers in connection with long-term agreementsa timely and cost-effective manner, or for a particular product. One of the challenges to our pricing is that the fees that we pay to network service providers over whose networks we transmit communications can vary daily or weekly and are affected by volume and other factors which may be outside of our control and difficult to predict. This can result in our incurring increased costs which we may be unable or unwilling to pass through to our customers, which could adversely impactat all, then our business, results of operations and financial condition.

Further, as competitors introduce newcondition could be adversely affected. Additionally, even if we are successful at building these relationships but there are problems or issues with integrating our products or services that compete with ours or reduce their prices, weinto the solutions of these customers, our reputation and ability to grow our business may be unable to attract new customersharmed.

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To deliver our products, we rely on network service providers and internet service providers for our network service and connectivity, and disruption or retain existing customers baseddeterioration in the quality of these services or changes in network service provider fees that we pay in connection with the delivery of communications on our historical pricing. As we expand internationally, we also must determine the appropriate price to enable us to compete effectively internationally. Moreover, enterprises, which are a primary focus for our direct sales efforts, may demand substantial price concessions. In addition, if the mix of products sold changes, including for a shift to IP-based products, then we may need to, or choose to, revise our pricing. As a result, in the future we may be required or choose to reduce our prices or change our pricing model, whichplatform could adversely affect our business, results of operations and financial condition.

We currently interconnect with network service providers around the world to enable the use by our customers of our products over their networks. Although we are in the process of acquiring authorization in many countries for direct access to phone numbers and for the provision of voice services on the networks of network service providers, we expect that we will continue to rely on network service providers for these services. Where we don't have direct access to phone numbers, our reliance on network service providers has reduced our operating flexibility, ability to make timely service changes and control quality of service. In addition, the fees that we are charged by network service providers may change daily or weekly, while we do not typically change our customers’ pricing as rapidly.
At times, network service providers have instituted additional fees due to regulatory, competitive or other industry related changes that increase our network costs. For example, in early 2020, a major U.S. mobile carrier introduced a new Application to Person (A2P) SMS service offering that adds a new fee for A2P SMS messages delivered to its subscribers, and other U.S. mobile carriers have added or are in the process of adding similar fees. While we have historically responded to these types of fee increases through a combination of further negotiating efforts with our network service providers, absorbing the increased costs or changing our prices to customers, there is no guarantee that we will continue to be able to do so in the future without a material negative impact to our business. In the case of these new carriers A2P SMS fees, after a short phase-in period where we absorbed the fees, we began on May 1, 2021 to pass these fees directly through to our customers who are sending SMS messages to these carriers' subscribers. We expect that this will increase our revenue and cost of revenue, but will not impact the gross profit dollars received for sending these messages. However, mathematically this will have a negative impact on our gross margins. Additionally, our ability to respond to any new fees may be constrained if all network service providers in a particular market impose equivalent fee structures, if the magnitude of the fees is disproportionately large when compared to the underlying prices paid by our customers, or if the market conditions limit our ability to increase the price we charge our customers.
Furthermore, many of these network service providers do not have long-term committed contracts with us and may interrupt services or terminate their agreements with us without notice. If a significant portion of our network service providers stop providing us with access to their infrastructure, fail to provide these services to us on a cost-effective basis, cease operations, or otherwise terminate these services, the delay caused by qualifying and switching to other network service providers could be time consuming and costly and could adversely affect our business, results of operations and financial condition. Further, if problems occur with our network service providers, it may cause errors or poor quality communications with our products, and we could encounter difficulty identifying the source of the problem. The occurrence of errors or poor quality communications on our products, whether caused by our platform or a network service provider, may result in the loss of our existing customers or the delay of adoption of our products by potential customers and may adversely affect our business, results of operations and financial condition.
Further, we sometimes access network services through intermediaries who have direct access to network service providers. Although we are in the process of securing direct connections with network service providers in many countries, we expect that we will continue to rely on intermediaries for these services. These intermediaries sometimes have offerings that directly compete with our products and may stop providing services to us on a cost-effective basis. If a significant portion of these intermediaries stop providing services or stop providing services on a cost-effective basis, our business could be adversely affected.
We also interconnect with internet service providers around the world to enable the use of our email products by our customers, and we expect that we will continue to rely on internet service providers for network connectivity going forward. Our reliance on internet service providers reduces our control over quality of service and exposes us to potential service outages and rate fluctuations. If a significant portion of our internet service providers stop providing us with access to their network infrastructure, fail to provide access on a cost-effective basis, cease operations, or otherwise terminate access, the delay caused by qualifying and switching to other internet service providers could be time consuming and costly and could adversely affect our business, results of operations, and financial condition.
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Our future success depends in part on our ability to drive the adoption of our products by international customers.
In the six months ended June 30, 2021 and the years ended December 31, 2020 and 2019, we derived 31%, 27% and 29% of our revenue, respectively, from customer accounts located outside the United States. The future success of our business will depend, in part, on our ability to expand our customer base worldwide. While we have been rapidly expanding our sales efforts internationally, our experience in selling our products outside of the United States is limited. Furthermore, our developer-first business model may not be successful or have the same traction outside the United States. As a result, our investment in marketing our products to these potential customers may not be successful. If we are unable to increase the revenue that we derive from international customers, then our business, results of operations and financial condition may be adversely affected.
We are continuing to expand our international operations, which exposes us to significant risks.
We are continuing to expand our international operations to increase our revenue from customers outside of the United States as part of our growth strategy. Between June 30, 2020 and June 30, 2021, our international headcount grew from 924 employees to 2,250 employees. We expect to open additional international offices and hire employees to work at these offices in order to reach new customers and gain access to additional technical talent. Operating in international markets requires significant resources and management attention and will subject us to regulatory, economic and political risks in addition to those we already face in the United States. Because of our limited experience with international operations or with developing and managing sales in international markets, our international expansion efforts may not be successful.
In addition, we will face risks in doing business internationally that could adversely affect our business, including:
exposure to political developments in the United Kingdom ("U.K."), including the departure of the U.K. from the European Union (“EU”) (“Brexit”), which has created an uncertain political and economic environment, instability for businesses, volatility in global financial markets and the value of foreign currencies, all of which could disrupt trade, the sale of our services and the mobility of our employees and contractors between the U.K., EU and other jurisdictions. Any long–term impact from Brexit on our business and operations will depend, in part, on the outcome of the U.K.'s continuing negotiations on a number of matters not definitively addressed in the UK-EU Trade and Cooperation Agreement and may require us to expend significant time and expense to make adjustments to our business and operations;
the difficulty of managing and staffing international operations and the increased operations, travel, infrastructure and legal compliance costs associated with servicing international customers and operating numerous international locations;
our ability to effectively price our products in competitive international markets;
new and different sources of competition or other changes to our current competitive landscape;
understanding and reconciling different technical standards, data privacy and telecommunications regulations, registration and certification requirements outside the United States, which could prevent customers from deploying our products or limit their usage;
our ability to comply with the GDPR and Brazil's General Data Protection Law (Lei Geral de Proteção de Dados Pessoais) (Law No. 13,709/2018), and laws, regulations and industry standards relating to data privacy, data protection, data localization and data security enacted in countries and other regions in which we operate or do business;
potentially greater difficulty collecting accounts receivable and longer payment cycles;
higher or more variable network service provider fees outside of the United States;
the need to adapt and localize our products for specific countries;
the need to offer customer support in various languages;
difficulties in understanding and complying with local laws, regulations and customs in non-U.S. jurisdictions;
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export controls and economic sanctions administered by the Department of Commerce Bureau of Industry and Security and the Treasury Department’s Office of Foreign Assets Control;
compliance with various anti-bribery and anti-corruption laws such as the Foreign Corrupt Practices Act and United Kingdom Bribery Act of 2010;
changes in international trade policies, tariffs and other non-tariff barriers, such as quotas and local content rules;
more limited protection for intellectual property rights in some countries;
adverse tax consequences;
fluctuations in currency exchange rates, which could increase the price of our products outside of the United States, increase the expenses of our international operations and expose us to foreign currency exchange rate risk;
currency control regulations, which might restrict or prohibit our conversion of other currencies into U.S. dollars;
restrictions on the transfer of funds;
deterioration of political relations between the United States and other countries;
the impact of natural disasters and public health epidemics or pandemics such as COVID-19 on employees, contingent workers, partners, travel and the global economy and the ability to operate freely and effectively in a region that may be fully or partially on lockdown; and,
political or social unrest or economic instability in a specific country or region in which we operate, which could have an adverse impact on our operations in that location.
Also, due to costs from our international expansion efforts and network service provider fees outside of the United States, which generally are higher than domestic rates, our gross margin for international customers is typically lower than our gross margin for domestic customers. As a result, our gross margin may be impacted and fluctuate as we expand our operations and customer base worldwide.
Our failure to manage any of these risks successfully could harm our international operations, and adversely affect our business, results of operations and financial condition.
Certain of our products are subject to telecommunications‑related regulations, and future legislative or regulatory actions could adversely affect our business, results of operations and financial condition.
As a provider of communications products, we are subject to existing or potential Federal Communications Commission (“FCC”) regulations relating to privacy, telecommunications, consumer protection and other requirements. In addition, the extension of telecommunications regulations to our non-interconnected VoIP services could result in additional federal and state regulatory obligations and taxes. We are also in discussions with certain jurisdictions regarding potential sales and other taxes for prior periods that we may owe. In the event any of these jurisdictions disagree with management’s assumptions and analysis, the assessment of our tax exposure could differ materially from management's current estimates, which may increase our costs of doing business and negatively affect the prices our customers pay for our services. If we do not comply with FCC rules and regulations, we could be subject to FCC enforcement actions, fines, loss of licenses and possibly restrictions on our ability to operate or offer certain of our products. Any enforcement action by the FCC, which may be a public process, would hurt our reputation in the industry, could erode customer trust, possibly impair our ability to sell our VoIP products to customers and could adversely affect our business, results of operations and financial condition.
Certain of our products are subject to a number of FCC regulations and laws that are administered by the FCC. Among others, we must comply (in whole or in part) with:
the Communications Act of 1934, as amended, which regulates communications services and the provision of such services;
the Telephone Consumer Protection Act, which limits the use of automatic dialing systems for calls and texts, artificial or prerecorded voice messages and fax machines;
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the Communications Assistance for Law Enforcement Act, which requires covered entities to assist law enforcement in undertaking electronic surveillance;
requirements to safeguard the privacy of certain customer information;
payment of annual FCC regulatory fees and taxes based on our interstate and international revenues;
rules pertaining to access to our services by people with disabilities and contributions to the Telecommunications Relay Services fund; and,
FCC rules regarding the use of customer proprietary network information.
In addition, Congress and the FCC are attempting to mitigate the scourge of robocalls by requiring participation in a technical standard called SHAKEN/STIR, which allows voice carriers to authenticate caller ID, prohibiting malicious spoofing.
Similarly, in May 2021 the Biden Administration issued an Executive Order requiring federal agencies to implement additional information technology security measures, including, among other things, requiring agencies to adopt multifactor authentication and encryption for data at rest and in transit to the maximum extent consistent with Federal records laws and other applicable laws. The Executive Order will lead to the development of secure software development practices and/or criteria for a consumer software labeling program, the criteria which will reflect a baseline level of secure practices, for software that is developed and sold to the U.S. federal government. Software developers will be required to provide visibility into their software and make security data publicly available. Due to this Executive Order, federal agencies may require us to modify our cybersecurity practices and policies, thereby increasing our compliance costs. If we are unable to meet the requirements of the Executive Order, our ability to work with the U.S. government may be impaired and may result in a loss of revenue.
If we do not comply with any current or future rules or regulations that apply to our business, we could be subject to substantial fines and penalties, and we may have to restructure our offerings, exit certain markets or raise the price of our products. In addition, any uncertainty regarding whether particular regulations apply to our business, and how they apply, could increase our costs or limit our ability to grow.
As we continue to expand internationally, we have become subject to telecommunications laws and regulations in the foreign countries where we offer our products. Internationally, we currently offer our products in over 180 countries.
Our international operations are subject to country-specific governmental regulation and related actions that have increased and will continue to increase our costs or impact our products and platform or prevent us from offering or providing our products in certain countries. Moreover, the regulation of communications platform-as-a-service (“CPaaS”) companies like us is continuing to evolve internationally and many existing regulations may not fully contemplate the CPaaS business model or how they fit into the communications regulatory framework. As a result, interpretation and enforcement of regulations often involve significant uncertainties. In many countries, including those in the European Union, a number of our products or services are subject to licensing and communications regulatory requirements which increases the level of scrutiny and enforcement by regulators. Future legislative, regulatory or judicial actions impacting CPaaS services could also increase the cost and complexity of compliance and expose us to liability. For example, in some countries, some or all of the services we offer are not considered regulated telecommunications services, while in other countries they are subject to telecommunications regulations, including but not limited to payment into universal service funds, licensing fees, provision of emergency services, provision of information to support emergency services and number portability. Specifically, the Australian Communications and Media Authority in 2019 issued a formal finding against several companies, including our Company, for failure to upload data into a centralized database for emergency services and, in the future, regulatory authorities in other jurisdictions in which we operate may also determine that we are a telecommunications company subject to similar regulations. Failure to comply with these regulations could result in our Company being issued remedial directions to undertake independent audits and implement effective systems, processes and practices to ensure compliance, significant fines or being prohibited from providing telecommunications services in a jurisdiction.
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Moreover, certain of our products may be used by customers located in countries where voice and other forms of IP communications may be illegal or require special licensing or in countries on a U.S. embargo list. Even where our products are reportedly illegal or become illegal or where users are located in an embargoed country, users in those countries may be able to continue to use our products in those countries notwithstanding the illegality or embargo. We may be subject to penalties or governmental action if consumers continue to use our products in countries where it is illegal to do so or if we use a local partner to provide services in a country and the local partner does not comply with applicable governmental regulations. Any such penalties or governmental action may be costly and may harm our business and damage our brand and reputation. We may be required to incur additional expenses to meet applicable international regulatory requirements or be required to raise the prices of services, or restructure or discontinue those services if required by law or if we cannot or will not meet those requirements. Any of the foregoing could adversely affect our business, results of operations and financial condition.
If we are unable to obtain or retain geographical, mobile, regional, local or tollfree numbers, or to effectively process requests to port such numbers in a timely manner due to industry regulations, our business and results of operations may be adversely affected.
Our future success depends in part on our ability to obtain allocations of geographical, mobile, regional, local and toll-free direct inward dialing numbers or phone numbers as well as short codes and alphanumeric sender IDs (collectively “Numbering Resources”) in the United States and foreign countries at a reasonable cost and without overly burdensome restrictions. Our ability to obtain allocations of, assign and retain Numbering Resources depends on factors outside of our control, such as applicable regulations, the practices of authorities that administer national numbering plans or of network service providers from whom we can provision Numbering Resources, such as offering these Numbering Resources with conditional minimum volume call level requirements, the cost of these Numbering Resources and the level of overall competitive demand for new Numbering Resources.
In addition, in order to obtain allocations of, assign and retain Numbering Resources in the EU or certain other regions, we are often required to be licensed by local telecommunications regulatory authorities, some of which have been increasingly monitoring and regulating the categories of Numbering Resources that are eligible for provisioning to our customers. We have obtained licenses, and are in the process of obtaining licenses in various countries in which we do business, but in some countries, the regulatory regime around provisioning of Numbering Resources is unclear, subject to change over time, and sometimes may conflict from jurisdiction to jurisdiction. Furthermore, these regulations and governments’ approach to their enforcement, as well as our products and services, are still evolving and we may be unable to maintain compliance with applicable regulations, or enforce compliance by our customers, on a timely basis or without significant cost. Also, compliance with these types of regulation may require changes in products or business practices that result in reduced revenue. Due to our or our customers' assignment and/or use of Numbering Resources in certain countries in a manner that violates applicable rules and regulations, we have been subjected to government inquiries and audits, and may in the future be subject to significant penalties or further governmental action, and in extreme cases, may be precluded from doing business in that particular country. We have also been forced to reclaim Numbering Resources from our customers as a result of certain events of non-compliance. These reclamations result in loss of customers, loss of revenue, reputational harm, erosion of customer trust, and may also result in breach of contract claims, all of which could have an adverse effect on our business, results of operations and financial condition.
Due to their limited availability, there are certain popular area code prefixes that we generally cannot obtain. Our inability to acquire or retain Numbering Resources for our operations may make our voice and messaging products less attractive to potential customers in the affected local geographic areas. In addition, future growth in our customer base, together with growth in the customer bases of other providers of cloud communications, has increased, which increases our dependence on needing sufficiently large quantities of Numbering Resources. It may become increasingly difficult to source larger quantities of Numbering Resources as we scale and we may need to pay higher costs for Numbering Resources, and Numbering Resources may become subject to more stringent regulation or conditions of usage such as the registration and on-going compliance requirements discussed above.
Additionally, in some geographies, we support number portability, which allows our customers to transfer their existing phone numbers to us and thereby retain their existing phone numbers when subscribing to our voice and messaging products. Transferring existing numbers is a manual process that can take up to 15 business days or longer to complete. Any delay that we experience in transferring these numbers typically results from the fact that we depend on network service providers to transfer these numbers, a process that we do not control, and these network service providers may refuse or substantially delay the transfer of these numbers to us. Number portability is considered an important feature by many potential customers, and if we fail to reduce any related delays, then we may experience increased difficulty in acquiring new customers.
Any of the foregoing factors could adversely affect our business, results of operations and financial condition.
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If we fail to adapt and respond effectively to rapidly changing technology, evolving industry standards, changing regulations, and changing customer needs, requirements or preferences, our products may become less competitive.
The market for communications in general, and cloud communications in particular, is subject to rapid technological change, evolving industry standards, changing regulations, as well as changing customer needs, requirements and preferences. The success of our business will depend, in part, on our ability to adapt and respond effectively to these changes on a timely basis. If we are unable to develop new products that satisfy our customers and provide enhancements and new features for our existing products that keep pace with rapid technological and industry change, including but not limited to SHAKEN/STIR and applicable industry standards, our business, results of operations and financial condition could be adversely affected. If new technologies emerge that are able to deliver competitive products and services at lower prices, more efficiently, more conveniently or more securely, such technologies could adversely impact our ability to compete effectively.
Our platform must integrate with a variety of network, hardware, mobile and software platforms and technologies, and we need to continuously modify and enhance our products and platform to adapt to changes and innovation in these technologies. For example, Apple, Google and other cell-phone operating system providers or inbox service providers have developed and, may in the future develop, new applications or functions intended to filter spam and unwanted phone calls, messages or emails. Similarly, our network service providers may adopt new filtering technologies in an effort to combat spam or robocalling. Such technologies may inadvertently filter desired messages or calls to or from our customers. If cell-phone operating system providers, network service providers, our customers or their end users adopt new software platforms or infrastructure, we may be required to develop new versions of our products to work with those new platforms or infrastructure. This development effort may require significant resources, which would adversely affect our business, results of operations and financial condition. Any failure of our products and platform to operate effectively with evolving or new platforms and technologies could reduce the demand for our products. If we are unable to respond to these changes in a cost-effective manner, our products may become less marketable and less competitive or obsolete, and our business, results of operations and financial condition could be adversely affected.
We substantially rely upon Amazon Web Services to operate our platform, and any disruption of or interference with our use of Amazon Web Services would adversely affect our business, results of operations and financial condition.
We outsource a substantial majority of our cloud infrastructure to Amazon Web Services (“AWS”), which hosts our products and platform. Our customers need to be able to access our platform at any time, without interruption or degradation of performance. AWS runs its own platform that we access, and we are, therefore, vulnerable to service interruptions at AWS. We have experienced, and expect that in the future we may experience interruptions, delays and outages in service and availability due to a variety of factors, including infrastructure changes, human or software errors, website hosting disruptions and capacity constraints. Capacity constraints could be due to a number of potential causes, including technical failures, natural disasters, pandemics such as COVID-19, fraud or security attacks. For instance, in September 2015, AWS suffered a significant outage that had a widespread impact on the ability of our customers to use several of our products and from time to time since then, we have experienced some outages which resulted in disruptions to service for some of our customers. In addition, if our security, or that of AWS, is compromised, or our products or platform are unavailable or our users are unable to use our products within a reasonable amount of time or at all, then our business, results of operations and financial condition could be adversely affected. In some instances, we may not be able to identify the cause or causes of these performance problems within a period of time acceptable to our customers. It may become increasingly difficult to maintain and improve our platform performance, especially during peak usage times, as our products become more complex and the usage of our products increases. To the extent that we do not effectively address capacity constraints, either through AWS or alternative providers of cloud infrastructure, our business, results of operations and financial condition may be adversely affected. In addition, any changes in service levels from AWS may adversely affect our ability to meet our customers’ requirements, result in negative publicity which could harm our reputation and brand and may adversely affect the usage of our platform.
The substantial majority of the services we use from AWS are for cloud-based server capacity and, to a lesser extent, storage and other optimization offerings. AWS enables us to order and reserve server capacity in varying amounts and sizes distributed across multiple regions. We access AWS infrastructure through standard IP connectivity. AWS provides us with computing and storage capacity pursuant to an agreement that continues until terminated by either party. AWS may terminate the agreement for cause upon notice and upon our failure to cure a breach within 30 days from the date of such notification and may, in some cases, suspend the agreement immediately for cause upon notice. Although we expect that we could receive similar services from other third parties, if any of our arrangements with AWS are terminated, we could experience interruptions on our platform and in our ability to make our products available to customers, as well as delays and additional expenses in arranging alternative cloud infrastructure services.
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Any of the above circumstances or events may harm our reputation, erode customer trust, cause customers to stop using our products, impair our ability to increase revenue from existing customers, impair our ability to grow our customer base, subject us to financial penalties and liabilities under our service level agreements and otherwise harm our business, results of operations and financial condition.
We typically provide monthly uptime service level commitments of up toa minimum of 99.95% under our agreements with customers. If we fail to meet these contractual commitments, then our business, results of operations and financial condition could be adversely affected.

