UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, D.C. 20549
FORM 10-Q
(Mark One)  
QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
 For the quarterly period ended SeptemberJune 30, 20222023
OR
 ☐ 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: 001-40252
DigitalOcean Holdings, Inc.
(Exact Name of Registrant as Specified in Its Charter)
Delaware 45-5207470
(State or other jurisdiction of
incorporation or organization)
 (I.R.S. Employer
Identification No.)
101 6th Avenue
New York, New York 10013
(Address of principal executive offices and Zip Code)
(646) 827-4366
(Registrant’s telephone number, including area code)
Securities registered pursuant to Section 12(b) of the Act:
Title of each classTrading SymbolName of each exchange on which registered
Common stock, par value $0.000025 per shareDOCNThe New York Stock Exchange
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 ☒ No ☐
Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted 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 such files). Yes ☒ No ☐
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, 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 filerAccelerated filer
Non-accelerated filerSmaller reporting company
  Emerging growth company
 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. ☐
 Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). Yes ☐ No ☒
As of October 27, 2022,August 4, 2023, there were 96,297,09888,847,759 shares of the registrant’s common stock, with a par value of $0.000025 per share, outstanding.



TABLE OF CONTENTS
PART I. FINANCIAL INFORMATION
Page
Item 1.Financial Statements (unaudited)
Item 2.
Item 3.
Item 4.
PART II. OTHER INFORMATION
Item 1.
Item 1a.
Item 2.
Item 3.
Item 4.
Item 5.
Item 6.



SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS
This Quarterly Report on Form 10-Q contains forward-looking statements about us and our industry that involve substantial risks and uncertainties. All statements other than statements of historical facts contained in this Quarterly Report on Form 10-Q, including statements regarding our future results of operations or financial condition, business strategy and plans and objectives of management for future operations, are forward-looking statements. In some cases, you can identify forward-looking statements because they contain words such as “anticipate,” “believe,” “contemplate,” “continue,” “could,” “estimate,” “expect,” “intend,” “may,” “plan,” “potential,” “predict,” “project,” “should,” “target,” “will” or “would” or the negative of these words or other similar terms or expressions. These forward-looking statements include, but are not limited to, statements concerning the following:
our expectations regarding our revenue, expenses and other operating results;
our ability to achieve profitability on an annual basis and then sustain such profitability;
future investments in our business, our anticipated capital expenditures and our estimates regarding our capital requirements;
our ability to acquire new customers and successfully engage and expand usage of our existing customers;
the costs and success of our marketing efforts, and our ability to promote our brand;
our reliance on key personnel and our ability to identify, recruit and retain skilled personnel;
our ability to effectively manage our growth;
our ability to successfully integrate acquired businesses, including Cloudways and Paperspace, and achieve expected synergies and benefits;
our ability to compete effectively with existing competitors and new market entrants; and
the growth rates of the markets in which we compete.compete;
risks related to the restatement of our previously issued unaudited condensed consolidated financial statements for the three months ended March 31, 2023, as included in the Company’s Quarterly Report on Form 10-Q for the three months ended March 31, 2023 filed with the SEC on May 9, 2023, and any potential litigation or investigation related to such restatement;
our ability to maintain effective internal control over financial reporting (“ICFR”) and disclosure controls and procedures (“DCP”), including our ability to remediate any existing material weakness in our ICFR and the timing of any such remediation, as well as to reestablish effective ICFR and DCP; and
the other factors that are described under the heading “Risk Factors” in our Annual Report on Form 10-K/A and elsewhere in this report.
You should not rely on 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 and operating results. The outcome of the events described in these forward-looking statements is subject to risks, uncertainties and other factors described in Item 1A–Risk Factors in our Annual Report on Form 10-K/A for the year ended December 31, 2022, as such factors may be updated from time to time in our subsequent periodic filings with the SEC, and in the section titled “Risk Factors” and elsewhere in this Quarterly Report on Form 10-Q, as well as Item 1A-Risk Factors in our Annual Report on Form 10-K for the year ended December 31, 2021, filed with the SEC on February 25, 2025, and Item 1A-Risk Factors in our Quarterly Report on Form 10-Q for the quarter ended March 31, 2022, filed with the SEC on May 5, 2022, as such factors may be updated from time to time in our periodic filings with the SEC.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. The results, events and circumstances reflected in the forward-looking statements may not be achieved or occur, and actual results, events or circumstances could differ materially from those described in the forward-looking statements.
In addition, statements that “we believe” and similar statements reflect our beliefs and opinions on the relevant subject. These statements are based on information available to us as of the date of this Quarterly Report on Form 10-Q. And while we believe that information provides a reasonable basis for these statements, that information may be limited or incomplete. Our statements should not be read to indicate that we have conducted an exhaustive inquiry into, or review of, all relevant information. These statements are inherently uncertain, and investors are cautioned not to unduly rely on these 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 announce material business and financial information to our investors using our investor relations website (https://investors.digitalocean.com/). We therefore encourage investors and others interested in our company to review the information that we make available on our website, in addition to following our filings with the Securities and Exchange Commission, webcasts, press releases and conference calls.