Our agreements with customers typically provide for service level commitments. If we suffer extended periods of downtime for our products or platform and we are unable to meet these commitments, then we are contractually obligated to provide a service credit, which is typically 10% of the customer’s amounts due for the month in question. For example, on February 26, 2021, a critical feature enablement service on our platform became overloaded, which resulted in connection issues across multiple products in our cloud communications platform that affected our customers for a limited number of hours. The service disruption had a widespread impact on our customers’ ability to use several of our products. We incurred certain costs associated with offering credits to our affected customers, but the overall impact was not material to our business. We may also ultimately lose or see reduced utilization of our products by one or more customers as a result of the outage. In addition, the performance and availability of AWS or other service providers, which provides our cloud infrastructureinfrastructures is outside of our control and, therefore, we are not in full control of whether we meet theour service level commitments. As a result, our business, results of operations and financial condition could be adversely affected if we suffer unscheduled downtime that exceeds the service level commitments we have made to our customers. Any extended service outages could adversely affect our business and reputation.

reputation and erode customer trust.

Breaches of our networks or systems, or those of AWS or our network service providers, could degrade our ability to conduct our business, compromise the integrity of our products, platform and platform,data, result in significant data losses and the theft of our intellectual property, damage our reputation, expose us to liability to third parties and require us to incur significant additional costs to maintain the security of our networks and data.

We depend upon our IT systems to conduct virtually all of our business operations, ranging from our internal operations and research and development activities to our marketing and sales efforts and communications with our customers and business partners. Individuals or entities may attempt to penetrate our network security, or that of our platform, and to cause harm to our business operations, including by misappropriating our proprietary information or that of our customers, employees and business partners or to cause interruptions of our products and platform. BecauseIn particular, cyberattacks and other malicious internet-based activity continue to increase in frequency and in magnitude generally, and cloud-based companies have been targeted in the past. In addition to threats from traditional computer hackers, malicious code (such as malware, viruses, worms and ransomware), software vulnerabilities, supply chain attacks and vulnerabilities through our third-party partners, employees theft or misuse, password spraying, phishing, credential stuffing and denial-of-service attacks, we also face threats from sophisticated organized crime, nation-state, and nation-state supported actors who engage in attacks (including advanced persistent threat intrusions) that add to the risk to our systems (including those hosted on AWS or other cloud services), internal networks, our customers’ systems and the information that they store and process. While we devote significant financial and employee resources to implement and maintain security measures, because the techniques used by such individuals or entities to access, disrupt or sabotage devices, systems and networks change frequently and may not be recognized until launched against a target, we may be required to make further investments over time to protect data and infrastructure as cybersecurity threats develop, evolve and grow more complex over time. We may also be unable to anticipate these techniques, and we may not become aware in a timely manner of such a security breach, which could exacerbate any damage we experience. Additionally, we depend upon our employees and contractors to appropriately handle confidential and sensitive data, including customer data, and to deploy our IT resources in a safe and secure manner that does not expose our network systems to security breaches or the loss of data. We have been and expect to be subject to cybersecurity threats and incidents, including denial-of-service attacks, employee errors or individual attempts to gain unauthorized access to information systems. Any data security incidents, including internal malfeasance or inadvertent disclosures by our employees or a third party's fraudulent inducement of our employees to disclose information, unauthorized access or usage, virus or similar breach or disruption of us or our servicesservice providers, such as AWS, or network service providers, could result in loss of confidential information, damage to our reputation, erosion of customer trust, loss of customers, litigation, regulatory investigations, fines, penalties and other liabilities. Furthermore, we are required to comply with laws and regulations that require us to maintain the security of personal information and we may have contractual and other legal obligations to notify customers or other relevant stakeholders of security breaches. Such disclosures could lead to negative publicity, may cause our customers to lose confidence in the effectiveness of our security measures and require us to expend significant capital and other resources to respond to and/or mitigate the security breach. Accordingly, if our cybersecurity measures andor those of AWS andor our network service providers, fail to protect against unauthorized access, attacks (which
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may include sophisticated cyberattacks) and, compromise or the mishandling of data by our employees and contractors, then our reputation, customer trust, business, results of operations and financial condition could be adversely affected.

While we maintain errors, omissions and cyber liability insurance policies covering certain security and privacy damages, we cannot be certain that our existing insurance coverage will continue to be available on acceptable terms or will be available, and in sufficient amounts, to cover the potentially significant losses that may result from a security incident or breach or that the insurer will not deny coverage as to any future claim.
Defects or errors in our products could diminish demand for our products, harm our business and results of operations and subject us to liability.

Our customers use our products for important aspects of their businesses, and any errors, defects or disruptions to our products and any other performance problems with our products could damage our customers’ businesses and, in turn, hurt our brand and reputation.reputation and erode customer trust. We provide regular updates to our products, which have in the past contained, and may in the future contain, undetected errors, failures, vulnerabilities and bugs when first introduced or released. Real or perceived errors, failures or bugs in our products could result in negative publicity, loss of or delay in market acceptance of our platform, loss of competitive position, lower customer retention or claims by customers for losses sustained by them. In such an event, we may be required, or may choose, for customer relations or other reasons, to expend additional resources in order to help correct the problem. In addition, we may not carry insurance sufficient to compensate us for any losses that may result from claims arising from defects or disruptions in our products. As a result, our reputation and our brand could be harmed, and our business, results of operations and financial condition may be adversely affected.

If we fail

We currently generate significant revenue from our largest customers, and the loss or decline in revenue from any of these customers could harm our business, results of operations and financial condition.
In the six months ended June 30, 2021 and the years ended December 31, 2020 and 2019, our 10 largest Active Customer Accounts generated an aggregate of 12%, 14% and 13% of our revenue, respectively. In the event that any of our large customers do not continue to adapt and respond effectively to rapidly changing technology, evolving industry standards, changing regulations, and changing customer needs, requirements or preferences,use our products, may become less competitive.

The market for communications in general, and cloud communications in particular, is subject to rapid technological change, evolving industry standards, changing regulations, as well as changing customer needs, requirements and preferences. The successuse fewer of our business will depend,products, or use our products in part, on our ability to adapt and respond effectively to these changes on a timely basis. If we are unable to develop new products that satisfy our customers and provide enhancements and new features for our existing products that keep pace with rapid technological and industry change,more limited capacity, or not at all, our business, results of operations and financial condition could be adversely affected. If new technologies emergeAdditionally, the usage of our products by customers that are able to deliver competitivedo not have long-term contracts with us may change between periods. Those with no long-term contract with us may reduce or fully terminate their usage of our products and services at lower prices, more efficiently, more convenientlyany time without notice, penalty or more securely, such technologies couldtermination charges, which may adversely impact our ability to compete effectively.

Our platform must also integrate with a variety of network, hardware, mobile and software platforms and technologies, and we need to continuously modify and enhance our products and platform to adapt to changes and innovation in these technologies. If customers adopt new software platforms or infrastructure, we may be required to develop new versions of our products to work with those new platforms or infrastructure. This development effort may require significant resources, which would adversely affect our business, results of operations and financial condition. Any failure of our products and platform to operate effectively with evolving or new platforms and technologies could reduce the demand for our products. operations.

If we are unable to respond to these changes in a cost-effective manner, our products may become less marketabledevelop and less competitive or obsolete, andmaintain successful relationships with consulting partners, our business, results of operations and financial condition could be adversely affected.

Our reliance on SaaS technologies from third parties may adversely affect our business, results of operations and financial condition.

We rely heavily on hosted SaaS technologies from third parties in order to operate critical internal functions of our business, including enterprise resource planning, customer support and customer relations management services. If these services become unavailable due to extended outages or interruptions, or because they are no longer available on commercially reasonable terms or prices, our expenses could increase. As a result, our ability to manage our operations could be interrupted and our processes for managing our sales process and supporting our customers could be impaired until equivalent services, if available, are identified, obtained and implemented, all of which could adversely affect our business, results of operations and financial condition.

If we are unable to develop and maintain successful relationships with independent software vendors and system integrators, our business, results of operations and financial condition could be adversely affected.

We believe that continued growth of our business depends in part upon identifying, developing and maintaining strategic relationships with independent software vendor (ISV) development platforms and system integrators.consulting partners. As part of our growth strategy, we plan to further develop product partnerships with ISV development platforms to embed our products as additional distribution channels and also intend to further develop partnerships and specific solution areas with systems integrators.consulting partners. If we fail to establish these relationships in a timely and cost-effectivecost‑effective manner, or at all, then our business, results of operations and financial condition could be adversely affected. Additionally, even if we are successful at developing these relationships but there are problems or issues with the integrations or enterprises are not willing to purchase through ISV development platforms,consulting partners, our reputation and ability to grow our business may also be adversely affected.

Any failure to offer high-qualityhigh quality customer support may adversely affect our relationships with our customers and prospective customers, and adversely affect our business, results of operations and financial condition.

Many of our customers depend on our customer support team to assist them in deploying our products effectively to help them to resolve post-deploymentpost‑deployment issues quickly and to provide ongoing support. If we do not devote sufficient resources or are otherwise unsuccessful in assisting our customers effectively, it could adversely affect our ability to retain existing customers and could prevent prospective customers from adopting our products. We may be unable to respond quickly enough to accommodate short-termshort‑term increases in demand for customer support. We also may be unable to modify the nature, scope and delivery of our customer support to compete with changes in the support services provided by our competitors. Increased demand for customer support, without corresponding revenue, could increase costs and adversely affect our business, results of operations and financial condition. Our sales are highly dependent on our business reputation and on positive recommendations from developers. Any failure to maintain high-qualityhigh quality customer support, or a market perception that we do not maintain high-qualityhigh quality customer support, could erode customer trust and adversely affect our reputation, business, results of operations and financial condition.

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Failure to set optimal prices for our products could adversely impact our business, results of operations and financial condition.
We charge our customers based on their use of our products. We expect that we may need to change our pricing from time to time. In the past, we have sometimes reduced our prices either for individual customers in connection with long‑term agreements or for a particular product. One of the challenges to our pricing is that the fees that we pay to network service providers over whose networks we transmit communications can vary daily or weekly and are affected by volume and other factors that may be outside of our control and difficult to predict. This can result in us incurring increased costs that we may be unable or unwilling to pass through to our customers, which could adversely impact our business, results of operations and financial condition.
Further, as competitors introduce new products or services that compete with ours or reduce their prices, we may be unable to attract new customers or retain existing customers based on our historical pricing. As we expand internationally, we also must determine the appropriate price to enable us to compete effectively internationally. Moreover, enterprises, which are a primary focus for our direct sales efforts, may demand substantial price concessions. In addition, if the mix of products sold changes, including for a shift to IP‑based products, then we may need to, or choose to, revise our pricing. As a result, in the future we may be required or choose to reduce our prices or change our pricing model, which could adversely affect our business, results of operations and financial condition.
We have been sued, and may, in the future, be sued by third parties for alleged infringement of their proprietary rights, which could adversely affect our business, results of operations and financial condition.

There is considerable patent and other intellectual property development activity in our industry. Our future success depends, in part, on not infringing the intellectual property rights of others.others and we may be unaware of the intellectual property rights of others that may cover some or all of our technology. Our competitors or other third parties have claimed and may, in the future, claim that weour products or platform and underlying technology are infringing upon their intellectual property rights, and we may be found to be infringing upon such rights. For example, on April 30, 2015, Telesign Corporation or Telesign, filed a lawsuit against(“Telesign”) sued us in the United States District Court, Central District of California (Telesign I). Telesign alleges2015 and 2016 alleging that we are infringing threeinfringed four U.S. patents that it holds: U.S. Patent No. 8,462,920 (“‘920”), U.S. Patent No. 8,687,038 (“‘038”) and U.S. Patent No. 7,945,034 (“‘034”).patents. The patent infringement allegations in the lawsuit relatelawsuits related to our Programmable Authentication products, our two-factortwo‑factor authentication use case,Authy, and an API tool to find information about a phone number. Subsequently, on March 28, 2016, Telesign filedOn October 19, 2018, a second lawsuit against us in the United States District Court Centralin the Northern District of California (Telesign II), alleging infringement of U.S. Patent No. 9,300,792 (“‘792”) held by Telesign. The ‘792 patent isentered judgment in the same patent family as the ‘920 and ‘038 patentsour favor on all asserted in Telesign I, and the infringement allegations in Telesign II relate to our Programmable Authentication products and our two-factor authentication use case. With respect to each of the patents asserted in Telesign I and Telesign II, the complaints seek, among other things, to enjoin us from allegedly infringing these patents along with damages for lost profits. See the section titled “Item 3. Legal Proceedings.”claims, which was affirmed on appeal. We intend to vigorously defend these lawsuits and believe we have meritorious defenses to each matter in which we are a defendant. However, litigation is inherently uncertain, and any judgment or injunctive relief enteredourselves against us or any adverse settlement could negatively affect our business, results of operations and financial condition. In addition, litigation can involve significant management time and attention and be expensive, regardless of outcome.such lawsuits. During the course of these lawsuits, there may be announcements of the results of hearings and motions and other interim developments related to the litigation. If securities analysts or investors regard these announcements as negative, the trading price of our Class A common stock may decline.

In the future, we may receive claims from third parties, including our competitors, that ouralso introduce or acquire new products or platform and underlying technology infringe or violate a third party’stechnologies, including in areas where we historically have not participated in, which could increase our exposure to intellectual property rights, and we may be found to be infringing upon such rights. We may be unaware of the intellectual property rights of others that may cover some or all of our technology.claims. Any claims or litigation could cause us to incur significant expenses and, if successfully asserted against us, could require that we pay substantial damages or ongoing royalty payments, prevent us from offering our products, or require that we comply with other unfavorable terms. We may also be obligated to indemnify our customers or business partners in connection with any such litigation and to obtain licenses or modify our products or platform, which could further exhaust our resources. EvenLitigation is inherently uncertain and even if we were to prevail in the event of claims or litigation against us, any claim or litigation regarding intellectual property could be costly and time-consumingtime‑consuming and divert the attention of our management and other employees from our business. Patent infringement, trademark infringement, trade secret misappropriation and other intellectual property claims and proceedings brought against us, whether successful or not, could harm to our brand, business, results of operations and financial condition.

Indemnity provisions in various agreements potentially expose us to substantial liability for intellectual property infringement and other losses.

Our agreements with customers and other third parties typically include indemnification or other provisions under which we agree to indemnify or otherwise be liable to them for losses suffered or incurred as a result of claims of intellectual property infringement, loss or exposure of confidential or sensitive data, damages caused by us to property or persons or other liabilities relating to or arising from our products or platform or other acts or omissions. The term of these contractual provisions often survives termination or expiration of the applicable agreement. Large indemnity payments or damage claims from contractual breach could harm our business, results of operations and financial condition. Although typically we normally contractually limit our liability with respect to such obligations, we may still incur substantial liability related to them. Any dispute with a customer with respect to such obligations could have adverse effects on our relationship with that customer and other current and prospective customers, reduce demand for our products and adversely affect our business, results of operations and financial condition.

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We could incur substantial costs in protecting or defending our intellectual property rights, and any failure to protect our intellectual property could adversely affect our business, results of operations and financial condition.

Our success depends, in part, on our ability to protect our brand and the proprietary methods and technologies that we develop under patent and other intellectual property laws ofin the United StatesU.S. and foreignin non-U.S. jurisdictions so that we can prevent others from using our inventions and proprietary information. As of September 30, 2017, we had 13 registered trademarks in the United States and 61 registered trademarks in foreign jurisdictions. In addition, as of September 30, 2017,December 31, 2020, in the United States, we had been issued 74157 patents, which expire between 2029 and 2036, and we had 40 patent applications pending for examination and two pending provisional applications.2039. As of such date, we also had seven33 issued patents and seven patent applications pending for examination in foreignnon-U.S. jurisdictions, all of which are related to U.S. patents and patent applications. We have also filed various applications for protection of certain aspects of our intellectual property in the United States and internationally. There can be no assurance that additional patents will be issued or that any patents that have been issued or that may be issued in the future will provide significant protection for our intellectual property. As of December 31, 2020, we had 41 registered trademarks in the United States and 257 registered trademarks in non-U.S. jurisdictions. If we fail to protect our intellectual property rights adequately, our competitors might gain access to our technology and our business, results of operations and financial condition may be adversely affected.

There can be no assurance that the particular forms of intellectual property protection that we seek, including business decisions about when to file trademarkpatent applications and patenttrademark applications, will be adequate to protect our business. We could be required to spend significant resources to monitor and protect our intellectual property rights. Litigation may be necessary in the future to enforce our intellectual property rights, determine the validity and scope of our proprietary rights or those of others, or defend against claims of infringement or invalidity. Such litigation could be costly, time-consumingtime‑consuming and distracting to management, result in a diversion of significant resources, the narrowing or invalidation of portions of our intellectual property and have an adverse effect on our business, results of operations and financial condition. Our efforts to enforce our intellectual property rights may be met with defenses, counterclaims and countersuits attacking the validity and enforceability of our intellectual property rights or alleging that we infringe the counterclaimant’s own intellectual property. Any of our patents, copyrights, trademarks or other intellectual property rights could be challenged by others or invalidated through administrative process or litigation.

We also rely, in part, on confidentiality agreements with our business partners, employees, consultants, advisors, customers and others in our efforts to protect our proprietary technology, processes and methods. These agreements may not effectively prevent disclosure of our confidential information, and it may be possible for unauthorized parties to copy our software or other proprietary technology or information, or to develop similar software independently without our having an adequate remedy for unauthorized use or disclosure of our confidential information. In addition, others may independently discover our trade secrets and proprietary information, and in these cases, we would not be able to assert any trade secret rights against those parties. Costly and time-consumingtime‑consuming litigation could be necessary to enforce and determine the scope of our proprietary rights, and failure to obtain or maintain trade secret protection could adversely affect our competitive business position.

In addition, the laws of some countries do not protect intellectual property and other proprietary rights to the same extent as the laws of the United States. To the extent we expand our international activities, our exposure to unauthorized copying, transfer and use of our proprietary technology or information may increase.

We cannot be certain that our means of protecting our intellectual property and proprietary rights will be adequate or that our competitors will not independently develop similar technology. If we fail to meaningfully protect our intellectual property and proprietary rights, our business, results of operations and financial condition could be adversely affected.

We may acquire or invest in companies, which may divert our management’s attention and result in debt or dilution to our stockholders. We may be unable to integrate acquired businesses and technologies successfully or achieve the expected benefits of such acquisitions or investments.
We actively evaluate and consider potential strategic transactions, including acquisitions of, or investments in, businesses, technologies, services, products and other assets in the future. For example, in November 2020, we acquired Segment for a total purchase price of $3.0 billion, of which approximately $2.5 billion represented the value of our Class A common stock issued at closing. The estimated transaction value of $3.2 billion, as previously announced, included certain shares of Class A common stock and assumed equity awards that are subject to future vesting. Accordingly, at closing, our stockholders incurred substantial dilution. Any future acquisitions or strategic transactions may result in additional dilution or require us to take on debt in order to finance any such transactions. For further risks related to the acquisition of Segment, please see below under “Risks Related to the Acquisition of Segment.” We also may enter into relationships with other businesses to expand our products and platform, which could involve preferred or exclusive licenses, additional channels of distribution, discount pricing or investments in other companies, such as our recent proposed investment of up to $750.0 million in Syniverse Corporation.
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Any acquisition, investment or business relationship may result in unforeseen operating difficulties and expenditures. In particular, we may encounter difficulties or delays in assimilating or integrating the businesses, technologies, products, employees or operations of the acquired companies, particularly if the key employees of the acquired company choose not to work for us, their products or services are not easily adapted to work with our platform, or we have difficulty retaining the customers of any acquired business due to changes in ownership, management or otherwise. In addition, we may discover liabilities or deficiencies associated with the assets or companies we acquire or ineffective or inadequate controls, procedures or policies at an acquired business that were not identified in advance, any of which could result in significant unanticipated costs. Acquisitions also may disrupt our business, divert our resources or require significant management attention that would otherwise be available for development of our existing business. Moreover, the anticipated benefits of any acquisition, investment or business relationship may not be realized or we may be exposed to unknown risks or liabilities.
Negotiating these transactions can be time consuming, difficult and expensive, and our ability to complete these transactions may often be subject to approvals that are beyond our control. Consequently, these transactions, even if announced, may not be completed. For one or more of those transactions, we may:
issue additional equity securities that would dilute our existing stockholders;
use cash that we may need in the future to operate our business;
incur large charges or substantial liabilities;
incur debt on terms unfavorable to us or that we are unable to repay;
encounter difficulties retaining key employees of the acquired company or integrating diverse software codes or business cultures;
encounter difficulties retaining the acquired company's customers; or
become subject to adverse tax consequences, substantial depreciation, or deferred compensation charges.
The occurrence of any of these foregoing could adversely affect our business, results of operations and financial condition.
We depend largely on the continued services of our senior management and other key employees, the loss of any of whom could adversely affect our business, results of operations and financial condition.
Our future performance depends on the continued services and contributions of our senior management and other key employees to execute on our business plan, to develop our products and platform, to deliver our products to customers, to attract and retain customers and to identify and pursue opportunities. The loss of services of senior management or other key employees could significantly delay or prevent the achievement of our development and strategic objectives. In particular, we depend to a considerable degree on the vision, skills, experience and effort of our co‑founder and Chief Executive Officer, Jeff Lawson. None of our executive officers or other senior management are bound by a written employment agreement and any of them may terminate employment with us at any time with no advance notice. The replacement of any of our senior management would likely involve significant time and costs, and such loss could significantly delay or prevent the achievement of our business objectives. The loss of the services of any of our senior management or other key employees for any reason could adversely affect our business, results of operations and financial condition.
If we are unable to hire, retain and motivate qualified employees, our business will suffer.
Our future success depends, in part, on our ability to continue to attract and retain highly skilled employees. We believe that there is, and will continue to be, intense competition for highly skilled management, technical, sales and other employees with experience in our industry in the San Francisco Bay Area, where our headquarters are located, and in other locations where we maintain offices. We must provide competitive compensation packages and a high quality work environment to hire, retain and motivate employees. If we are unable to retain and motivate our existing employees and attract qualified employees to fill key positions, we may be unable to manage our business effectively, including the development, marketing and sale of our products, which could adversely affect our business, results of operations and financial condition. To the extent we hire employees from competitors, we also may be subject to allegations that they have been improperly solicited or divulged proprietary or other confidential information.
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Volatility in, or lack of performance of, our stock price may also affect our ability to attract and retain key employees. Many of our key employees are, or will soon be, vested in a substantial number of shares of Class A common stock or stock options. Employees may be more likely to terminate their employment with us if the shares they own or the shares underlying their vested options have significantly appreciated in value relative to the original purchase prices of the shares or the exercise prices of the options, or, conversely, if the exercise prices of the options that they hold are significantly above the trading price of our Class A common stock. If we are unable to retain our employees, our business, results of operations and financial condition could be adversely affected.
United States federal legislation and international laws impose certain obligations on the senders of commercial emails, which could minimize the effectiveness of our platform, and establish financial penalties for non-compliance, which could increase the costs of our business.
The Federal Controlling the Assault of Non-Solicited Pornography and Marketing Act of 2003, or the CAN-SPAM Act, establishes certain requirements for commercial email messages and transactional email messages and specifies penalties for the transmission of email messages that are intended to deceive the recipient as to source or content. Among other things, the CAN-SPAM Act, obligates the sender of commercial emails to provide recipients with the ability to “opt-out” of receiving future commercial emails from the sender. In addition, some states have passed laws regulating commercial email practices that are significantly more restrictive and difficult to comply with than the CAN-SPAM Act. For example, Utah and Michigan prohibit the sending of email messages that advertise products or services that minors are prohibited by law from purchasing (e.g., alcoholic beverages, tobacco products, illegal drugs) or that contain content harmful to minors (e.g., pornography) to email addresses listed on specified child protection registries. Some portions of these state laws may not be preempted by the CAN-SPAM Act. In addition, certain non-U.S. jurisdictions in which we operate have enacted laws regulating the sending of email that are more restrictive than U.S. laws. For example, some foreign laws prohibit sending broad categories of email unless the recipient has provided the sender advance consent to receipt of such email, or in other words has “opted-in” to receiving such email. If we were found to be in violation of the CAN-SPAM Act, applicable state laws governing email not preempted by the CAN-SPAM Act or foreign laws regulating the distribution of email, whether as a result of violations by our customers or our own acts or omissions, we could be required to pay large penalties, which would adversely affect our financial condition, significantly harm our business, injure our reputation and erode customer trust. The terms of any injunctions, judgments, consent decrees or settlement agreements entered into in connection with enforcement actions or investigations against our company in connection with any of the foregoing laws may also require us to change one or more aspects of the way we operate our business, which could impair our ability to attract and retain customers or could increase our operating costs.
Our customers’ and other users’ violation of our policies or other misuse of our platform to transmit unauthorized, offensive or illegal messages, spam, phishing scams, and website links to harmful applications or for other fraudulent or illegal activity could damage our reputation, and we may face a risk of litigation and liability for illegal activities on our platform and unauthorized, inaccurate, or fraudulent information distributed via our platform.
The actual or perceived improper sending of text messages or voice calls may subject us to potential risks, including liabilities or claims relating to consumer protection laws and regulatory enforcement, including fines. For example, the Telephone Consumer Protection Act of 1991 restricts telemarketing and the use of automatic SMS text messages without explicit customer consent. This has resulted in civil claims against our company and requests for information through third‑party subpoenas. The scope and interpretation of the laws that are or may be applicable to the delivery of text messages or voice calls are continuously evolving and developing. If we do not comply with these laws or regulations or if we become liable under these laws or regulations due to the failure of our customers to comply with these laws by obtaining proper consent, we could face direct liability.
Moreover, despite our ongoing and substantial efforts to limit such use, certain customers may use our platform to transmit unauthorized, offensive or illegal messages, calls, spam, phishing scams, and website links to harmful applications, reproduce and distribute copyrighted material or the trademarks of others without permission, and report inaccurate or fraudulent data or information. These issues also arise with respect to a portion of those users who use our platform on a free trial basis or upon initial use. These actions are in violation of our policies, in particular, our Acceptable Use Policy. However, our efforts to defeat spamming attacks, illegal robocalls and other fraudulent activity will not prevent all such attacks and activity. Such use of our platform could damage our reputation and we could face claims for damages, regulatory enforcement, copyright or trademark infringement, defamation, negligence, or fraud. Moreover, our customers’ and other users’ promotion of their products and services through our platform might not comply with federal, state, and foreign laws. We rely on contractual representations made to us by our customers that their use of our platform will comply with our policies and applicable law, including, without limitation, our email and messaging policies. Although we retain the right to verify that customers and other users are abiding by certain contractual terms, our Acceptable Use Policy and our email and messaging policies and, in certain circumstances, to review their email and distribution lists, our customers and other users are ultimately responsible for
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compliance with our policies, and we do not systematically audit our customers or other users to confirm compliance with our policies. We cannot predict whether our role in facilitating our customers’ or other users’ activities would expose us to liability under applicable law, or whether that possibility could become more likely if changes to current laws regulating content moderation, such as Section 230 of the Communications Decency Act are enacted. There have been various Congressional and executive efforts to eliminate or modify Section 230, which limits the liability of internet platforms for third-party content that is transmitted via those platforms and for good-faith moderation of offensive content. President Biden and many Members of Congress from both parties support reform or repeal of Section 230, so the possibility of Congressional action remains. In addition, a petition filed by the Trump administration with the Federal Communications Commission to adopt rules interpreting Section 230 remains before the Commission. If the FCC adopts rules, the scope of the protection offered by Section 230 could be narrowed considerably. The FCC has not released any document describing the rules that would be proposed and no date has been set for a vote on any such proposal. The Democratic Commissioners of the FCC have indicated that they are opposed to the petition and now control the agenda of the FCC. Even if claims asserted against us do not result in liability, we may incur substantial costs in investigating and defending such claims. If we are found liable for our customers’ or other users’ activities, we could be required to pay fines or penalties, redesign business methods or otherwise expend resources to remedy any damages caused by such actions and to avoid future liability.
Our use of open source software could negatively affect our ability to sell our products and subject us to possible litigation.