PART I - FINANCIAL INFORMATION
ITEM 1. FINANCIAL STATEMENTS
DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED BALANCE SHEETS
(in thousands, except share amounts)
(unaudited)
September 30, 2022December 31, 2021June 30, 2023December 31, 2022
Current assets:Current assets:Current assets:
Cash and cash equivalentsCash and cash equivalents$24,115 $1,713,387 Cash and cash equivalents$120,045 $140,772 
Marketable securitiesMarketable securities800,539 — Marketable securities430,462 723,462 
Accounts receivable, less allowance for doubtful accounts of $6,402 and $4,212, respectively52,425 39,619 
Accounts receivable, less allowance for credit losses of $5,745 and $6,099, respectivelyAccounts receivable, less allowance for credit losses of $5,745 and $6,099, respectively57,077 53,833 
Prepaid expenses and other current assetsPrepaid expenses and other current assets31,277 17,050 Prepaid expenses and other current assets34,485 27,924 
Total current assetsTotal current assets908,356 1,770,056 Total current assets642,069 945,991 
Property and equipment, netProperty and equipment, net270,985 249,643 Property and equipment, net270,707 273,170 
Restricted cashRestricted cash1,935 2,038 Restricted cash1,747 1,935 
GoodwillGoodwill315,161 32,170 Goodwill296,579 315,168 
Intangible assets, netIntangible assets, net122,543 42,915 Intangible assets, net113,848 118,928 
Operating lease right-of-use assets, netOperating lease right-of-use assets, net166,738 153,701 
Deferred tax assetsDeferred tax assets82 88 Deferred tax assets751 751 
Other assetsOther assets4,625 4,085 Other assets5,464 5,987 
Total assetsTotal assets$1,623,687 $2,100,995 Total assets$1,497,903 $1,815,631 
Current liabilities:Current liabilities:Current liabilities:
Accounts payableAccounts payable$11,762 $12,657 Accounts payable$9,595 $21,138 
Accrued other expensesAccrued other expenses36,645 31,907 Accrued other expenses27,886 33,987 
Deferred revenueDeferred revenue5,476 4,826 Deferred revenue4,985 5,550 
Operating lease liabilities, currentOperating lease liabilities, current71,704 57,432 
Other current liabilitiesOther current liabilities44,925 8,849 Other current liabilities53,141 47,409 
Total current liabilitiesTotal current liabilities98,808 58,239 Total current liabilities167,311 165,516 
Deferred tax liabilitiesDeferred tax liabilities22,107 421 Deferred tax liabilities5,279 20,757 
Long-term debtLong-term debt1,468,393 1,462,676 Long-term debt1,474,029 1,470,270 
Operating lease liabilities, non-currentOperating lease liabilities, non-current113,368 107,693
Other long-term liabilitiesOther long-term liabilities4,162 1,462 Other long-term liabilities5,495 3,826 
Total liabilitiesTotal liabilities1,593,470 1,522,798 Total liabilities1,765,482 1,768,062 
Commitments and Contingencies (Note 9)
Commitments and Contingencies (Note 8)Commitments and Contingencies (Note 8)
Preferred stock ($0.000025 par value per share; 10,000,000 shares authorized; 0 shares issued and outstanding as of September 30, 2022 and December 31, 2021)— — 
Common stock ($0.000025 par value per share; 750,000,000 shares authorized; 96,229,736 and 109,175,863 issued; and 96,229,736 and 107,207,635 outstanding as of September 30, 2022 and December 31, 2021, respectively)
Treasury stock, at cost (0 shares at September 30, 2022 and 1,968,228 shares at December 31, 2021)— (4,598)
Preferred stock ($0.000025 par value per share; 10,000,000 shares authorized; 0 shares issued and outstanding as of June 30, 2023 and December 31, 2022)Preferred stock ($0.000025 par value per share; 10,000,000 shares authorized; 0 shares issued and outstanding as of June 30, 2023 and December 31, 2022)— — 
Common stock ($0.000025 par value per share; 750,000,000 shares authorized; 88,628,893 and 96,732,507 issued and outstanding as of June 30, 2023 and December 31, 2022, respectively)Common stock ($0.000025 par value per share; 750,000,000 shares authorized; 88,628,893 and 96,732,507 issued and outstanding as of June 30, 2023 and December 31, 2022, respectively)
Additional paid-in capitalAdditional paid-in capital235,278 769,705 Additional paid-in capital— 263,957 
Accumulated other comprehensive lossAccumulated other comprehensive loss(4,308)(374)Accumulated other comprehensive loss(948)(2,048)
Accumulated deficitAccumulated deficit(200,755)(186,538)Accumulated deficit(266,633)(214,342)
Total stockholders’ equity30,217 578,197 
Total stockholders’ (deficit) equityTotal stockholders’ (deficit) equity(267,579)47,569 
Total liabilities and stockholders’ equityTotal liabilities and stockholders’ equity$1,623,687 $2,100,995 Total liabilities and stockholders’ equity$1,497,903 $1,815,631 
See accompanying notes to condensed consolidated financial statements
1

DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS
(in thousands, except per share amounts)
(unaudited)
Three Months EndedNine Months EndedThree Months EndedSix Months Ended
September 30,September 30,June 30,June 30,
20222021202220212023202220232022
RevenueRevenue$152,115 $111,428 $413,324 $308,899 Revenue$169,814 $133,882 $334,948 $261,209 
Cost of revenueCost of revenue54,536 43,506 148,539 126,195 Cost of revenue67,354 47,814 139,233 95,016 
Gross profitGross profit97,579 67,922 264,785 182,704 Gross profit102,460 86,068 195,715 166,193 
Operating expenses:Operating expenses:Operating expenses:
Research and developmentResearch and development30,243 29,927 104,440 79,450 Research and development38,569 36,956 76,841 74,197 
Sales and marketingSales and marketing19,097 13,312 56,360 35,545 Sales and marketing16,100 18,219 34,331 37,263 
General and administrativeGeneral and administrative38,847 26,354 115,109 68,756 General and administrative48,858 38,838 97,797 76,262 
Restructuring and other chargesRestructuring and other charges434 — 21,303 — 
Total operating expensesTotal operating expenses88,187 69,593 275,909 183,751 Total operating expenses103,961 94,013 230,272 187,722 
Income (loss) from operations9,392 (1,671)(11,124)(1,047)
Loss from operationsLoss from operations(1,501)(7,945)(34,557)(21,529)
Other (income) expense:
Other income (expense):Other income (expense):
Interest expenseInterest expense2,127 186 6,281 2,675 Interest expense(2,112)(2,095)(4,301)(4,154)
Loss on extinguishment of debtLoss on extinguishment of debt— — 407 3,435 Loss on extinguishment of debt— — — (407)
Other (income) expense, net(3,274)140 (6,206)(157)
Other (income) expense(1,147)326 482 5,953 
Interest income and other income, netInterest income and other income, net7,594 2,112 14,988 2,932 
Other income (expense), netOther income (expense), net5,482 17 10,687 (1,629)
Income (loss) before income taxesIncome (loss) before income taxes10,539 (1,997)(11,606)(7,000)Income (loss) before income taxes3,981 (7,928)(23,870)(23,158)
Income tax expense (benefit)442 (145)2,611 378 
Income tax (expense) benefitIncome tax (expense) benefit(3,316)1,169 8,165 (2,169)
Net income (loss) attributable to common stockholdersNet income (loss) attributable to common stockholders$10,097 $(1,852)$(14,217)$(7,378)Net income (loss) attributable to common stockholders$665 $(6,759)$(15,705)$(25,327)
Basic and diluted net income (loss) per share$0.10 $(0.02)$(0.14)$(0.08)
Weighted average shares used to compute basic net income (loss) per share96,559 107,955 102,134 88,265 
Weighted average shares used to compute diluted net income (loss) per share104,931 107,955 102,134 88,265 
Net income (loss) per share attributable to common stockholdersNet income (loss) per share attributable to common stockholders
BasicBasic$0.01 $(0.07)$(0.17)$(0.24)
DilutedDiluted$0.01 $(0.07)$(0.17)$(0.24)
Weighted-average shares used to compute net income (loss) per share attributable to common stockholdersWeighted-average shares used to compute net income (loss) per share attributable to common stockholders
BasicBasic89,007 102,502 92,327 104,697 
DilutedDiluted96,247 102,502 92,327 104,697 
See accompanying notes to condensed consolidated financial statements
2

DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED STATEMENTS OF COMPREHENSIVE LOSSINCOME (LOSS)
(in thousands)
(unaudited)
Three Months EndedNine Months EndedThree Months EndedSix Months Ended
September 30,September 30,June 30,June 30,
20222021202220212023202220232022
Net income (loss) attributable to common stockholdersNet income (loss) attributable to common stockholders$10,097 $(1,852)$(14,217)$(7,378)Net income (loss) attributable to common stockholders$665 $(6,759)$(15,705)$(25,327)
Other comprehensive loss:
Other comprehensive income (loss):Other comprehensive income (loss):
Foreign currency translation adjustments, net of taxesForeign currency translation adjustments, net of taxes(252)(73)(458)(101)Foreign currency translation adjustments, net of taxes204 (188)330 (206)
Unrealized gain (loss) on available-for-sale marketable securities, net of taxes912(3,476)
Unrealized (loss) gain on available-for-sale marketable securities, net of taxesUnrealized (loss) gain on available-for-sale marketable securities, net of taxes(473)(2,480)770(4,388)
Other comprehensive (loss) incomeOther comprehensive (loss) income(269)(2,668)1,100 (4,594)
Comprehensive income (loss)Comprehensive income (loss)$10,757 $(1,925)$(18,151)$(7,479)Comprehensive income (loss)$396 $(9,427)$(14,605)$(29,921)
See accompanying notes to condensed consolidated financial statements
3

DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS’ (DEFICIT) EQUITY
(in thousands, except share amounts)
(unaudited)
Common StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotalCommon StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotal
SharesAmountSharesAmountSharesAmountSharesAmount
Balance at June 30, 202298,856,183 $(1,968,228)$(4,598)$268,689 $(4,968)$(210,852)$48,273 
Balance at March 31, 2023Balance at March 31, 202389,983,568 $— $— $28,781 $(679)$(230,712)$(202,608)
Issuance of common stock under equity incentive plan, net of taxes withheldIssuance of common stock under equity incentive plan, net of taxes withheld420,431 — — — (2,894)— — (2,894)Issuance of common stock under equity incentive plan, net of taxes withheld1,303,359 — — — (759)— — (759)
Issuance of common stock under employee stock purchase plan, net of taxes withheldIssuance of common stock under employee stock purchase plan, net of taxes withheld120,348 — — — 2,797 — — 2,797 
Repurchase and retirement of common stockRepurchase and retirement of common stock(1,078,650)— — — (50,000)— — (50,000)Repurchase and retirement of common stock(2,778,382)— — — (67,462)— (36,586)(104,048)
Retirement of treasury stock(1,968,228)— 1,968,228 4,598 (4,598)— — — 
Stock-based compensationStock-based compensation— — — — 24,081 — — 24,081 Stock-based compensation— — — — 36,643 — — 36,643 
Other comprehensive lossOther comprehensive loss— — — — — 660 — 660 Other comprehensive loss— — — — — (269)— (269)
Net loss attributable to common stockholders— — — — — — 10,097 10,097 
Balance at September 30, 202296,229,736 $— $— $235,278 $(4,308)$(200,755)$30,217 
Net income attributable to common stockholdersNet income attributable to common stockholders— — — — — — 665 665 
Balance at June 30, 2023Balance at June 30, 202388,628,893 $— $— $— $(948)$(266,633)$(267,579)
Common StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotal
SharesAmountSharesAmount
Balance at June 30, 2021109,213,693 $(1,968,228)$(4,598)$1,035,514 $(273)$(172,561)$858,084 
Issuance of common stock under equity incentive plan, net of taxes withheld907,272 — — — 3,888 — — 3,888 
Exercise of common stock warrants232,520 — — — — — — — 
Stock-based compensation— — — — 18,820 — — 18,820 
Issuance of common stock for acquisition636,994 — — — 27,566 — — 27,566 
Other comprehensive loss— — — — — (73)— (73)
Net loss attributable to common stockholders— — — — — — (1,852)(1,852)
Balance at September 30, 2021110,990,479 $(1,968,228)$(4,598)$1,085,788 $(346)$(174,413)$906,433 

Common StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotal
SharesAmountSharesAmount
Balance at March 31, 2022107,956,057 $(1,968,228)$(4,598)$639,388 $(2,300)$(205,106)$427,386 
Issuance of common stock under equity incentive plan, net of taxes withheld725,732 — — — (4,513)— — (4,513)
Issuance of common stock under employee stock purchase plan, net of taxes withheld144,867 — — — 5,244 — — 5,244 
Repurchase and retirement of common stock(9,970,473)— — — (400,000)— — (400,000)
Stock-based compensation— — — — 28,570 — — 28,570 
Other comprehensive loss— — — — — (2,668)— (2,668)
Net loss attributable to common stockholders— — — — — — (6,759)(6,759)
Balance at June 30, 202298,856,183 $(1,968,228)$(4,598)$268,689 $(4,968)$(211,865)$47,260 


See accompanying notes to condensed consolidated financial statements
4

DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS’ (DEFICIT) EQUITY
(in thousands, except share amounts)
(unaudited)
Common StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotalCommon StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotal
SharesAmountSharesAmountSharesAmountSharesAmount
Balance at December 31, 2021109,175,863 $(1,968,228)$(4,598)$769,705 $(374)$(186,538)$578,197 
Balance at December 31, 2022Balance at December 31, 202296,732,507 $— $— $263,957 $(2,048)$(214,342)$47,569 
Issuance of common stock under equity incentive plan, net of taxes withheldIssuance of common stock under equity incentive plan, net of taxes withheld2,503,828 — — — (14,116)— — (14,116)Issuance of common stock under equity incentive plan, net of taxes withheld2,314,393 — — — 702 — — 702 
Issuance of common stock under employee stock purchase plan, net of taxes withheldIssuance of common stock under employee stock purchase plan, net of taxes withheld144,867 — — — 5,244 — — 5,244 Issuance of common stock under employee stock purchase plan, net of taxes withheld120,348 — — — 2,797 — — 2,797 
Repurchase and retirement of common stockRepurchase and retirement of common stock(13,626,594)— — — (600,000)— — (600,000)Repurchase and retirement of common stock(10,538,355)— — — (336,022)— (36,586)(372,608)
Retirement of treasury stock(1,968,228)— 1,968,228 4,598 (4,598)— — — 
Stock-based compensationStock-based compensation— — — — 79,043 — — 79,043 Stock-based compensation— — — — 68,566 — — 68,566 
Other comprehensive loss— — — — — (3,934)— (3,934)
Other comprehensive incomeOther comprehensive income— — — — — 1,100 — 1,100 
Net loss attributable to common stockholdersNet loss attributable to common stockholders— — — — — — (14,217)(14,217)Net loss attributable to common stockholders— — — — — — (15,705)(15,705)
Balance at September 30, 202296,229,736 $— $— $235,278 $(4,308)$(200,755)$30,217 
Balance at June 30, 2023Balance at June 30, 202388,628,893 $— $— $— $(948)$(266,633)$(267,579)

Common StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotal
SharesAmountSharesAmount
Balance at December 31, 2021109,175,863 $(1,968,228)$(4,598)$769,705 $(374)$(186,538)$578,197 
Issuance of common stock under equity incentive plan, net of taxes withheld2,083,397 — — — (11,222)— — (11,222)
Issuance of common stock under employee stock purchase plan, net of taxes withheld144,867 — — — 5,244 — — 5,244 
Repurchase and retirement of common stock(12,547,944)— — — (550,000)— — (550,000)
Stock-based compensation— — — — 54,962 — — 54,962 
Other comprehensive loss— — — — — (4,594)— (4,594)
Net loss attributable to common stockholders— — — — — — (25,327)(25,327)
Balance at June 30, 202298,856,183 $(1,968,228)$(4,598)$268,689 $(4,968)$(211,865)$47,260 