Our products and platform incorporate open source software, and we expect to continue to incorporate open source software in our products and platform in the future. Few of the licenses applicable to open source software have been interpreted by courts, and there is a risk that these licenses could be construed in a manner that could impose unanticipated conditions or restrictions on our ability to commercialize our products and platform. Moreover, although we have implemented policies to regulate the use and incorporation of open source software into our products and platform, we cannot be certain that we have not incorporated open source software in our products or platform in a manner that is inconsistent with such policies. If we fail to comply with open source licenses, we may be subject to certain requirements, including requirements that we offer our products that incorporate the open source software for no cost, that we make available source code for modifications or derivative works we create based upon, incorporating or using the open source software and that we license such modifications or derivative works under the terms of applicable open source licenses. If an author or other third party that distributes such open source software were to allege that we had not complied with the conditions of one or more of these licenses, we could be required to incur significant legal expenses defending against such allegations and could be subject to significant damages, enjoined from generating revenue from customers using products that contained the open source software and required to comply with onerous conditions or restrictions on these products. In any of these events, we and our customers could be required to seek licenses from third parties in order to continue offering our products and platform and to re-engineerre‑engineer our products or platform or discontinue offering our products to customers in the event re-engineeringre‑engineering cannot be accomplished on a timely basis. Any of the foregoing could require us to devote additional research and development resources to re-engineerre‑engineer our products or platform, could result in customer dissatisfaction and may adversely affect our business, results of operations and financial condition.

We may acquire or invest in companies, which may divert our management’s attention and result in debt or dilution to our stockholders. We may be unable to integrate acquired businesses and technologies successfully or achieve the expected benefits of such acquisitions.

We may evaluate and consider potential strategic transactions, including acquisitions of, or investments in, businesses, technologies, services, products and other assets in the future. We also may enter into relationships with other businesses to expand our products and platform, which could involve preferred or exclusive licenses, additional channels of distribution, discount pricing or investments in other companies.

Any acquisition, investment or business relationship may result in unforeseen operating difficulties and expenditures. In particular, we may encounter difficulties assimilating or integrating the businesses, technologies, products, personnel or operations of the acquired companies, particularly if the key personnel of the acquired company choose not to work for us, their products or services are not easily adapted to work with our platform, or we have difficulty retaining the customers of any acquired business due to changes in ownership, management or otherwise. Acquisitions may also disrupt our business, divert our resources and require significant management attention that would otherwise be available for development of our existing business. Moreover, the anticipated benefits of any acquisition, investment or business relationship may not be realized or we may be exposed to unknown risks or liabilities.

Negotiating these transactions can be time-consuming, difficult and expensive, and our ability to complete these transactions may often be subject to approvals that are beyond our control. Consequently, these transactions, even if announced, may not be completed. For one or more of those transactions, we may:

·                  issue additional equity securities that would dilute our existing stockholders;

·                  use cash that we may need in the future to operate our business;

·                  incur large charges or substantial liabilities;

·                  incur debt on terms unfavorable to us or that we are unable to repay;

·                  encounter difficulties retaining key employees of the acquired company or integrating diverse software codes or business cultures; and

·                  become subject to adverse tax consequences, substantial depreciation, or deferred compensation charges.

The occurrence of any of these foregoing could adversely affect our business, results of operations and financial condition.

We depend largely on the continued services of our senior management and other key employees, the loss of any of whom could adversely affect our business, results of operations and financial condition.

Our future performance depends on the continued services and contributions of our senior management and other key employees to execute on our business plan, to develop our products and platform, to deliver our products to customers, to attract and retain customers and to identify and pursue opportunities. The loss of services of senior management or other key employees could significantly delay or prevent the achievement of our development and strategic objectives. In particular, we depend to a considerable degree on the vision, skills, experience and effort of our co-founder and Chief Executive Officer, Jeff Lawson. None of our executive officers or other senior management personnel is bound by a written employment agreement and any of them may terminate employment with us at any time with no advance notice. The replacement of any of our senior management personnel would likely involve significant time and costs, and such loss could significantly delay or prevent the achievement of our business objectives. The loss of the services of our senior management or other key employees for any reason could adversely affect our business, results of operations and financial condition.

Our management team has limited experience managing a public company.

Most members of our management team have limited experience managing a publicly-traded company, interacting with public company investors and complying with the increasingly complex laws pertaining to public companies. Our management team may not successfully or efficiently manage us as a public company subject to significant regulatory oversight and reporting obligations under the federal securities laws and the continuous scrutiny of securities analysts and investors. These new obligations and constituents require significant attention from our senior management and could divert their attention away from the day-to-day management of our business, which could adversely affect our business, results of operations and financial condition.

If we are unable to hire, retain and motivate qualified personnel, our business will suffer.

Our future success depends, in part, on our ability to continue to attract and retain highly skilled personnel. We believe that there is, and will continue to be, intense competition for highly skilled management, technical, sales and other personnel with experience in our industry in the San Francisco Bay Area, where our headquarters are located, and in other locations where we maintain offices. We must provide competitive compensation packages and a high-quality work environment to hire, retain and motivate employees. If we are unable to retain and motivate our existing employees and attract qualified personnel to fill key positions, we may be unable to manage our business effectively, including the development, marketing and sale of our products, which could adversely affect our business, results of operations and financial condition. To the extent we hire personnel from competitors, we also may be subject to allegations that they have been improperly solicited or divulged proprietary or other confidential information.

Volatility in, or lack of performance of, our stock price may also affect our ability to attract and retain key personnel. Many of our key personnel are, or will soon be, vested in a substantial amount of shares of Class A common stock or stock options. Employees may be more likely to terminate their employment with us if the shares they own or the shares underlying their vested options have significantly appreciated in value relative to the original purchase prices of the shares or the exercise prices of the options, or, conversely, if the exercise prices of the options that they hold are significantly above the trading price of our Class A common stock. If we are unable to retain our employees, our business, results of operations and financial condition could be adversely affected.

Our products and platform and our business are subject to a variety of U.S. and international laws and regulations, including those regarding privacy, data protection and information security, and our customers may be subject to regulations related to the handling and transfer of certain types of sensitive and confidential information. Any failure of our products to comply with or enable our customers and channel partners to comply with applicable laws and regulations would harm our business, results of operations and financial condition.

We and our customers that use our products may be subject to privacy- and data protection-related laws and regulations that impose obligations in connection with the collection, processing and use of personal data, financial data, health data or other similar data. Existing U.S. federal and various state and foreign privacy- and data protection-related laws and regulations are evolving and subject to potentially differing interpretations, and various legislative and regulatory bodies may expand current or enact new laws and regulations regarding privacy- and data protection-related matters. New laws, amendments to or re-interpretations of existing laws and regulations, rules of self-regulatory bodies, industry standards and contractual obligations may impact our business and practices, and we may be required to expend significant resources to adapt to these changes, or stop offering our products in certain countries. These developments could adversely affect our business, results of operations and financial condition.

The U.S. federal and various state and foreign governments have adopted or proposed limitations on, or requirements regarding, the collection, distribution, use, security and storage of personally identifiable information of individuals. The U.S. Federal Trade Commission and numerous state attorneys general are applying federal and state consumer protection laws to impose standards on the online collection, use and dissemination of data, and to the security measures applied to such data. Similarly, many foreign countries and governmental bodies, including the EU member states, have laws and regulations concerning the collection and use of personally identifiable information obtained from individuals located in the EU or by businesses operating within their jurisdiction, which are often more restrictive than those in the United States. Laws and regulations in these jurisdictions apply broadly to the collection, use, storage, disclosure and security of personally identifiable information that identifies or may be used to identify an individual, such as names, telephone numbers, email addresses and, in some jurisdictions, IP addresses and other online identifiers. In particular, on April 27, 2016 the European Union adopted the General Data Protection Regulation 2016/679 (GDPR) that will take full effect on May 25, 2018.  The GDPR will repeal and replace the EU Data Protection Directive 95/46/EC and it will be directly applicable across EU member states. The GDPR applies to any company established in the EU as well as to those outside the EU if they collect and use personal data through the provision of goods or services to individuals in the EU or monitoring their behavior (for example, through online tracking).  The GDPR enhances data protection obligations for businesses and provides direct legal obligations for service providers (data processors) processing personal data on behalf of customers, including with respect to cooperation with European data protection authorities, implementation of security measures and keeping records of personal data processing activities. Noncompliance with the GDPR can trigger steep fines of up to €20 million or 4% of global annual revenues, whichever is higher. Given the breadth and depth of changes in data protection obligations, preparing to meet the GDPR’s requirements before its application on May 25, 2018 requires time, resources and a review of the technology and systems currently in use against the GDPR’s requirements. We are taking steps to prepare for complying with the GDPR requirements, including integrating GDPR-compliant privacy protections into our products and services, commercial agreements and record-keeping practices to help us and our customers meet compliance GDPR obligations. Additional EU laws and regulations (and member states implementations thereof) further govern the protection of consumers and of electronic communications. Although we endeavor to have our products and platform comply with applicable laws and regulations, these and other obligations may be modified, they may be interpreted and applied in an inconsistent manner from one jurisdiction to another, and they may conflict with one another, other regulatory requirements, contractual commitments or our internal practices. In addition, we may find it necessary or desirable to join industry or other self-regulatory bodies or other privacy- or data protection-related organizations that require compliance with their rules pertaining to privacy and data protection. We also may be bound by contractual obligations relating to our collection, use and disclosure of personal, financial and other data.

We have in the past relied on adherence to the U.S. Department of Commerce’s Safe Harbor Privacy Principles and compliance with the U.S.—EU and U.S.—Swiss Safe Harbor Frameworks as agreed to and set forth by the U.S. Department of Commerce, and the European Union and Switzerland. As a result of the October 6, 2015 European Union Court of Justice, or ECJ, decision in Case C-362/14 (Schrems v. Data Protection Commissioner) regarding the adequacy of the U.S.—EU Safe Harbor Framework, the U.S.—EU Safe Harbor Framework is no longer deemed to be a valid method of compliance with restrictions set forth in the EU Data Protection Directive 95/46/EC (and member states’ implementations thereof) regarding the transfer of personal data outside of the European Economic Area. On July 12, 2016, the European Commission adopted the EU-U.S. Privacy Shield Framework to replace the Safe Harbor Framework and on January 12, 2017, the Swiss Government announced the approval of the Swiss-U.S. Privacy Shield Framework to replace the U.S.-Swiss Safe Harbor Framework. We self-certified to the EU-U.S. and Swiss-U.S. Privacy Shield Frameworks which ensure that we are implementing adequate privacy protections for EU personal data transferred to the U.S. The Privacy Shield Framework continues to face criticism from privacy advocates (which believe that it does not ensure adequate protections for personal data transferred to the US) and is subject to pending legal challenges in the General Court of the ECJ. Likewise, another transfer mechanism provided by the EU data protection legislation — the standard contractual clauses approved by the European Commission — is subject to a pending litigation before the Irish High Court (on grounds similar to those that led to the invalidation of the Safe Harbor framework), which recently referred questions on the validity of such clauses to the ECJ. In light of the above and the uncertainties surrounding mechanisms for data transfers, we anticipate engaging in efforts to legitimize data transfers from the European Economic Area. We may be unsuccessful in establishing legitimate means of transferring data from the European Economic Area, we may experience hesitancy, reluctance, or refusal by European or multinational customers to continue to use our services due to the potential risk exposure to such customers as a result of the ECJ ruling, and we and our customers are at risk of enforcement actions taken by an EU data protection authority until such point in time that we ensure that all data transfers to us from the European Economic Area are legitimized. In addition, as the United Kingdom transitions out of the EU, we may encounter additional complexity with respect to data privacy and data transfers.

With respect to all of the foregoing, any failure or perceived failure by us, our products or our platform to comply with U.S., EU or other foreign privacy or data security laws, policies, industry standards or legal obligations, or any security incident that results in the unauthorized access to, or acquisition, release or transfer of, personally identifiable information or other customer data may result in governmental investigations, inquiries, enforcement actions and prosecutions, private litigation, fines and penalties or adverse publicity. For example, on February 18, 2016, a putative class action complaint was filed in the Alameda County Superior Court in California. The complaint alleges that our products permit the interception, recording and disclosure of communications at a customer’s request and in violation of the California Invasion of Privacy Act. The complaint seeks injunctive relief as well as monetary damages. We intend to vigorously defend this lawsuit and believe we have meritorious defenses; however, this litigation, any other such actions in the future and related penalties could divert management’s attention and resources, adversely affect our brand, business, results of operations and financial condition.

We expect that there will continue to be new proposed laws, regulations and industry standards concerning privacy, data protection and information security in the United States, the European Union and other jurisdictions, and we cannot yet determine the impact such future laws, regulations and standards may have on our business. Because global laws, regulations and industry standards concerning privacy and data security have continued to develop and evolve rapidly, it is possible that we or our products or platform may not be, or may not have been, compliant with each such applicable law, regulation and industry standard.

Any such new laws, regulations, other legal obligations or industry standards, or any changed interpretation of existing laws, regulations or other standards may require us to incur additional costs and restrict our business operations. If our privacy or data security measures fail to comply with current or future laws, regulations, policies, legal obligations or industry standards, we may be subject to litigation, regulatory investigations, fines or other liabilities, as well as negative publicity and a potential loss of business.

Changes in laws and regulations related to the Internet or changes in the Internet infrastructure itself may diminish the demand for our products, and could adversely affect our business, results of operations and financial condition.

The future success of our business depends upon the continued use of the Internet as a primary medium for commerce, communications and business applications. Federal, state or foreign government bodies or agencies have in the past adopted, and may in the future adopt, laws or regulations affecting the use of the Internet as a commercial medium. Changes in these laws or regulations could require us to modify our products and platform in order to comply with these changes. In addition, government agencies or private organizations have imposed and may impose additional taxes, fees or other charges for accessing the Internet or commerce conducted via the Internet. These laws or charges could limit the growth of Internet-relatedInternet‑related commerce or communications generally or result in reductions in the demand for Internet-basedInternet‑based products and services such as our products and platform. In particular, the re-adoption of “network neutrality” rules in the United States, which President Biden supported during his campaign, could affect the services used by us and our customers. In addition, the use of the Internet as a business tool could be adversely affected due to delays in the development or adoption of new standards and protocols to handle increased demands of Internet activity, security, reliability, cost, ease-of-use,ease‑of‑use, accessibility and quality of service. The performance of the Internet and its acceptance as a business tool has been adversely affected by “viruses”, “worms”,“viruses,” “worms,” and similar malicious programs. If the use of the Internet is reduced as a result of these or other issues, then demand for our products could decline, which could adversely affect our business, results of operations and financial condition.

Certain

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The technology industry is subject to telecommunications-related regulations, and future legislative or regulatory actions could adversely affect our business, results of operations and financial condition.

As a provider of communications products, we are subject to existing or potential FCC regulations relating to privacy, Telecommunications Relay Service Fund contributions and other requirements. FCC classification of our Internet voice communications products as telecommunications servicesincreasing scrutiny that could result in additional federalgovernment actions that would negatively affect our business.

The technology industry is subject to intense media, political and state regulatory obligations.scrutiny, including on issues related to antitrust, privacy, and artificial intelligence, which exposes us to government investigations, legal actions and penalties. For instance, various regulatory agencies, including competition and consumer protection authorities, have active proceedings and investigations concerning multiple technology companies on antitrust and other issues. If we do not comply with FCC rules and regulations,become subject to such investigations, we could be subject to FCC enforcement actions, fines, loss of licenses and possibly restrictions on our ability to operate or offer certain of our products. Any enforcement action by the FCC, which may be a public process, would hurt our reputation in the industry, possibly impair our ability to sell our products to customers and could adversely affect our business, results of operations and financial condition.

Our products are subject to a number of FCC regulations and laws that are administered by the FCC. Among others, we must comply (in whole or in part) with:

·                  the Communications Act of 1934, as amended, which regulates communications services and the provision of such services;

·                  the Telephone Consumer Protection Act, or TCPA, which limits the use of automatic dialing systems, artificial or prerecorded voice messages, SMS text messages and fax machines;

·                  the Communications Assistanceliable for Law Enforcement Act, or CALEA, which requires covered entities to assist law enforcement in undertaking electronic surveillance;

·                  requirements to safeguard the privacy of certain customer information;

·                  payment of annual FCC regulatory fees based on our interstate and international revenues;

·                  rules pertaining to access to our services by people with disabilities and contributions to the Telecommunications Relay Services fund; and

·                  FCC rules regarding the use of customer proprietary network information.

If we do not comply with any current or future rules or regulations that apply to our business, we could be subject to substantial fines and penalties, be required to change our products and services or alter our business operations, receive negative publicity, or be subject to civil litigation, all of which could harm our business. Lawmakers also have proposed new laws and regulations, and modifications to existing laws and regulations, that affect the activities of technology companies such as the recent efforts to eliminate or modify Section 230 of the Communications Decency Act. If such laws and regulations are enacted or modified, they could impact us, even if they are not intended to affect our company. In addition, the introduction of new products and services, expansion of our activities in certain jurisdictions, or other actions that we may havetake may subject us to restructure our offerings, exitadditional laws, regulations, and other scrutiny. The increased scrutiny of certain markets or raiseacquisitions in the price of our products. In addition, any uncertainty regarding whether particular regulations apply to our business, and how they apply,technology industry also could increase our costs or limitaffect our ability to grow. Anyenter into strategic transactions or to acquire other businesses.

Compliance with new or modified laws and regulations could increase the cost of conducting our business, limit the foregoingopportunities to increase our revenues, or prevent us from offering products or services. While we have adopted policies and procedures designed to ensure compliance with applicable laws and regulations, there can be no assurance that our employees, contractors or agents will not violate such laws and regulations. If we are found to have violated laws and regulations, it could materially adversely affect our business,reputation, financial condition and results of operationsoperations.
We also could be harmed by government investigations, litigation, or changes in laws and financial condition.

As we continueregulations directed at our customers, business partners, or suppliers in the technology industry that have the effect of limiting our ability to expand internationally, we have become subjectdo business with those entities. For example, the U.S. government recently has taken action against companies operating in China intended to telecommunicationslimit their ability to do business in the U.S. or with U.S. companies. There can be no assurance that our business will not be materially adversely affected, individually or in the aggregate, by the outcomes of such investigations, litigation or changes to laws and regulations in the foreign countries where we offer our products. Internationally, we currently offer our productsfuture.

The standards that private entities and inbox service providers use to regulate the use and delivery of email have in over 180 countries.

Our international operations are subject to country-specific governmental regulation and related actions that have increasedthe past interfered with, and may in the future interfere with, the effectiveness of our platform and our ability to conduct business.

Some of our customers rely on email for commercial solicitation. Other private entities often advocate standards of conduct or practice that significantly exceed current legal requirements and classify certain solicitations that comply with current legal requirements as spam. Some of these entities maintain “denylists” of companies and individuals, and the websites, inbox service providers and IP addresses associated with those entities or individuals that do not adhere to those standards of conduct or practices for commercial solicitations that the denylisting entity believes are appropriate. If a company’s IP addresses are listed by a denylisting entity, emails sent from those addresses may be blocked if they are sent to any internet domain or internet address that subscribes to the denylisting entity’s service or uses its denylist.
From time to time, some of our IP addresses have become, and we expect will continue to increase our costsbe, listed with one or impact our products and platform or prevent us from offering or providing our products in certain countries. Certainmore denylisting entities due to the messaging practices of our productscustomers and other users. We may be used byat an increased risk of having our IP addresses denylisted due to our scale and volume of email processed, compared to our smaller competitors. While the overall percentage of such email solicitations that our individual customers located in countries where voice and other forms of IP communicationssend may be illegalat or require special licensing or in countriesbelow reasonable standards, the total aggregate number of all emails that we process on a U.S. embargo list. Even wherebehalf of our products are reportedly illegal or become illegal or where users are located in an embargoed country, users in those countriescustomers may trigger increased scrutiny from these denylisting entities. There can be no guarantee that we will be able to continue to usesuccessfully remove ourselves from those lists. Because we fulfill email delivery on behalf of our products in those countries notwithstandingcustomers, denylisting of this type could undermine the illegality or embargo. We may be subject to penalties or governmental action if consumers continue to useeffectiveness of our products in countries where it is illegal to do so,customers’ transactional email, email marketing programs and any such penalties or governmental action may be costly and may harmother email communications, all of which could have a material negative impact on our business, and damage our brand and reputation. We may be required to incur additional expenses to meet applicable international regulatory requirements or be required to discontinue those services if required by law or if we cannot or will not meet those requirements.

If we are unable to effectively process local number and toll-free number portability provisioning in a timely manner or to obtain or retain direct inward dialing numbers and local or toll-free numbers, our businessfinancial condition and results of operations may be adversely affected.

We support local numberoperations.

Additionally, inbox service providers can block emails from reaching their users. While we continually improve our own technology and toll-free number portability, which allows our customers to transfer their existing phone numbers to us and thereby retain their existing phone numbers when subscribing to our voice products. Transferring existing numbers is a manual process that can take up to 15 business days or longer to complete. A new customer of our voice products must maintain both our voice product and the customer’s existing phone service during the number transferring process. Any delay that we experience in transferring these numbers typically results from the fact that we depend on networkwork closely with inbox service providers to transfer these numbers, a process that we do not control, and these networkmaintain our deliverability rates, the implementation of new or more restrictive policies by inbox service providers may refusemake it more difficult to deliver our customers’ emails, particularly if we are not given adequate notice of a change in policy or substantially delaystruggle to update our platform or services to comply with the transferchanged policy in a reasonable amount of these numberstime. In addition, some inbox service providers categorize as “promotional” emails that originate from email service providers and, as a result, direct them to us. Local number portability is considered an important feature by many potential customers, andalternate or “tabbed” section of the recipient’s inbox. If inbox service providers materially limit or halt the delivery of our customers’ emails, or if we fail to reduce any related delays, then we may experience increased difficultydeliver our
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customers’ emails in acquiring new customers.

In addition, our future success depends in part on our ability to procure large quantities of local and toll-free direct inward dialing numbers,a manner compatible with inbox service providers’ email handling or DIDs, inauthentication technologies or other policies, or if the United States and foreign countries at a reasonable cost and without restrictions. Our ability to procure, distribute and retain DIDs depends on factors outsideopen rates of our control, such as applicable regulations,customers’ emails are negatively impacted by the practicesactions of networkinbox service providers that provide DIDs, such as offering DIDs with conditional minimum volume call level requirements,to categorize emails, then customers may question the costeffectiveness of these DIDsour platform and the level of overall competitive demand for new DIDs. Due tocancel their limited availability, there are certain popular area code prefixes that we generally cannot obtain. Our inability to acquire or retain DIDs for our operations would make our voice and messaging products less attractive to potential customersaccounts. This, in the affected local geographic areas. In addition, future growth in our customer base, together with growth in the customer bases of other providers of cloud communications, has increased, which increases our dependence on needing sufficiently large quantities of DIDs. It may become increasingly difficult to source larger quantities of DIDs as we scale and we may need to pay higher costs for DIDs, and DIDs may become subject to more stringent usage conditions. Any of the foregoingturn, could adversely affectharm our business, financial condition and results of operations.

Our global operations and financial condition.

We face a risk of litigation resulting from customer misuse of our software to send unauthorized text messages in violation of the Telephone Consumer Protection Act.

Text messages may subject us to potential risks,liability under trade protection, anti-corruption, and other laws and regulations, including liabilities or claims relating to consumer protection laws. For example, the Telephone Consumer Protection Act of 1991 restricts telemarketinglegal liability and the use of automatic SMS text messages without proper consent. This has resulted in civil claims against the Company and requests for information through third-party subpoenas. The scope and interpretation of the laws that are or may be applicable to the delivery of text messages are continuously evolving and developing. If we do not comply with these laws or regulations orreputational damage if we become liable under these lawsviolate applicable U.S. economic trade sanctions or regulations due to the failure of our customers to comply with these laws by obtaining proper consent, we could face direct liability.

We may be subject to governmental export controls regulations, and economic sanctions regulations thatsuch violations could impair our ability to compete in international markets due to licensing requirements and could subject us to liability if we are not infor compliance with applicable laws.

Variousviolations.

Certain of our products and services may be subject to export controlthese types of laws and economic sanctions regulations, including the U.S. Export Administration Regulations, U.S. Customs regulations, and various economic and trade sanctions regulations administered by the U.S. Treasury Department’s Office of Foreign Assets Controls.Control. Exports of our products and the provision of our services must be made in compliance with these laws and regulations.requirements. Although we take precautions to prevent our products from being provided in violation of such laws, we are aware of previous exports of certain of our products to a small number of persons and organizations that are the subject of U.S. sanctions or located in countries or regions subject to U.S. sanctions. If we fail to comply with these laws and regulations, we and certain of our employees could be subject to substantial civil or criminal penalties, including: the possible loss of export privileges; fines, which may be imposed on us and responsible employees or managers; and, in extreme cases, the incarceration of responsible employees or managers. Obtaining the necessary authorizations, including any required license, for a particular deployment may be time-consuming,time‑consuming, is not guaranteed and may result in the delay or loss of sales opportunities. In addition, changes in our products or services, or changes in applicable export or economic sanctions regulations may create delays in the introduction and deployment of our products and services in international markets, or, in some cases, prevent the export of our products or provision of our services to certain countries or end users. Any change in trade protection laws, policies, export, or economic sanctions regulations,and other regulatory requirements affecting trade and investments, shift in the enforcement or scope of existing regulations, or change in the countries, governments, persons or technologies targeted by such regulations, could also result in decreased use of our products and services, or in our decreased ability to export our products or provide our services to existing or prospective customers with international operations. Any decreased use of our products and services or limitationlimitations on our ability to export our products and provide our services could adversely affect our business, results of operations and financial condition.

The Foreign Corrupt Practices Act and other anti-corruption laws and regulations prohibit corrupt payments by our employees and third parties acting on our behalf, and require that we maintain accurate books and records and adequate internal controls. While we have implemented a global compliance program designed to reduce the risk of violations, our employees or third parties acting on our behalf may fail to comply with applicable laws and regulations. Such violations could result in significant fines and penalties, criminal liability for us, our individual officers or employees, prohibitions on our ability to conduct business, and potential reputational damage.
Further, we incorporate encryption technology into certain of our products. Various countries regulate the import of certain encryption technology, including through import permitting and licensing requirements, and have enacted laws that could limit our customers’ ability to import our products into those countries. Encryption products and the underlying technology may also be subject to export control restrictions. Governmental regulation of encryption technology and regulation of exports of encryption products, or our failure to obtain required approval for our products, when applicable, could harm our international sales and adversely affect our revenue. Compliance with applicable regulatory requirements regarding the export of our products and provision of our services, including with respect to new releases of our products and services, may create delays in the introduction of our products and services in international markets, prevent our customers with international operations from deploying our products and using our services throughout their globally-distributedglobally‑distributed systems or, in some cases, prevent the export of our products or provision of our services to some countries altogether.

Our reliance on SaaS technologies from third parties may adversely affect our business, results of operations and financial condition.
We rely on hosted SaaS technologies from third parties in order to operate critical internal functions of our business, including enterprise resource planning, customer support and customer relations management services. If these services become unavailable due to extended outages or interruptions, or because they are no longer available on commercially reasonable terms or prices, our expenses could increase. As a result, our ability to manage our operations could be interrupted and our processes for managing our sales process and supporting our customers could be impaired until equivalent services, if available, are identified, obtained and implemented, all of which could adversely affect our business, results of operations and financial condition.
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We may have additional tax liabilities, which could harm our business, results of operations and financial condition.

Significant judgments and estimates are required in determining our provision for income taxes and other tax liabilities. Our tax expense may be impacted, for example, if tax laws change or are clarified to our detriment or if tax authorities successfully challenge the tax positions that we take, such as, for example, positions relating to the arms-lengtharms‑length pricing standards for our intercompany transactions and our state sales and useindirect tax positions. In determining the adequacy of income taxes, we assess the likelihood of adverse outcomes that could result if our tax positions were challenged by the Internal Revenue Service or IRS,(“IRS”), and other tax authorities. Should the IRS or other tax authorities assess additional taxes as a result of examinations, we may be required to record charges to operations that could adversely affect our results of operations and financial condition. We are currently in discussions with certain statesjurisdictions regarding prior statepotential sales taxes for prior periods that we may owe. We have reserved $19.4$28.8 million on our SeptemberJune 30, 20172021 balance sheet for these tax payments. The actual exposure could differ materially from our current estimates, and if the actual payments we make to these and other statesany jurisdiction exceed the accrual in our balance sheet, our results of operations would be harmed.

For example, one jurisdiction has assessed us for $38.8 million in taxes, including interest and penalties, which exceeded the $11.5 million we had accrued for that assessment. We believe this assessment is incorrect and have disputed it, and paid the full amount as required by law. The payment made in excess of the accrued amount is reflected as a deposit on our balance sheet. After failing to reach a settlement, we filed a complaint as of May 27, 2021, challenging the jurisdiction’s assessment in court. However, litigation is uncertain and a ruling against us may adversely affect our financial position and results of operation. Many states are also pursuing legislative expansion of the scope of goods and services that are subject to sales and similar taxes as well as the circumstances in which a vendor of goods and services must collect such taxes. Following the U.S. Supreme Court decision in South Dakota v. Wayfair, Inc., states are now free to levy taxes on sales of goods and services based on an “economic nexus,” regardless of whether the seller has a physical presence in the state. Any additional fees and taxes levied on our services by any state may adversely impact our results of operations.