See accompanying notes to condensed consolidated financial statements
5

DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS’ EQUITY
(in thousands, except share amounts)
(unaudited)
Convertible Preferred StockCommon StockTreasury StockAdditional Paid-In CapitalAccumulated Other Comprehen-sive LossAccumulated DeficitTotal
SharesAmountSharesAmountSharesAmount
Balance at December 31, 202045,472,229 $173,074 45,299,339 $(1,968,228)$(4,598)$99,783 $(245)$(167,035)$(72,094)
Issuance of common stock under equity incentive plan, net of taxes withheld— — 2,785,069 — — — 10,368 — — 10,368 
Exercise of common stock warrants— — 296,848 — — — — — — — 
Stock-based compensation— — — — — — 37,966 — — 37,966 
Issuance of common stock for acquisition— — 636,994 — — — 27,566 — — 27,566 
Issuance of common stock in connection with initial public offering, net of underwriting discounts and issuance costs— — 16,500,000 — — 723,125 — — 723,126 
Conversion of convertible preferred stock to common stock in connection with initial public offering(45,472,229)(173,074)45,472,229 — — — 173,074 — — 173,074 
Conversion of redeemable preferred stock warrants to common stock warrants— — — — — — 13,906 — — 13,906 
Other comprehensive loss— — — — — — — (101)— (101)
Net loss attributable to common stockholders— — — — — — — — (7,378)(7,378)
Balance at September 30, 2021— $— 110,990,479 $(1,968,228)$(4,598)$1,085,788 $(346)$(174,413)$906,433 
See accompanying notes to condensed consolidated financial statements
6

DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS
(in thousands)
(unaudited)
Nine Months Ended September 30,Six Months Ended June 30,
2022202120232022
Operating activitiesOperating activitiesOperating activities
Net loss attributable to common stockholdersNet loss attributable to common stockholders$(14,217)$(7,378)Net loss attributable to common stockholders$(15,705)$(25,327)
Adjustments to reconcile net loss to net cash provided by operating activities:Adjustments to reconcile net loss to net cash provided by operating activities:Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortizationDepreciation and amortization73,900 64,922 Depreciation and amortization56,531 48,274 
Stock-based compensationStock-based compensation77,758 37,380 Stock-based compensation67,960 54,164 
Bad debt expense12,217 6,055 
Provision for expected credit lossesProvision for expected credit losses7,551 8,070 
Operating lease right-of-use assets and liabilities, netOperating lease right-of-use assets and liabilities, net6,848 1,013 
Loss on extinguishment of debtLoss on extinguishment of debt407 3,435 Loss on extinguishment of debt— 407 
Net accretion of discounts and amortization of premiums on investmentsNet accretion of discounts and amortization of premiums on investments(3,099)— Net accretion of discounts and amortization of premiums on investments(2,689)(1,027)
Release of VAT reserve— 3,188 
Non-cash interest expenseNon-cash interest expense5,898 386 Non-cash interest expense3,969 3,918 
Loss on impairment144 212 
Revaluation of warrants— (556)
Loss on impairment of long-lived assetsLoss on impairment of long-lived assets553 120 
Deferred income taxesDeferred income taxes247 — Deferred income taxes1,589 — 
OtherOther2,396 477 Other(464)1,234 
Changes in operating assets and liabilities, net of acquisition:
Changes in operating assets and liabilities:Changes in operating assets and liabilities:
Accounts receivableAccounts receivable(20,270)(14,462)Accounts receivable(10,795)(12,507)
Prepaid expenses and other current assetsPrepaid expenses and other current assets(4,580)(134)Prepaid expenses and other current assets(6,173)(4,041)
Accounts payable and accrued expensesAccounts payable and accrued expenses(5,771)4,001 Accounts payable and accrued expenses(14,900)89 
Deferred revenueDeferred revenue(364)263 Deferred revenue(565)(93)
Other assets and liabilitiesOther assets and liabilities5,342 2,587 Other assets and liabilities6,666 2,179 
Net cash provided by operating activitiesNet cash provided by operating activities130,008 100,376 Net cash provided by operating activities100,376 76,473 
Investing activitiesInvesting activitiesInvesting activities
Capital expenditures - property and equipmentCapital expenditures - property and equipment(77,717)(66,480)Capital expenditures - property and equipment(46,848)(48,690)
Capital expenditures - internal-use software developmentCapital expenditures - internal-use software development(6,593)(4,297)Capital expenditures - internal-use software development(2,895)(4,330)
Purchase of intangible assetsPurchase of intangible assets(4,915)(5,636)Purchase of intangible assets— (4,915)
Cash paid for acquisition of businesses, net of cash acquired(305,163)(5,000)
Cash paid for asset acquisitionsCash paid for asset acquisitions(5,400)— Cash paid for asset acquisitions(2,500)(5,400)
Purchase of available-for-sale securitiesPurchase of available-for-sale securities(1,379,277)— Purchase of available-for-sale securities(318,238)(1,257,106)
Sales of available-for-sale securities19,992 — 
Maturities of available-for-sale securitiesMaturities of available-for-sale securities558,371 — Maturities of available-for-sale securities614,044 159,878 
Purchased interest on available-for-sale securitiesPurchased interest on available-for-sale securities(1,556)— Purchased interest on available-for-sale securities(151)(1,549)
Proceeds from interest on available-for-sale securitiesProceeds from interest on available-for-sale securities1,549 — Proceeds from interest on available-for-sale securities61 1,370 
Proceeds from sale of equipmentProceeds from sale of equipment967 209 Proceeds from sale of equipment236 909 
Net cash used in investing activities(1,199,742)(81,204)
Net cash provided by (used in) investing activitiesNet cash provided by (used in) investing activities243,709 (1,159,833)
Financing activitiesFinancing activitiesFinancing activities
Repayment of notes payable— (33,214)
Repayment of term loan— (166,813)
Repayment of borrowings under revolving credit facility— (63,200)
Payment of debt issuance costsPayment of debt issuance costs(1,520)— Payment of debt issuance costs— (1,492)
Proceeds related to the issuance of common stock under equity incentive planProceeds related to the issuance of common stock under equity incentive plan10,352 13,145 Proceeds related to the issuance of common stock under equity incentive plan11,669 8,553 
Proceeds from the issuance of common stock under employee stock purchase planProceeds from the issuance of common stock under employee stock purchase plan2,797 5,152 
Employee payroll taxes paid related to net settlement of equity awardsEmployee payroll taxes paid related to net settlement of equity awards(10,532)(19,995)
Repurchase and retirement of common stockRepurchase and retirement of common stock(368,919)(550,000)
Net cash used in financing activitiesNet cash used in financing activities(364,985)(557,782)
Effect of exchange rate changes on cash, cash equivalents, and restricted cashEffect of exchange rate changes on cash, cash equivalents, and restricted cash(15)(171)
Decrease in cash, cash equivalents and restricted cashDecrease in cash, cash equivalents and restricted cash(20,915)(1,641,313)
Cash, cash equivalents and restricted cash - beginning of periodCash, cash equivalents and restricted cash - beginning of period151,807 1,715,425 
Cash, cash equivalents and restricted cash - end of periodCash, cash equivalents and restricted cash - end of period$130,892 $74,112 
See accompanying notes to condensed consolidated financial statements
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DIGITALOCEAN HOLDINGS, INC.
CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS
(in thousands)
(unaudited)
Proceeds from the issuance of common stock under employee stock purchase plan5,245 — 
Employee payroll taxes paid related to net settlement of equity awards(24,618)(2,777)
Proceeds from initial public offering, net of underwriting discounts and commissions and other offering costs— 723,126 
Repurchase and retirement of common stock(600,000)— 
Net cash (used in) provided by financing activities(610,541)470,267 
(Decrease) increase in cash, cash equivalents and restricted cash(1,680,275)489,439 
Cash, cash equivalents and restricted cash - beginning of period1,715,425 102,537 
Cash, cash equivalents and restricted cash - end of period$35,150 $591,976 
Supplemental disclosures of cash flow information:
Cash paid for interest$349 $2,248 
Cash paid for taxes (net of refunds)1,669 541 
Non-cash investing and financing activities:
Capitalized stock-based compensation$1,285 $587 
Property and equipment received but not yet paid, included in Accounts payable and Accrued other expenses19,964 14,291 
Costs related to initial public offering included in accounts payable and accrued liabilities— 27,566 
Supplemental disclosures of cash flow information:
Cash paid for interest$252 $221 
Cash paid for taxes, net of refunds1,491 1,108 
Cash paid for amounts included in the measurement of lease liabilities31,120 21,773 
Non-cash investing and financing activities:
Capitalized stock-based compensation$607 $798 
Property and equipment received but not yet paid, included in Accounts payable and Accrued other expenses12,242 26,069 
Debt issuance costs included in accounts payable and accrued liabilities— 18 
Operating right-of-use assets obtained in exchange for operating lease liabilities48,674 51,235 
See accompanying notes to condensed consolidated financial statements
87