We could be subject to liability for historichistorical and future sales, useindirect and similar taxes, which could adversely affect our results of operations.

We conduct operations in many tax jurisdictions throughout the United States.States and internationally. In many of these jurisdictions, non-income-basednon‑income‑based taxes, such as sales, and useVAT, GST, and telecommunications taxes, are assessed on our operations.operations or our sales to customers. We are subject to indirect taxes, and may be subject to certain other taxes, in some of these jurisdictions. Historically, we have not billed or collected these taxes in certain jurisdictions and, in accordance with generally accepted accounting principles in the United States or (“U.S. GAAP,GAAP”), we have recorded a provision for our tax exposure in these jurisdictions when it is both probable that a liability has been incurred and the amount of the exposure can be reasonably estimated. These estimates include several key assumptions, including, but not limited to, the taxability of our products, the jurisdictions in which we believe we have nexus or a permanent establishment, and the sourcing of revenues to those jurisdictions. In the event these jurisdictions challenge our assumptions and analysis, our actual exposure could differ materially from our current estimates.

We have been and may continue to be subject to scrutiny from state tax authorities in various jurisdictions and may have additional exposure related to our historichistorical operations. Furthermore, certain jurisdictions in which we do not collect such taxes have in the past and may in the future assert that such taxes are applicable, which could result in tax assessments, penalties and interest, and we may be required to collect such taxes in the future. Such tax assessments, penalties and interest or future requirements may adversely affect our business, the prices at which we are able to offer our services, our results of operations and financial condition.

Effective March 2017, we began collecting telecommunications-basedcertain telecommunications‑based taxes from our customers in certain jurisdictions. WeSince then, we have added more jurisdictions where we collect these taxes and we expect to begin collecting suchcontinue expanding the number of jurisdictions in which we will collect these taxes in the future. We are also in discussions with certain jurisdictions regarding our potential sales and other taxes for prior periods that we may owe.
In the event any of these jurisdictions disagree with management's assumptions and analysis, the assessment of our tax exposure could differ materially from management's current estimates. Some customers in other jurisdictions.  We may have some customers that question the incremental tax charges and some may seek to negotiate lower pricing from us, which could adversely affect our business, results of operations and financial condition.

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Our global operations and structure subject us to potentially adverse tax consequences.

We generally conduct our global operations through subsidiaries and report our taxable income in various jurisdictions worldwide based upon our business operations in those jurisdictions. In particular, our intercompany relationships are subject to complex transfer pricing regulations administered by taxing authorities in various jurisdictions. Also, our tax expense could be affected depending on the applicability of withholding and other taxes (including withholding and indirect taxes on software licenses and related intercompany transactions) under the tax laws of certain jurisdictions in which we have business operations. The relevant revenue and taxing authorities may disagree with positions we have taken generally, or our determinations as to the value of assets sold or acquired or income and expenses attributable to specific jurisdictions. If such a disagreement were to occur, and our position were not sustained, we could be required to pay additional taxes, interest and penalties, which could result in one-timeone‑time tax charges, higher effective tax rates, reduced cash flows and lower overall profitability of our operations.

Changes in global and U.S. tax legislation may adversely affect our financial condition, results of operations, and cash flows.
We are unable to predict what global or U.S. tax reforms may be proposed or enacted in the future or what effects such future changes would have on our business. Any such changes in tax legislation, regulations, policies or practices in the jurisdictions in which we operate could increase the estimated tax liability that we have expensed to date and paid or accrued on our balance sheet; affect our financial position, future results of operations, cash flows, and effective tax rates where we have operations; reduce post-tax returns to our stockholders; and increase the complexity, burden, and cost of tax compliance. We are subject to potential changes in relevant tax, accounting, and other laws, regulations, and interpretations, including changes to tax laws applicable to corporate multinationals.
Certain government agencies in jurisdictions where we and our affiliates do business have had an extended focus on issues related to the taxation of multinational companies. In addition, the Organization for Economic Co-operationCo‑operation and Development is conducting a project focused on base erosion and profit shifting in international structures, which seeks to establish certain international standards for taxing the worldwide income of multinational companies. Further, several countries have proposed or enacted taxes applicable to digital services, which could apply to our business. As a result of these developments, the tax laws of certain countries in which we and our affiliates do business could change on a prospective or retroactive basis, and any such changes could increase our liabilities for taxes, interest and penalties, and therefore could harm our business, cash flows, results of operations and financial position.

Changes

The governments of countries in which we operate and other governmental bodies could make unprecedented assertions about how taxation is determined in their jurisdictions that are contrary to the way in which we have interpreted and historically applied the rules and regulations in our tax returns filed in such jurisdictions. New laws could significantly increase our tax obligations in the U.S. taxationcountries in which we do business or require us to change the manner in which we operate our business. As a result of international business activities or the adoption of other tax reform policies could materially impact our business, results of operationslarge and financial condition.

Changes to U.S. tax laws that may be enacted in the future could impact the tax treatment of our foreign earnings. Due to the expansionexpanding scale of our international business activities, anymany of these changes into the U.S. taxation of suchour activities maycould increase our worldwide effective tax rate and adversely affectharm our business,financial position, results of operations, and financial condition.

cash flows.

If we experience excessive credit card or fraudulent activity, we could incur substantial costs.

Most of our customers authorize us to bill their credit card accounts directly for service fees that we charge. If people pay for our subscriptionsservices with stolen credit cards, we could incur substantial third-partythird‑party vendor costs for which we may not be reimbursed. Further, our customers provide us with credit card billing information online, and we do not review the physical credit cards used in these transactions, which increases our risk of exposure to fraudulent activity. We also incur charges, which we refer to as chargebacks, from the credit card companies from claims that the customer did not authorize the credit card transaction to purchase our subscription.services. If the number of unauthorized credit card transactions becomes excessive, we could be assessed substantial fines for excess chargebacks, and we could lose the right to accept credit cards for payment.

Our products may also be subject to fraudulent usage, including but not limited to revenue share fraud, domestic traffic pumping, subscription fraud, premium text message scams and other fraudulent schemes. Although our customers are required to set passwords or personal identification numbers to protect their accounts, third parties have in the past been, and may in the future be, able to access and use their accounts through fraudulent means. Furthermore, spammers attempt to use our products to send targeted and untargeted spam messages. We cannot be certain that our efforts to defeat spamming attacks will be able to eliminatesuccessful in eliminating all spam messages from being sent using our platform. In addition, a cybersecurity breach of our customers’ systems could result in exposure of their authentication credentials, unauthorized access to their accounts or fraudulent calls on their accounts, any of which could adversely affect our business, results of operations and financial condition.

Unfavorable conditions in our industry or the global economy or reductions in spending on information technology and communications could adversely affect our business, results

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Table of operations and financial condition.

Our results of operations may vary based on the impact of changes in our industry or the global economy on our customers. Our results of operations depend in part on demand for information technology and cloud communications. In addition, our revenue is dependent on the usage of our products, which in turn is influenced by the scale of business that our customers are conducting. To the extent that weak economic conditions result in a reduced volume of business for, and communications by, our customers and prospective customers, demand for, and use of, our products may decline. Furthermore, weak economic conditions may make it more difficult to collect on outstanding accounts receivable. Additionally, historically, we have generated the substantial majority of our revenue from small and medium-sized businesses, and we expect this to continue for the foreseeable future. Small and medium-sized business may be affected by economic downturns to a greater extent than enterprises, and typically have more limited financial resources, including capital-borrowing capacity, than enterprises. If our customers reduce their use of our products, or prospective customers delay adoption or elect not to adopt our products, as a result of a weak economy, this could adversely affect our business, results of operations and financial condition.

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We may require additional capital to support our business, and this capital might not be available on acceptable terms, if at all.

We intend to continue to make investments to support our business and may require additional funds. In particular, we may seek additional funds to develop new products and enhance our platform and existing products, expand our operations, including our sales and marketing organizations and our presence outside of the United States, improve our infrastructure or acquire complementary businesses, technologies, services, products and other assets. In addition, we may use a portion of our cash to satisfy tax withholding and remittance obligations related to outstanding restricted stock units. Accordingly, we may need to engage in equity or debt financings to secure additional funds. If we raise additional funds through future issuances of equity or convertible debt securities, our stockholders could suffer significant dilution, and any new equity securities we issue could have rights, preferences and privileges superior to those of holders of our Class A and Class B common stock. Any debt financing that we may secure in the future could involve restrictive covenants relating to our capital raising activities and other financial and operational matters, which may make it more difficult for us to obtain additional capital and to pursue business opportunities. We may not be able to obtain additional financing on terms favorable to us, if at all. If we are unable to obtain adequate financing or financing on terms satisfactory to us when we require it, our ability to continue to support our business growth, scale our infrastructure, develop product enhancements and to respond to business challenges could be significantly impaired, and our business, results of operations and financial condition may be adversely affected.

We face exposure to foreign currency exchange rate fluctuations, and such fluctuations could adversely affect our business, results of operations and financial condition.

As our international operations expand, our exposure to the effects of fluctuations in currency exchange rates grows. For example, global political events, including Brexit, trade tariff developments and other geopolitical events have caused global economic uncertainty and variability in foreign currency exchange rates. While we have primarily transacted with customers and business partners in U.S. dollars, we have transacted with customers in Japan inthe Australian dollar, the Brazilian real, the British pound, the Euro and the Japanese Yen and in Europe in Euros and Swedish Kronas, andyen. We expect to significantly expand the number of transactions with customers that are denominated in foreign currencies in the future as we continue to expand our business internationally. We also incur expenses for some of our network service provider costs outside of the United States in local currencies and for employee compensation and other operating expenses at our non-U.S.non‑U.S. locations in the respective local currency for such locations.currency. Fluctuations in the exchange rates between the U.S. dollar and other currencies could result in an increase to the U.S. dollar equivalent of such expenses.

In addition, our international subsidiaries maintain net assets that are denominated in currencies other than the functional operating currencies of these entities. As we continue to expand our international operations, we become more exposed to the effects of fluctuations in currency exchange rates. Accordingly, changes in the value of foreign currencies relative to the U.S. dollar can affect our results of operations due to transactional and translational remeasurements. As a result of such foreign currency exchange rate fluctuations, it could be more difficult to detect underlying trends in our business and results of operations. In addition, to the extent that fluctuations in currency exchange rates cause our results of operations to differ from our expectations or the expectations of our investors and securities analysts who follow our stock, the trading price of our Class A common stock could be adversely affected.

We do not currently maintainrecently implemented a program to hedge transactional exposures in foreign currencies. However,exposure against the Euro, and may do so in the future we maywith respect to other foreign currencies. We also use derivative instruments, such as foreign currency forward and option contracts, to hedge certain exposures to fluctuations in foreign currency exchange rates. The use of such hedging activities may not offset any or more than a portion of the adverse financial effects of unfavorable movements in foreign exchange rates over the limited time the hedges are in place. Moreover, the use of hedging instruments may introduce additional risks if we are unable to structure effective hedges with such instruments.

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Our ability to use our net operating losses to offset future taxable income may be subject to certain limitations.

As of December 31, 2016,2020, we had federal, state and stateforeign net operating loss carryforwards or NOLs,(“NOLs”), of $104.0$2.7 billion, $1.8 billion and $27.9 million, respectively. In the years ended December 31, 2020 and 2019, as a result of our Segment and SendGrid acquisitions, respectively, we assumed a $22.3 million and $88.7$56.2 million, respectively, duedeferred tax liability, as described in Note 6 to prior period losses.our consolidated financial statements included in our Annual Report on Form 10-K filed with the SEC on February 26, 2021. In general, under Section 382 of the Internal Revenue Code of 1986, as amended or the Code,(the “Code”), a corporation that undergoes an “ownership change” (generally defined as a greater than 50-percentage-point50‑percentage‑point cumulative change (by value) in the equity ownership of certain stockholders over a rolling three-yearthree‑year period) is subject to limitations on its ability to utilize its pre-changepre‑change NOLs to offset post-changepost‑change taxable income. Our existing NOLs may be subject to limitations arising from previous ownership changes, and if we undergo an ownership change in the future, our ability to utilize NOLs could be further limited by Section 382 of the Code. Future changes in our stock ownership, some of which may be outside of our control, could result in an ownership change under Section 382 of the Code. There is
On December 22, 2017, the U.S. government enacted tax legislation commonly referred to as the Tax Cuts and Jobs Act (the “Tax Act”). The Tax Act makes broad and complex changes to the U.S. tax code including changes to the uses and limitations of net operating losses. For example, while the Tax Act allows for U.S. federal net operating losses incurred in tax years beginning after December 31, 2017 to be carried forward indefinitely, the Tax Act also a risk that due to regulatory changes, such as suspensionsimposes an 80% limitation on the use of NOLs, or other unforeseen reasons, our existing NOLs could expire or otherwisenet operating losses that are generated in tax years beginning after December 31, 2017. Net operating losses generated in tax years beginning prior to December 31, 2017 still have a 20‑year carryforward period and are not subject to 80% limitation. The Coronavirus Aid, Relief and Economic Security Act (“CARES Act”) enacted on March 27, 2020 permits a full five-year carryback of net operating losses arising in tax years beginning after December 31, 2017 and before January 1, 2021. In addition, at the state level, there may be unavailable to offset future income tax liabilities. For these reasons, we may not be able to realize a tax benefit fromperiods during which the use of our NOLs, even ifnet operating loss carryforwards is suspended or otherwise limited, which could accelerate or permanently increase state taxes owed. These provisions do not impact us since we attain profitability.

have net operating losses in the applicable tax years. Our ability to utilize net operating loss carryforwards depends on existence of sufficient taxable income of the appropriate character within the carryforward period. Based on all available evidence, other than future taxable income from reversing taxable temporary differences, we have no other sources of taxable income that are objectively verifiable. As such, net operating loss carryforwards generated in tax years beginning before December 31, 2017, could expire unused and net operating losses arising in tax years beginning after December 31, 2017, while able to be carried forward indefinitely, are also not more likely than not to be realized due to lack of taxable income.

If our estimates or judgments relating to our critical accounting policies prove to be incorrect, our results of operations could be adversely affected.

The preparation of financial statements in conformity with U.S. GAAP requires management to make estimates and assumptions that affect the amounts reported in the consolidated financial statements and accompanying notes. We base our estimates on historical experience and on various other assumptions that we believe to be reasonable under the circumstances, as provided in the section titledPart I, Item 2, “Management’s Discussion and Analysis of Financial Condition and Results of Operations.” The results of these estimates form the basis for making judgments about the carrying values of assets, liabilities and equity, and the amount of revenue and expenses that are not readily apparent from other sources. Significant assumptionsAssumptions and estimates used in preparing our consolidated financial statements include those related to revenue recognition capitalized internal-use software costs, other non-income taxes,and business combination and valuation of goodwill and purchased intangible assets and stock-based compensation.combinations. Our results of operations may be adversely affected if our assumptions change or if actual circumstances differ from those in our assumptions, which could cause our results of operations to fall below the expectations of securities analysts and investors, resulting in a decline in the trading price of our Class A common stock.

Changes in financial accounting standards or practices may cause adverse, unexpected financial reporting fluctuations and affect our results of operations.

A change in accounting standards or practices may have a significant effect on our results of operations and may even affect our reporting of transactions completed before the change is effective. New accounting pronouncements and varying interpretations of accounting pronouncements have occurred and may occur in the future. Changes to existing rules or the questioning of current practices may adversely affect our reported financial results or the way we conduct our business.

For example, a new accounting guidance, Accounting Standards Codification (“ASC”) 842, “Leases”, became effective January 1, 2019. The adoption of this new guidance had a significant impact on our balance sheets as described in detail in Note 2 to our consolidated financial statements included in our Annual Report on Form 10-K filed with the SEC on February 26, 2021. Adoption of these types of accounting standards and any difficulties in implementation of changes in accounting principles, including the ability to modify our accounting systems, could cause us to fail to meet our financial reporting obligations, which result in regulatory discipline and harm investors' confidence in us.
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If we fail to maintain an effective system of disclosure controls and internal control over financial reporting, our ability to produce timely and accurate financial statements or comply with applicable regulations could be impaired.