DIGITALOCEAN HOLDINGS, INC.
NOTES TO CONDENSED CONSOLIDATED FINANCIAL STATEMENTS
(in thousands, except share and per share amounts)

Note 1. Nature of the Business and Organization
DigitalOcean Holdings, Inc. and its subsidiaries (collectively, the “Company”, “we”, “our”, “us”) is a leading cloud computing platform offering on-demand infrastructure, platform and platformsoftware tools for developers, start-upsstartups and small-to-medium size businesses.small and medium-sized businesses (“SMBs”). The Company was founded with the guiding principle that the transformative benefits of the cloud should be easy to leverage, broadly accessible, reliable and affordable. The Company’s platform simplifies cloud computing, enabling its customers to rapidly accelerate innovation and increase their productivity and agility. The Company offers mission-critical infrastructure solutions across compute, storageInfrastructure-as-a-Service (“IaaS”), Platform-as-a-Service (“PaaS”) and networking, and also enables developers to extend the native capabilities of the Company’s cloud with fully managed application, container and database offerings.Software-as-a-Service (“SaaS”).
The Company has adopted a holding company structure and the primary operations are performed globally through ourits wholly-owned operating subsidiaries.
Note 2. Summary of Significant Accounting Policies
Basis of Presentation and Principles of Consolidation
The accompanying unaudited interim condensed consolidated financial statements have been prepared in accordance with accounting principles generally accepted in the United States of America (“U.S. GAAP”) and include accounts of the Company and all wholly-owned subsidiaries. All intercompany accounts and transactions have been eliminated in consolidation. In the opinion of management, the unaudited condensed consolidated financial statements reflect all adjustments, which include normal recurring adjustments, necessary for a fair statement of the Company’s financial position as of SeptemberJune 30, 2022,2023, results of operations for the three and ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, cash flows for the ninesix months ended SeptemberJune 30, 2023 and 2022, and 2021, and stockholders' (deficit) equity for the three and ninesix months ended SeptemberJune 30, 2023 and 2022.
Reclassifications
As previously disclosed in the Annual Report on Form 10-K/A for the year ended December 31, 2022, the Company adopted Accounting Standard Update 2016-02, Leases (“ASC 842”) using the modified retrospective transition method as of the first day of fiscal year 2022. The impact of the adoption of ASC 842 on previously reported interim financial statements during the year ended December 31, 2022, included the recognition of right-of-use assets and 2021.lease liabilities for operating leases. The adoption of ASC 842 also resulted in changes to certain lines within operating activities in the Condensed Consolidated Statements of Operations and Condensed Consolidated Statement of Cash Flows due to changes in operating assets and liabilities for the related accounts. These changes to previously disclosed amounts conform to the current period presentation. Additionally, certain other reclassifications were made to prior period amounts in order to conform to the current period presentation.
Use of Estimates
The preparation of these condensed consolidated financial statements in conformity with U.S. GAAP requires management to make, on an ongoing basis, estimates, judgments and assumptions that affect the amounts reported and disclosed in the condensed consolidated financial statements and accompanying notes. Actual results could differ from those estimates. Such estimates include, but are not limited to, those related to revenue recognition, accounts receivable and allowance for doubtful accounts,related reserves, useful lives and realizability of long-lived assets, capitalized internal-use software development costs, accounting for stock-based compensation, the incremental borrowing rate used to determine lease liabilities, valuation allowances against deferred tax assets, fair value of marketable securities, the fair value and useful lives of tangible and intangible assets acquired, and liabilities assumed resulting from business combinations. Management bases its estimates on historical experience and on various other assumptions which management believes to be reasonable, the results of which form the basis for making judgments about the carrying values of assets and liabilities.
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Restricted Cash
The following table reconciles cash, cash equivalents and restricted cash per the Condensed Consolidated Statements of Cash Flows:
September 30,June 30,
2022202120232022
Cash and cash equivalentsCash and cash equivalents$24,115 $589,750 Cash and cash equivalents$120,045 $72,177 
Restricted cash included in Prepaid expenses and other current assets(1)
Restricted cash included in Prepaid expenses and other current assets(1)
9,100 — 
Restricted cash included in Prepaid expenses and other current assets(1)
9,100 — 
Restricted cash(2)
Restricted cash(2)
1,935 2,226 
Restricted cash(2)
1,747 1,935 
Total cash, cash equivalents and restricted cashTotal cash, cash equivalents and restricted cash$35,150 $591,976 Total cash, cash equivalents and restricted cash$130,892 $74,112 
___________________
(1)Includes contingent compensation deposits related to the Cloudways acquisition.
(2)Includes deposits in financial institutions related to letters of credit used to secure lease agreements.
Marketable Securities
The Company’s marketable securities consist of commercial paper, U.S. treasury securities and commercial debt securities. The Company determines the appropriate classification of its marketable securities at the time of purchase and reevaluates such designation at each balance sheet date. The Company has classified and accounted for its marketable
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securities as available-for-sale securities as the Company may sell these securities at any time for use in its current operations or for other purposes, even prior to maturity. As a result, the Company classifies its marketable securities within Current assets on the Condensed Consolidated Balance Sheets.
Available-for-sale securities are recorded at fair value each reporting period. Premiums and discounts are amortized or accreted over the life of the related available-for-sale security as an adjustment to yield using the effective interest method. Interest income is recognized when earned. Unrealized gains and losses on these marketable securities are presented net of tax and reported as a separate component of Accumulated other comprehensive loss until realized. Realized gains and losses are determined based on the specific identification method and are reported in Other (income) expense, net in the Condensed Consolidated Statements of Operations.
The Company periodically evaluates its marketable securities to assess whether an investment’s fair value is less than its amortized cost basis and if the decline in the fair value is attributable to a credit loss. Declines in fair value judged to be related to credit loss are reported in Other (income) expense, net in the Condensed Consolidated Statements of Operations.
Accounts Receivable andNet of Allowance for Doubtful AccountsExpected Credit Losses
Accounts receivable primarily represents revenue recognized that was not invoiced at the balance sheet date and is primarily billed and collected in the following month. Trade accounts receivable are carried at the original invoiced amount less an estimated allowance for doubtful accountsexpected credit losses based on the probability of future collection. Management determines the adequacy of the allowance based on historical loss patterns, the number of days that customer invoices are past due, reasonable and supportable forecasts of future economic conditions to inform adjustments over historical loss data, and an evaluation of the potential risk of loss associated with specific accounts. When management becomes aware of circumstances that may further decrease the likelihood of collection, it records a specific allowance against amounts due, which reduces the receivable to the amount that management reasonably believes will be collected. The Company records changes in the estimate to the allowance for doubtful accountsexpected credit losses through bad debt expenseprovision for expected credit losses and reverses the allowance after the potential for recovery is considered remote.
The following table presents the changes in our allowance for doubtful accountsexpected credit losses for the period presented:
Amount
Balance as of December 31, 20212022$4,2126,099 
Bad debt expense, net of recoveriesProvision for expected credit losses12,2177,551 
Additions from Cloudways acquisition691 
Write-offs and other(10,718)(7,905)
Balance as of SeptemberJune 30, 20222023$6,4025,745 
Deferred Revenue
Deferred revenue was $5,476$4,985 and $4,826$5,550 as of SeptemberJune 30, 20222023 and December 31, 2021,2022, respectively. Revenue recognized during the three months ended SeptemberJune 30, 2023 and 2022 was $682 and 2021 was $246 and $259,$770, respectively, and $2,750$2,661 and $2,618$2,505 during the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively, which was included in each deferred revenue balance at the beginning of each respective period.
Business CombinationsImpairment of Long-Lived Assets
Long-lived assets, including property and equipment, intangible assets with definite lives and right-of-use (“ROU”) assets, are reviewed for impairment when circumstances indicate the carrying value of an asset may not be recoverable. For assets that are to be held and used, impairment is recognized when the estimated undiscounted cash flows associated with the asset or group of assets is less than their carrying value. If impairment exists, an adjustment is made to write the asset down to its fair value, and a loss is recorded as the difference between the carrying value and fair value. Fair values are determined based on quoted market values, discounted cash flows or internal and external appraisals, as applicable. Assets to be disposed of are carried at the lower of carrying value or estimated net realizable value.
The Company recognizes assets acquired, liabilities assumed,decided to cease the use of a portion of its leased New York office space in 2022 and any contingent consideration related to business combinations based on estimates of their respective fair values onentered into two separate subleases agreements with third party subtenants, in which the date of acquisition. The purchase pricesublease income is allocated toless than the identifiable net assets acquired, including intangible assets and liabilities assumed, based onoriginal lease payments indicating impairment. In performing the recoverability test, the undiscounted future estimated fair values at the date of acquisition. The excess of the purchase price over the amount allocated to the identifiable assets and liabilities, if any, is recorded as goodwill. Unanticipated events and circumstances may occur which may affect the accuracy or validity of such assumptions, estimates, or actual results. All subsequent changes to the estimated fair values of the acquired assets and liabilities assumed that occur within the measurement period and are based on facts and circumstances that existed at the acquisition date are recognized as an adjustment to goodwill.
Determining the fair value of assets acquired and liabilities assumed requires significant judgment, including the selection of valuation methodologies, estimates of future revenue and cash flows and discount rates in determiningcarrying value were identified for the fairsubleased portion of the leased building, as an individual asset group, defined under ASC 360. A reduction to the carrying value of intangible assets acquiredthe ROU asset of $683 and liabilities assumed. The assets purchased$1,471 was recorded for the three and liabilities assumed have been reflected on the Company’s Consolidated Balance Sheets, and the results are included on the Consolidated Statements of Operations and Consolidated Statements of Cash Flows from the date of acquisition.six
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Acquisition-related transaction costs, including legal and accounting fees and other external costs directly relatedmonths ended June 30, 2022, representing the carrying value amount in excess of the fair value with a corresponding impairment charge recorded to the acquisition, are recognized separately from the acquisition and expensed as incurred in General and administrative onin the Condensed Consolidated Statements of Operations.
Asset AcquisitionDuring the six months ended June 30, 2023 and 2022, the Company recorded an impairment loss of $553 and $120, respectively, related to software that is no longer being used. This impairment loss is included in Cost of revenue and Research and development on the Condensed Consolidated Statements of Operations.
Restructuring Expenses
The Company appliesrecords restructuring expenses when management commits to a restructuring plan, the principles provided in ASC 805, Business Combinations ("ASC 805")restructuring plan identifies all significant actions, the period of time to determine whether a transaction involves an asset or a business. If it is determined an acquisition is an asset acquisition,complete the purchase consideration (which will include certain transaction costs) is allocatedrestructuring plan indicates that significant changes to the acquired assetsplan are not likely, and liabilities based on their relative fair values.employees who are impacted have been notified.
Segment Information
The Company’s chief operating decision maker, the chief executive officer, reviews discrete financial information presented on a consolidated basis for purposes of regularly making operating decisions, allocation of resources, and assessing financial performance. Accordingly, the Company has one operating and reporting segment.
Geographical Information
Revenue, as determined based on the billing address of the Company’s customers, was as follows:
Three Months EndedSix Months Ended
Three Months Ended September 30,Nine Months Ended September 30,June 30,June 30,
20222021202220212023202220232022
North AmericaNorth America38 %38 %38 %38 %North America38 %38 %38 %38 %
EuropeEurope30 28 30 29 Europe29 29 29 29 
AsiaAsia22 24 22 23 Asia23 23 23 23 
OtherOther10 10 10 10 Other10 10 10 10 
TotalTotal100 %100 %100 %100 %Total100 %100 %100 %100 %
Revenue derived from customers in the United States was 30% and 31% of total revenue for the three and ninesix months ended SeptemberJune 30, 20222023, respectively, and 2021.32% of total revenue for the three and six months ended June 30, 2022.
No country outsideLong-lived assets includes property and equipment and operating leases. The geographic locations of the United States had revenue greater than 10%Company’s long-lived assets, net, based on physical location of total consolidated revenue in any period presented.
Property and equipment located in the United States was 48% and 50%assets is as of September 30, 2022 and December 31, 2021, respectively, with the remainder of net assets residing in international locations, primarily in the Netherlands, Singapore and Germany.follows:
June 30, 2023December 31, 2022
United States$194,189 $206,118 
Singapore49,522 60,307 
Germany67,334 50,274 
Netherlands52,173 35,951 
Other74,227 74,221 
Total$437,445 $426,871 
Concentration of Credit Risk
The amounts reflected in the Condensed Consolidated Balance Sheets for cash and cash equivalents, marketable securities, restricted cash, and trade accounts receivable are exposed to concentrations of credit risk. Although the Company maintains cash and cash equivalents with multiple financial institutions, the deposits, at times, may exceed federally insured limits. The Company believes that the financial institutions that hold its cash and cash equivalents are financially sound and, accordingly, minimal credit risk exists with respect to these balances.
The Company’s customer base consists of a significant number of geographically dispersed customers. No customer represented 10% or more of accounts receivable, net as of SeptemberJune 30, 20222023 and December 31, 2021.2022. Additionally, no customer accounted for 10% or more of total revenue during the three and ninesix months ended SeptemberJune 30, 20222023 and 2021.
Sublease
Under ASC 840, Leases, a sublease liability is recorded when the Company ceases to use leased space, which is included in Other current liabilities and Other noncurrent liabilities on the Condensed Consolidated Balance Sheets. A sublease loss is calculated as the present value of lease payments, net of expected sublease income, and other costs that do not have future economic benefit to the Company. The sublease loss is included in General and administrative on the Condensed Consolidated Statements of Operations.