As a public company, we are subjectrequired to themaintain internal control over financial reporting requirementsand to report any material weaknesses in such internal control. Section 404 of the Exchange Act, the Sarbanes-OxleySarbanes‑Oxley Act of 2002, or the Sarbanes-Oxley Act, and the rules and regulations of the applicable listing standards of the New York Stock Exchange. We expect that the requirements of these rules and regulations will continue to increase our legal, accounting, and financial compliance costs, make some activities more difficult, time-consuming and costly and place significant strain on our personnel, systems and resources.

The Sarbanes-OxleySarbanes‑Oxley Act, requires among other things, that we maintain effective disclosure controlsevaluate and proceduresdetermine the effectiveness of our internal control over financial reporting and provide a management report on internal control over financial reporting. Our disclosure controls and other procedures are designed to ensure that information required to be disclosed by usA material weakness is a deficiency, or combination of deficiencies, in the reports that we will file with the SEC is recorded, processed, summarized and reported within the time periods specified in SEC rules and forms and that information required to be disclosed in reports under the Exchange Act is accumulated and communicated to our principal executive and financial officers, and we continue to evaluate how to improve controls. We are also continuing to improve our internal control over financial reporting. In order to maintain and improve the effectiveness of our disclosure controls and procedures and internal control over financial reporting, we have expended, and anticipatesuch that wethere is a reasonable possibility that a material misstatement of our financial statements will continue to expend, significant resources, including accounting-related costs and significant management oversight.

not be prevented or detected on a timely basis.

Our current controls and any new controls that we develop may become inadequate because of changes in conditions in our business. Further, weaknesses in our disclosure controls and internal control over financial reporting may be discovered in the future. Any failure to develop or maintain effective controls or any difficulties encountered in their implementation or improvement could harm our results of operations or cause us to fail to meet our reporting obligations and may result in a restatement of our financial statements for prior periods. Any failure to implement and maintain effective internal control over financial reporting also could adversely affect the results of periodic management evaluations and annual independent registered public accounting firm attestation reports regarding the effectiveness of our internal control over financial reporting that we will eventually beare required to include in our periodic reports that will be filed with the SEC. Ineffective disclosure controls and procedures and internal control over financial reporting could also cause investors to lose confidence in our reported financial and other information, which would likelyand could have a negativematerial and adverse effect on our business, results of operations and financial condition and could cause a decline in the trading price of our Class A common stock. In addition, if we are unable to continue to meet these requirements, we may not be able to remain listed on the New York Stock Exchange. We are not currently required to comply with the SEC rules that implement Section 404 of the Sarbanes-Oxley Act and are therefore not required to make a formal assessment of the effectiveness of our internal control over financial reporting for that purpose. As a public company, we are required to provide an annual management report on the effectiveness of our internal control over financial reporting commencing with our second Annual Report on Form 10-K.

Our independent registered public accounting firm is not required to formally attest to the effectiveness of our internal control over financial reporting until after we are no longer an “emerging growth company” as defined in the JOBS Act. At such time, our independent registered public accounting firm may issue a report that is adverse in the event it is not satisfied with the level at which our internal control over financial reporting is documented, designed or operating. Any failure to maintain effective disclosure controls and internal control over financial reporting could have a material and adverse effect on our business, results of operations and financial condition and could cause a decline in the trading price of our Class A common stock.

If our goodwill or intangible assets become impaired, we may be required to record a significant charge to earnings.

We review our intangible assets for impairment when events or changes in circumstances indicate the carrying value may not be recoverable. Goodwill is required to be tested for impairment at least annually. As of SeptemberJune 30, 2017,2021, we carried a net $36.7 million$5.6 billion of goodwill and intangible assets related to acquired businesses.assets. An adverse change in market conditions, particularly if such change has the effect of changing one of our critical assumptions or estimates, could result in a change to the estimation of fair value that could result in an impairment charge to our goodwill or intangible assets. Any such charges may adversely affect our results of operations.

We are an “emerging growth company” and we cannot be certain if the reduced disclosure requirements applicable to emerging growth companies will make our Class A common stock less attractive to investors.

We are an “emerging growth company,” as defined in the JOBS Act, and take advantage of certain exemptions from various reporting requirements that are applicable to other public companies that are not “emerging growth companies,” including not being required to comply with the auditor attestation requirements of Section 404 of the Sarbanes-Oxley Act, reduced disclosure obligations regarding executive compensation in our periodic reports and proxy statements, and exemptions from the requirements of holding a nonbinding advisory vote on executive compensation and stockholder approval of any golden parachute payments not previously approved. We may take advantage of these exemptions for so long as we are an “emerging growth company.” We will cease to be an “emerging growth company,” as defined in the JOBS Act, at the end of this fiscal year. We cannot predict if investors will find our Class A common stock less attractive because we will rely on these exemptions. If some investors find our Class A common stock less attractive as a result, there may be a less active trading market for our Class A common stock and the trading price of our Class A common stock may be more volatile.

Our business is subject to the risks of earthquakes, fire, floods and other natural catastrophic events, and to interruption by man-made problems such as power disruptions, computer viruses, data security breaches or terrorism.

Our corporate headquarters are located in the San Francisco Bay Area, a region known for seismic activity. A significant natural disaster, such as an earthquake, fire or a flood, occurring at our headquarters, at one of our other facilities or where a business partner is located could adversely affect our business, results of operations and financial condition. Further, if a natural disaster or man-made problem were to affect our network service providers or Internet service providers, this could adversely affect the ability of our customers to use our products and platform. In addition, natural disasters and acts of terrorism could cause disruptions in our or our customers’ businesses, national economies or the world economy as a whole. We also rely on our network and third-party infrastructure and enterprise applications and internal technology systems for our engineering, sales and marketing and operations activities. Although we maintain incident management and disaster response plans, in the event of a major disruption caused by a natural disaster or man-made problem, we may be unable to continue our operations and may endure system interruptions, reputational harm, delays in our development activities, lengthy interruptions in service, breaches of data security and loss of critical data, any of which could adversely affect our business, results of operations and financial condition.

In addition, computer malware, viruses and computer hacking, fraudulent use attempts and phishing attacks have become more prevalent in our industry, have occurred on our platform in the past and may occur on our platform in the future. Though it is difficult to determine what, if any, harm may directly result from any specific interruption or attack, any failure to maintain performance, reliability, security and availability of our products and technical infrastructure to the satisfaction of our users may harm our reputation and our ability to retain existing users and attract new users.

Risks Related to Ownership of Our Class A Common Stock

The trading price of our Class A common stock has been volatile and may continue to be volatile, and you could lose all or part of your investment.

Prior to our initial public offering in June 2016, there was no public market for shares of our Class A common stock. On June 23, 2016, we sold shares of our Class A common stock to the public at $15.00 per share. From June 23, 2016, the date that our Class A common stock started trading on the New York Stock Exchange, through October 31, 2017,June 30, 2021, the trading price of our Class A common stock has ranged from $22.80 per share to $70.96$457.30 per share. The trading price of our Class A common stock may continue to fluctuate significantly in response to numerous factors, many of which are beyond our control, including:

·

price and volume fluctuations in the overall stock market from time to time;

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volatility in the trading prices and trading volumes of technology stocks;

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changes in operating performance and stock market valuations of other technology companies generally, or those in our industry in particular;

·

sales of shares of our Class A common stock by us or our stockholders;

·

failure of securities analysts to maintain coverage of us, changes in financial estimates by securities analysts who follow our company, or our failure to meet these estimates or the expectations of investors;

·

the financial projections we may provide to the public, any changes in those projections or our failure to meet those projections;

·

announcements by us or our competitors of new products or services;

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the public’s reaction to our press releases, other public announcements and filings with the SEC;

·

rumors and market speculation involving us or other companies in our industry;

·

changes in laws, industry standards, regulations or regulatory enforcement in the United States or internationally, GDPR, the California Consumer Privacy Act of 2018 and other privacy regulations that may be implemented in the future, including the Schrems II decision invalidating the EU-U.S. Privacy Shield, SHAKEN/STIR and other robocalling prevention and anti-spam standards and increased costs associated with such compliance, as well as enhanced Know-Your-Client processes that impact our ability to market, sell or deliver our products;
actual or anticipated changes in our results of operations or fluctuations in our results of operations;

·

actual or anticipated developments in our business, our competitors’ businesses or the competitive landscape generally;

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litigation involving us, our industry or both, or investigations by regulators into our operations or those of our competitors;

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developments or disputes concerning our intellectual property or other proprietary rights;

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announced or completed acquisitions of businesses, products, services or technologies by us or our competitors;

·                  new laws or regulations or new interpretations of existing laws or regulations applicable to our business;

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changes in accounting standards, policies, guidelines, interpretations or principles;

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any significant change in our management; and

·

general economic conditions and slow or negative growth of our markets.

In addition, in the past, following periods of volatility in the overall market and the market price of a particular company’s securities, securities class action litigation has often been instituted against these companies. This litigation, if instituted against us, could result in substantial costs and a diversion of our management’s attention and resources.

Substantial future sales of shares of our Class A common stock could cause the market price of our Class A common stock to decline.

The market price of our Class A common stock could decline as a result of substantial sales of our Class A common stock, particularly sales by our directors, executive officers and significant stockholders, or the perception in the market that holders of a large number of shares intend to sell their shares.

Additionally, the shares of Class A common stock subject to outstanding options and restricted stock unit awards under our equity incentive plans and the shares reserved for future issuance under our equity incentive plans will become eligible for sale in the public market upon issuance. Certain holders of our Class A common stock have rights,issuance, subject to some conditions, to require us to file registration statements covering their shares or to include their shares in registration statements that we may file for our stockholders or ourselves.

applicable insider trading policies.

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The dual class structure of our common stock has the effect of concentrating voting control with those stockholders who held our capital stock prior to the completion of our initial public offering, including our directors, executive officers and significant stockholders and their respective affiliates who held in the aggregate 56.1% of the voting power of our capital stock as of September 30, 2017.affiliates. This limits or precludes yourholders of our Class A common stock from the ability to influence corporate matters, including the election of directors, amendments of our organizational documents and any merger, consolidation, sale of all or substantially all of our assets, or other major corporate transaction requiring stockholder approval.

Our Class B common stock has 10 votes per share, and our Class A common stock has one vote per share. As of SeptemberJune 30, 2017,2021, our directors, executive officers and holders of more than 5% of our common stock, and their respective affiliates, holdheld in the aggregate 56.1%22.6% of the voting power of our capital stock. Because of the 10-to-one10‑to‑one voting ratio between our Class B common stock and Class A common stock, the holders of our Class B common stock collectively will continue to have concentrated control a majority of the combined voting power of our common stock and therefore may be able to control allcertain matters submitted to our stockholders for approval until the earlier of (i) June 22,28, 2023, or (ii) the date the holders of two-thirdstwo‑thirds of our Class B common stock elect to convert the Class B common stock to Class A common stock. This concentrated control limits or precludes your ability to influence corporate matters for the foreseeable future, including the election of directors, amendments of our organizational documents, and any merger, consolidation, sale of all or substantially all of our assets, or other major corporate transaction requiring stockholder approval. In addition, this may prevent or discourage unsolicited acquisition proposals or offers for our capital stock that you may feel are in your best interest as one of our stockholders.

Future transfers by holders of Class B common stock will generally result in those shares converting to Class A common stock, subject to limited exceptions, such as certain transfers effected for estate planning purposes. The conversion of Class B common stock to Class A common stock will have the effect, over time, of increasing the relative voting power of those holders of Class B common stock who retain their shares in the long term.

If securities or industry analysts cease publishing research or reports about us, our business or our market, or if they change their recommendations regarding our Class A common stock adversely, the trading price of our Class A common stock and trading volume could decline.

The trading market for our Class A common stock is influenced by the research and reports that securities or industry analysts may publish about us, our business, our market or our competitors. If any of the analysts who cover us change their recommendation regarding our Class A common stock adversely, or provide more favorable relative recommendations about our competitors, the trading price of our Class A common stock would likely decline. If any analyst who covers us were to cease coverage of our company or fail to regularly publish reports on us, we could lose visibility in the financial markets, which in turn could cause the trading price of our Class A common stock or trading volume to decline.

Anti-takeover

Anti‑takeover provisions contained in our amended and restated certificate of incorporation and second amended and restated bylaws, as well as provisions of Delaware law, could impair a takeover attempt.

Our amended and restated certificate of incorporation, second amended and restated bylaws and Delaware law contain provisions which could have the effect of rendering more difficult, delaying, or preventing an acquisition deemed undesirable by our board of directors. Among other things, our amended and restated certificate of incorporation and second amended and restated bylaws include provisions:

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authorizing “blank check” preferred stock, which could be issued by our board of directors without stockholder approval and may contain voting, liquidation, dividend and other rights superior to our Class A and Class B common stock;

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limiting the liability of, and providing indemnification to, our directors and officers;

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limiting the ability of our stockholders to call and bring business before special meetings;

·

providing for a dual class common stock structure in which holders of our Class B common stock have the ability to control the outcome of matters requiring stockholder approval, even if they own significantly less than a majority of the outstanding shares of our Class A and Class B common stock, including the election of directors and significant corporate transactions, such as a merger or other sale of our company or its assets;

·

providing that our board of directors is classified into three classes of directors with staggered three-yearthree‑year terms;

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prohibit stockholder action by written consent, which requires all stockholder actions to be taken at a meeting of our stockholders;

·

requiring advance notice of stockholder proposals for business to be conducted at meetings of our stockholders and for nominations of candidates for election to our board of directors; and

·

controlling the procedures for the conduct and scheduling of board of directors and stockholder meetings.

meetings; and

providing for advance notice procedures that stockholders must comply with in order to nominate candidates to our board of directors or to propose matters to be acted upon at a meeting of stockholders, which may discourage or deter a potential acquirer from conducting a solicitation of proxies to elect the acquirer’s own slate of directors or otherwise attempting to obtain control of us.
These provisions, alone or together, could delay or prevent hostile takeovers and changes in control or changes in our management.

As a Delaware corporation, we are also subject to provisions of Delaware law, including Section 203 of the Delaware General Corporation law, which prevents certain stockholders holding more than 15% of our outstanding common stock from engaging in certain business combinations without approval of the holders of at least two-thirdstwo‑thirds of our outstanding common stock not held by such 15% or greater stockholder.

Any provision of our amended and restated certificate of incorporation, second amended and restated bylaws or Delaware law that has the effect of delaying, preventing or deterring a change in control could limit the opportunity for our stockholders to receive a premium for their shares of our common stock and could also affect the price that some investors are willing to pay for our Class A common stock.

Our second amended and restated bylaws provides that the Court of Chancery of the State of Delaware is the exclusive forum for substantially all disputes between us and our stockholders, which could limit our stockholders’ ability to obtain a favorable judicial forum for disputes with us or our directors, officers or employees.
Our second amended and restated bylaws provides that the Court of Chancery of the State of Delaware is the exclusive forum for the following types of actions or proceedings under Delaware statutory or common law:
any derivative action or proceeding brought on our behalf;
any action asserting a breach of fiduciary duty owed by our directors, officers, employees or our stockholders;
any action asserting a claim against us arising under the Delaware General Corporation Law; and any action asserting a claim against us that is governed by the internal-affairs doctrine.
This provision would not apply to suits brought to enforce a duty or liability created by the Exchange Act or any other claim for which the United States District Court for the Northern District of California has sole and exclusive jurisdiction.
This exclusive-forum provision may limit a stockholder’s ability to bring a claim in a judicial forum that it finds favorable for disputes with us or our directors, officers or employees, which may discourage lawsuits against us and our directors, officers and employees. If a court were to find this exclusive forum provision in our second amended and restated bylaws to be inapplicable or unenforceable in an action, we may incur additional costs associated with resolving the dispute in other jurisdictions, which could seriously harm our business.
We do not expect to declare any dividends in the foreseeable future.