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Recent Accounting Pronouncements – Pending Adoption
The following effective dates represent the requirements for private companies which the Company has elected as an emerging growth company.
In February 2016, the Financial Accounting Standards Board (“FASB”) issued Accounting Standard Update (“ASU”) 2016-02, Leases (Topic 842), and additional changes, modifications, clarifications, or interpretations related to this guidance thereafter (“ASU 2016-02”). ASU 2016-02 requires a reporting entity to recognize right-of-use assets and lease liabilities on the balance sheet for operating leases to increase transparency and comparability. ASU 2016-02 is effective for fiscal years beginning after December 15, 2021, and interim periods within fiscal years beginning after December 15, 2022 with early adoption permitted. The Company expects to elect the package of transition practical expedients, which allows it to carry forward its historical assessment of (1) whether contracts are or contain leases, (2) lease classification, and (3) initial direct costs. In addition, the Company expects to elect the practical expedient that allows lessees the option to account for lease and non-lease components together as a single component for all classes of underlying assets.
The Company has made substantial progress in executing its implementation plan. It is in the process of revising its controls and processes to address the lease standard and is in the process of completing the implementation and data input for the lease accounting software tool that it will use post-adoption. ASU 2016-02 also requires expanded disclosure regarding the amounts, timing and uncertainties of cash flows related to a company’s lease portfolio. The Company is evaluating these disclosure requirements and is incorporating the collection of relevant data into its existing financial reporting processes. While the Company expects the adoption of this standard to result in an increase to the reported assets and liabilities, the Company is currently evaluating the impact of adoption on the condensed consolidated financial statements.
In October 2021, the FASB issued ASU 2021-08, Business Combinations (Topic 805) Accounting for Contract Assets and Contract Liabilities from Contracts with Customers (“ASU 2021-08”), to improve the accounting for acquired revenue contracts with customers in a business combination by addressing diversity in practice and inconsistency related to the recognition of an acquired contract liability and to payment terms and their effect on subsequent revenue recognized by the acquirer. The amendments in ASU 2021-08 require that an entity (acquirer) recognize and measure contract assets and contract liabilities acquired in a business combination in accordance with Topic 606. At the acquisition date, an acquirer should account for the related revenue contracts in accordance with Topic 606 as if it had originated the contracts. This amendment will be effective for public entities with fiscal years beginning after December 15, 2022, and for all other entities with fiscal years beginning after December 15, 2023, with early adoption permitted. While the Company is continuing to assess the timing of adoption and the potential impacts of ASU 2021-08, it does not expect ASU 2021-08 to have a material effect on its consolidated financial statements and disclosures.
In June 2016, the FASB issued ASU 2016-13, with subsequent amendments, Financial Instruments – Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments (“ASU 2016-13”). ASU 2016-13 requires immediate recognition of management’s estimates of current expected credit losses. ASU 2016-13 is currently effective for public business entities, and effective for private companies with annual reporting periods beginning after December 15, 2022, and interim periods within annual periods beginning after December 15, 2023, with early adoption permitted. The Company is currently evaluating the impact of adoption on the condensed consolidated financial statements.
Recent Accounting Pronouncements – Adopted
In December 2019, the FASB issued ASU 2019-12, Income Taxes (Topic 740): Simplifying the Accounting for Income Taxes (“ASU 2019-12”). ASU 2019-12 eliminates certain exceptions in FASB Topic 740: Income Taxes (“ASC 740”) related to the approach for intra-period tax allocation, the methodology for calculating income taxes in an interim period, and the recognition of deferred tax liabilities for outside basis differences. It also clarifies and simplifies other aspects of the accounting for income taxes. ASU 2019-12 is effective for annual reporting periods beginning after December 15, 2021, and interim periods within fiscal years beginning after December 15, 2022, with early adoption permitted. The Company adopted the new standard and there was an immaterial impact to the condensed consolidated financial statements and related disclosures.2022.
Note 3. Acquisitions, Goodwill and Intangible Assets
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Cloudways Ltd.
On September 1, 2022 (“Acquisition Date”), the Company acquired 100% of the outstanding equity interests of Cloudways, Ltd. (“Cloudways”) pursuant to a Share Purchase Agreement, dated as of August 19, 2022. This acquisition has been accounted for as a business combination. The results of Cloudways’ operations have been included in the accompanying condensed consolidated financial statements since the Acquisition Date. The acquisition of Cloudways, a leading managed cloud hosting and software-as-a-service provider for small to medium-sized businesses,SMBs, strengthens the Company’s ability to simplify cloud computing by enabling customers to launch a business and scale it effortlessly. Cloudways was a customer of the Company prior to the acquisition, and the Company recognized revenue of approximately $6,000 from Cloudways from January 1, 2022 through the Acquisition Date. All intercompany transactions will be eliminated upon the consolidation of Cloudways.
The acquisition purchase consideration, in accordance with ASC 805, totaled $311,237 and was paid in cash. The acquisition purchase consideration is subject to certain adjustments for working capital, cash, transaction expenses, accrued liabilities and indebtedness. The Share Purchase Agreement includes customary representations and warranties and covenants of the parties. The Company contributed $42,000 to an escrow account on the Acquisition Date to support certain post-closing indemnification obligations.
The initialfinal accounting has been completed with the exception of tax procedures which is still in process. The provisional tax amounts for thethis business combination is incomplete at the time of this filing dueare subject to the limited amount of time between the Acquisition Date and the date thatrevision until these financial statementsevaluations are issued. The Company has performed a preliminary valuation analysis of the fair market value of the assets and liabilities of the Cloudways business. The final purchase price allocation will be determined when the Company has completed its evaluation of the valuation analysis. The final allocation could differ materially from the preliminary allocation. The final allocation may include changes in allocations to acquired intangible assets as well as goodwill and other changes to assets and liabilities including deferred tax liabilities. The estimated useful lives of acquired intangible assets are also preliminary. Measurement period adjustments, if any, will be recognized in the reporting period in which the adjustment amounts are determined within twelve months from the Acquisition Date.completed.
The following table sets forth the components and the allocation of the purchase price for the business combination and summarizes the preliminary fair values of the assets acquired and liabilities assumed at the Acquisition Date:
Total consideration:
Cash paid to Cloudways sellers$278,187 
Cash contributed to escrow accounts42,000 
Other expenses150 
Less: Cash pre-funded from contingent compensation(9,100)
Total consideration paid$311,237 
Cash and cash equivalents$5,827 
Accounts receivable4,753 
Prepayments and other current assets547 
Other long term assets
Identifiable intangible assets72,000 
Accounts payable(1,820)