We have never paid dividends and we do not anticipate declaring any cash dividends to holders of our common stock in the foreseeable future. Consequently, investors may need to rely on sales of their Class A common stock after price appreciation, which may never occur, as the only way to realize any future gains on their investment. Investors seeking cash dividends should not purchase our Class A common stock.
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Risks Related to our Indebtedness
Our indebtedness could adversely affect our financial condition.
As of June 30, 2021, we had $1.0 billion of indebtedness outstanding (excluding intercompany indebtedness). Our indebtedness could have important consequences, including:
limiting our ability to obtain additional financing to fund future working capital, capital expenditures, acquisitions or other general corporate requirements;
requiring a portion of our cash flows to be dedicated to debt service payments instead of other purposes, thereby reducing the amount of cash flows available for working capital, capital expenditures, acquisitions and other general corporate purposes;
increasing our vulnerability to adverse changes in general economic, industry and competitive conditions;
exposing us to the risk of increased interest rates as certain of our borrowings, including borrowings under a future revolving credit facility, may be at variable rates of interest; and
increasing our cost of borrowing.
In addition, the indenture governs our 3.625% notes due 2029 (the “2029 Notes”) and our 3.875% notes due 2031 (the “2031 Notes,” and together with the 2029 Notes, the “Notes”) and contains restrictive covenants that limit our ability to engage in activities that may be in our long-term best interest. Our failure to comply with those covenants could result in an event of default which, if not cured or waived, could result in the acceleration of substantially all of our indebtedness.
We may not be able to generate sufficient cash to service all of our indebtedness and may be forced to take other actions to satisfy our obligations under our indebtedness, which may not be successful.
Our ability to make scheduled payments on or to refinance our debt obligations, including the Notes, depends on our financial condition and results of operations, which in turn are subject to prevailing economic and competitive conditions and to certain financial, business and other factors beyond our control. We may not be able to maintain a level of cash flows from operating activities sufficient to permit us to pay the principal, premium, if any, and interest on our indebtedness, including the Notes.
If our cash flows and capital resources are insufficient to fund our debt service obligations, we could face substantial liquidity problems and may be forced to reduce or delay investments and capital expenditures, or to sell assets, seek additional capital or restructure or refinance our indebtedness, including the Notes. Our ability to restructure or refinance our debt will depend on, among other things, the condition of the capital markets and our financial condition at such time. Any refinancing of our debt could be at higher interest rates and may require us to comply with more onerous covenants, which could further restrict our business operations. The terms of existing or future debt instruments and the indenture that governs the Notes may restrict us from adopting some of these alternatives. In addition, any failure to make payments of interest and principal on our outstanding indebtedness on a timely basis would likely result in a reduction of our credit rating, which could harm our ability to incur additional indebtedness. In the absence of such cash flows and resources, we could face substantial liquidity problems and might be required to dispose of material assets or operations to meet our debt service and other obligations.
Our inability to generate sufficient cash flows to satisfy our debt obligations, or to refinance our indebtedness on commercially reasonable terms or at all, would materially and adversely affect our financial position and results of operations.
If we cannot make scheduled payments on our indebtedness, we will be in default and holders of the Notes and other indebtedness could declare all outstanding principal and interest to be due and payable, the lenders under a future revolving credit facility could terminate their commitments to loan money, our secured lenders could foreclose against the assets securing their borrowings and we could be forced into bankruptcy or liquidation. If we breach the covenants under our debt instruments, we would be in default under such instruments. The holders of such indebtedness could exercise their rights, as described above, and we could be forced into bankruptcy or liquidation.
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The indenture governing the Notes contain cross-default provisions that could result in the acceleration of all of our indebtedness.
A breach of the covenants under the indenture governing the Notes could result in an event of default under the applicable indebtedness. Such a default may allow the creditors to accelerate the related indebtedness and may result in the acceleration of any other indebtedness to which a cross-acceleration or cross-default provision applies. In addition, an event of default under a revolving credit facility may permit the lenders thereunder to terminate commitments to extend further credit under that facility. Furthermore, if we were unable to repay amounts due and payable under a secured credit facility, those lenders could proceed against the collateral granted to them to secure that indebtedness. In the event our note holders accelerate the repayment of our borrowings, we and our guarantors may not have sufficient assets to repay that indebtedness. Additionally, we may not be able to borrow money from other lenders to enable us to refinance our indebtedness.
Risks Related to our Acquisitions
We may not realize potential benefits from our recent acquisitions, partnerships and investments because of difficulties related to integration, the achievement of synergies, and other challenges.
We regularly acquire or invest in businesses and technologies that are complementary to our business through acquisitions, partnerships or investments, including several transactions in fiscal year 2021. There can be no assurances that our businesses can be combined in a manner that allows for the achievement of substantial benefits. Any integration process may require significant time and resources, and we may not be able to manage the process successfully as our ability to acquire and integrate larger or more complex companies, products, or technology in a successful manner is unproven. If we are not able to successfully integrate these acquired businesses with ours or pursue our customer and product strategy successfully, the anticipated benefits of such acquisitions may not be realized fully or may take longer than expected to be realized. Further, it is possible that there could be a loss of our key employees and customers, disruption of ongoing businesses or unexpected issues, higher than expected costs and an overall post‑completion process that takes longer than originally anticipated. In addition, the following issues, among others, must be addressed in order to realize the anticipated benefits of our acquisitions, partnerships or investments:
combining the acquired businesses' corporate functions with our corporate functions;
combining acquired businesses with our business in a manner that permits us to achieve the synergies anticipated to result from such acquisitions, the failure of which would result in the anticipated benefits of our acquisitions not being realized in the time frame currently anticipated or at all;
maintaining existing agreements with customers, distributors, providers, talent and vendors and avoiding delays in entering into new agreements with prospective customers, distributors, providers, talent and vendors;
determining whether and how to address possible differences in corporate cultures and management philosophies;
integrating the companies’ administrative and information technology infrastructure;
developing products and technology that allow value to be unlocked in the future;
evaluating and forecasting the financial impact of such acquisitions, partnerships and investments, including accounting charges; and
effecting potential actions that may be required in connection with obtaining regulatory approvals.
In addition, at times the attention of certain members of our management and resources may be focused on integration of the acquired businesses and diverted from day‑to‑day business operations, which may disrupt our ongoing business.
We have incurred, and may continue to incur, significant, nonrecurring costs in connection with our acquisitions, partnerships and investments and integrating our operations with those of the acquired businesses, including costs to maintain employee morale and to retain key employees. Management cannot ensure that the elimination of duplicative costs or the realization of other efficiencies will offset the transaction and integration costs in the near term or at all.
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Purchase price accounting in connection with our acquisitions requires estimates that may be subject to change and could impact our consolidated financial statements and future results of operations and financial position.
Pursuant to the acquisition method of accounting, the purchase price we pay for our acquired businesses is allocated to the underlying tangible and intangible assets acquired and liabilities assumed based on their respective fair market values with any excess purchase price allocated to goodwill. The acquisition method of accounting is dependent upon certain valuations and other studies that are preliminary. Differences between these preliminary estimates and the final acquisition accounting may occur, and these differences could have a material impact on the consolidated financial statements and the combined company’s future results of operations and financial position.
General Risks
Any legal proceedings or claims against us could be costly and time-consuming to defend and could harm our reputation regardless of the outcome.
We are and may in the future become subject to legal proceedings and claims that arise in the ordinary course of business, such as disputes or employment claims made by our current or former employees. Any litigation, whether meritorious or not, could harm our reputation, will increase our costs and may divert management’s attention, time and resources, which may in turn seriously harm our business. Insurance might not cover such claims, might not provide sufficient payments to cover all the costs to resolve one or more such claims, and might not continue to be available on terms acceptable to us. A claim brought against us that is uninsured or underinsured could result in unanticipated costs and could seriously harm our business.
Unfavorable conditions in our industry or the global economy or reductions in spending on information technology and communications could adversely affect our business, results of operations and financial condition.
Our results of operations may vary based on the impact of changes in our industry or the global economy on our customers. Our results of operations depend in part on demand for information technology and cloud communications. In addition, our credit facility containsrevenue is dependent on the usage of our products, which in turn is influenced by the scale of business that our customers are conducting. To the extent that weak economic conditions, geopolitical developments, such as existing and potential trade wars, and other events outside of our control such as the COVID-19 pandemic, result in a reduced volume of business for, and communications by, our customers and prospective customers, demand for, and use of, our products may decline. Furthermore, weak economic conditions may make it more difficult to collect on outstanding accounts receivable. Additionally, historically, we have generated the majority of our revenue from small and medium-sized businesses, and we expect this to continue for the foreseeable future. Small and medium-sized business may be affected by economic downturns to a greater extent than enterprises, and typically have more limited financial resources, including capital borrowing capacity, than enterprises. If our customers reduce their use of our products, or prospective customers delay adoption or elect not to adopt our products, as a result of a weak economy, this could adversely affect our business, results of operations and financial condition.
Our business is subject to the risks of pandemics, earthquakes, fire, floods and other natural catastrophic events, and to interruption by man-made problems such as power disruptions, computer viruses, data security breaches or terrorism.
Our corporate headquarters are located in the San Francisco Bay Area, a region known for seismic activity. A significant natural disaster, such as an earthquake, fire or flood, occurring at our headquarters, at one of our other facilities or where a business partner is located could adversely affect our business, results of operations and financial condition. Further, if a natural disaster or man-made problem were to affect our service providers, this could adversely affect the ability of our customers to use our products and platform. In addition, natural disasters, pandemics and acts of terrorism could cause disruptions in our or our customers’ businesses, national economies or the world economy as a whole. For example, the rapid spread of COVID-19 globally has resulted in increased travel restrictions and disruption and shutdown of businesses. Health concerns or political or governmental developments in countries in which we or our customers, partners and service providers operate could result in economic, social or labor instability and could have an adverse effect on our business and our results of operations and financial condition. The extent to which COVID-19 impacts our results will depend on future developments, which are highly uncertain and will include emerging information concerning the severity of COVID-19 and the actions taken by governments and private businesses to attempt to contain COVID-19. Any prolonged contractions in the travel and hospitality industries, along with any effects on supply chain or on other industries in which our customers operate, could adversely impact our business, results of operations and financial condition.
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We also rely on our network and third-party infrastructure and enterprise applications and internal technology systems for our engineering, sales and marketing, and operations activities. Although we maintain incident management and disaster response plans, in the event of a major disruption caused by a natural disaster or man-made problem, we may be unable to continue our operations and may endure system interruptions, reputational harm, delays in our development activities, lengthy interruptions in service, breaches of data security and loss of critical data, any of which could adversely affect our business, results of operations and financial condition.
In addition, computer malware, viruses and computer hacking, fraudulent use attempts and phishing attacks have become more prevalent in our industry, have occurred on our platform in the past and may occur on our platform in the future. Though it is difficult to determine what, if any, harm may directly result from any specific interruption or attack, any failure to maintain performance, reliability, security, integrity and availability of our products and technical infrastructure to the satisfaction of our users may harm our reputation and our ability to pay dividends.

retain existing users and attract new users.
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Item 2. Unregistered Sales of Equity Securities and Use of Proceeds

Unregistered Sales of Equity Securities

None
Item 5. Other Information
None.

Use of Proceeds from Public Offering of Class A Common Stock

In June 2016, we closed our initial public offering (“IPO”), in which we sold 11,500,000 shares of Class A common stock at a price to the public of $15.00 per share, including shares sold in connection with the exercise of the underwriters’ option to purchase additional shares. The offer and sale of all of the shares in the IPO were registered under the Securities Act pursuant to a registration statement on Form S-1 (File No. 333-211634), which was declared effective by the SEC on June 22, 2016. We raised $155.5 million in net proceeds after deducting underwriting discounts and commissions of $12.1 million and offering expenses of $4.9 million. No payments were made by us to directors, officers or persons owning 10 percent or more of our capital stock or to their associates, or to our affiliates, other than payments in the ordinary course of business to officers for salaries. There has been no material change in the planned use of proceeds from our IPO as described in our final prospectus filed with the SEC on June 23, 2016 pursuant to Rule 424(b). We invested the funds received in accordance with our board-approved investment policy, which provides for investments in obligations of the U.S. government, money market instruments, registered money market funds and corporate bonds. The managing underwriters of our IPO were Goldman, Sachs & Co. and J.P. Morgan Securities LLC.

In October 2016, we closed our follow-on public offering, in which we sold 1,691,222 shares of Class A common stock at a price to the public of $40.00 per share, including shares sold in connection with the exercise of the underwriters’ option to purchase additional shares. The offer and sale of all of the shares in the follow-on offering were registered under the Securities Act pursuant to a registration statement on Form S-1 (File No. 333-214034), which was declared effective by the SEC on October 20, 2016. We raised $64.4 million in net proceeds after deducting underwriting discounts and commissions and offering expenses paid and payable by us. No payments were made by us to directors, officers or persons owning 10 percent or more of our capital stock or to their associates, or to our affiliates, other than payments in the ordinary course of business to officers for salaries. There has been no material change in the planned use of proceeds from our follow-on offering as described in our final prospectus filed with the SEC on October 21, 2016 pursuant to Rule 424(b). We invested the funds received in accordance with our board-approved investment policy, which provides for investments in obligations of the U.S. government, money market instruments, registered money market funds and corporate bonds. The managing underwriters of our follow-on offering were Goldman, Sachs & Co. and J.P. Morgan Securities LLC.

Item 6.    Exhibits

The documents listed in the Exhibit Index of this Quarterly Report on Form 10-Q are incorporated by reference or are filed with this Quarterly Report on Form 10-Q, in each case as indicated therein.

EXHIBIT INDEX

Exhibit

Number

Description

Filing Date

EXHIBIT INDEX

Exhibit
Number

Incorporated by Reference

31.1

Description

FormFile No.ExhibitFiling Date
2.1+
Filed herewith
31.1

Filed herewith

31.2

Filed herewith

32.1*

Furnished herewith

101.INS

Inline XBRL Instance Document.

Document - the instance document does not appear in the Interactive Data File because its XBRL tags are embedded within the Inline XBRL document

Filed herewith

101.SCH

Inline XBRL Taxonomy Extension Schema Document.

Document

Filed herewith

101.CAL

Inline XBRL Taxonomy Extension Calculation Linkbase Document.

Document

Filed herewith

101.DEF

Inline XBRL Taxonomy Extension Definition Linkbase Document.

Document

Filed herewith

101.LAB

XBRL Taxonomy Extension Label Linkbase Document.

Document

Filed herewith

101.PRE

Inline XBRL Taxonomy Extension Presentation Linkbase Document.

Document

Filed herewith

104Cover Page with Interactive Data File (formatted as Inline XBRL with applicable taxonomy extension information contained in Exhibits 101)


+    Schedules (or similar attachments) have been omitted pursuant to Item 601(a)(5) of Regulation S-K. The registrant hereby undertakes to furnish supplemental copies of any of the omitted schedules and other similar attachments upon request by the SEC.

*    The certifications furnished in Exhibit 32.1 hereto are deemed to accompany this Quarterly Report on Form 10-Q and will not be deemed “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended, except to the extent that the registrant specifically incorporates it by reference.

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SIGNATURES

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, as amended, the registrant has duly caused this report to be signed on its behalf by the undersigned thereunto duly authorized.

Twilio Inc.

Twilio Inc.

Date: November 13, 2017

/s/ JEFFREY LAWSON

July 29, 2021

Jeffrey Lawson

/s/ JEFF LAWSON

Jeff Lawson
Director and Chief Executive Officer

(Principal Executive Officer)

(Principal Executive Officer)

July 29, 2021

/s/ KHOZEMA Z. SHIPCHANDLER

Date: November 13, 2017

/s/ LEE KIRKPATRICK

Lee Kirkpatrick

Khozema Z. Shipchandler
Chief Financial Officer

(Principal (Principal Accounting and Financial Officer)

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