Accrued expenses(957)
Deferred revenue(1,013)
Deferred tax liabilities(21,686)(3,097)
Other current liabilities(29,660)
Net identifiable assets acquired28,00046,589 
Goodwill283,237264,648 
Total fair value of net assets acquired$311,237 
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During the six months ended June 30, 2023, the Company recorded measurement period adjustments of $18,589 to decrease Goodwill and a corresponding decrease to Deferred tax liabilities on the Condensed Consolidated Balance Sheets. Additionally, the change to the provisional amount resulted in an increase to Income tax (expense) benefit and Deferred tax liabilities of $1,589. The measurement period adjustments are a result of new information obtained about facts and circumstances that existed as of the acquisition date.
The Company amortizes its intangible assets assuming no residual value over periods in which the economic benefit of these assets is consumed (the useful life). The preliminary fair values allocated to the identifiable intangible assets and their
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estimated useful lives are as follows:
Intangible assetsIntangible assetsPreliminary Fair ValueWeighted Average Useful Life in YearsIntangible assetsFair ValueWeighted Average Useful Life in Years
Trade nameTrade name$9,500 10Trade name$9,500 10
Developed technologyDeveloped technology31,500 5Developed technology31,500 5
Customer relationshipsCustomer relationships31,000 7Customer relationships31,000 7
Total identifiable intangible assetsTotal identifiable intangible assets$72,000 Total identifiable intangible assets$72,000 
Cloudways’ assets and liabilities were measured at estimated fair values on September 1, 2022. Estimates of fair value represent management’s best estimate and require a complex series of judgments about future events and uncertainties. Third-party valuation specialists were engaged to assist in the valuation of these assets and liabilities. The Company used the relief from royalty method to fair value the developed technology and the trade name intangible assets, and the multi-period excess earnings method to fair value the customer relationship intangible assets. The significant assumptions used to estimate the value of the intangible assets included discount rates, projected revenue growth rates, EBITDA margins, technology obsolescence and royalty rates.
The goodwill is attributable primarily to the revenue synergies expected from combining the operations of both entities, and intangible assets that do not qualify for separate recognition, including the existing workforce acquired through the acquisition. None of the goodwill is expected to be deductible for income tax purposes.
Acquisition related costs consist of miscellaneous professional service fees and expenses for acquisition related activities. The Company recognized approximately $2,139 of acquisition related costs that were expensed in the current period. These costs are shown primarily as part of general and administrative expenses in the accompanying condensed consolidated statements of operations.
The amount of Cloudways’ revenue and net loss included in the Company’s condensed consolidated statements of operations from the Acquisition Date through September 30, 2022, was $4,923 and $(3,581), respectively. The $4,923 does not include the impact of the elimination of $765 related to DO intercompany revenue with Cloudways.
Contingent compensation
Contingent compensation costs relate to payments due to a Cloudways seller for $38,830, of which $16,851 iswill be earned on September 1, 2023, and $7,326 iswill be earned on each of March 1, 2024, September 1, 2024 and March 1, 2025. Contingent compensation represents compensation for post-combination services because the payments are contingent on continuing employment of the Cloudways seller, with limited exceptions, at each payment date. For the nine months ended September 30, 2022, the Company recorded an acquisition related compensation expense of $2,361 related to estimated compensation earned by the Cloudways seller to date. This expense is shown as part of General and administrative in the accompanying condensed consolidated statements of operations.
Unaudited Pro Forma Financial Information
The unaudited pro forma information below summarizes the combined results of the Company and Cloudways as if the Company’s acquisition of Cloudways closed on January 1, 2021 but does not necessarily reflect the combined actual results of operations of the Company and Cloudways that would have been achieved, nor are they necessarily indicative of future results of operations. The unaudited pro forma information reflects certain adjustments that were directly attributable to the acquisition of Cloudways, including additional amortization adjustments for the fair value of the assets acquired and liabilities assumed and other adjustments the Company believes are reasonable for the pro forma presentation. The pro forma net income (loss) for the three months ended September 30, 2022 was adjusted to exclude nonrecurring acquisition related costs of $2,139.
Pro Forma Three Months Ended September 30,Pro Forma Nine Months Ended September 30,
2022202120222021
Pro-forma revenue$160,457 $119,703 $444,193 $330,993 
Pro-forma net income (loss)10,010 (9,713)(24,837)(31,593)
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Three Months EndedSix Months Ended
June 30, 2022June 30, 2022
Pro-forma revenue$144,898 $282,302 
Pro-forma net loss(11,691)(34,735)
Other Asset Acquisitions
In March 2022,January 2023, the Company acquired certain assets of SnapShooter Limited for $2,500, which was accounted for as an asset acquisition as substantially all of the fair value of the assets of the CSS Tricks website (“CSS Tricks”) from Midwest Coast Studios LLC for total purchase consideration of $4,000. Theacquired was concentrated in a developed technology intangible assetsasset and will be amortized over 3 to 5five years. In June 2022,
Additionally, the Company acquired intangible assetsrecognized a contingent compensation liability of $1,000 that is payable one year from JournalDev IT Services Private Limited for total purchase considerationthe date of $1,400 toacquisition, contingent on continuing employment and will be amortizedrecognized as compensation expense over 3 years.
Nimbella
The Company finalized and adjusted the purchase price for the Nimbella acquisition to reflect an decrease of $247 to Goodwill related to the final 2021 pre-acquisition tax return.period that it is earned.
Note 4. Marketable Securities
The following is a summary of available-for-sale marketable securities, excluding those securities classified within cash and cash equivalents, on the Condensed Consolidated Balance Sheets as of SeptemberJune 30, 2022. The Company did not hold any available-for-sale marketable securities as of2023 and December 31, 2021.2022.
September 30, 2022
Amortized
Cost
Gross Unrealized GainsGross Unrealized LossesFair
Value
U.S. treasury securities$568,706 $14 $(2,342)$566,378 
Corporate debt securities35,032 — (340)34,692 
Commercial paper200,276 (809)199,469 
Total Marketable securities$804,014 $16 $(3,491)$800,539 
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June 30, 2023
Amortized CostGross Unrealized GainsGross Unrealized LossesFair Value
U.S. treasury securities$372,356 $22 $(398)$371,980 
Commercial paper58,600 — (118)58,482 
Total Marketable securities$430,956 $22 $(516)$430,462 
December 31, 2022
Amortized CostGross Unrealized GainsGross Unrealized LossesFair Value
U.S. treasury securities$549,944 $29 $(849)$549,124 
Corporate debt securities35,293 — (86)35,207 
Commercial paper139,489 (367)139,131 
Total Marketable securities$724,726 $38 $(1,302)$723,462 
Interest income from investments was $3,309$6,394 and $27$2,644 for the three months ended SeptemberJune 30, 20222023 and 2021,2022, respectively, and $6,899$14,064 and $36$3,590 for the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively. As of SeptemberJune 30, 2022,2023, all of the Company’s available-for-sale short-term investments were due within one year.
As of June 30, 2023, the Company held fourteen securities that were in an unrealized loss position. The Company does not believeintend to sell and expects that any unrealizedit is more likely than not that it will not be required to sell these securities until such time as the value recovers or the securities mature. Unrealized losses from fixed-income securities are primarily attributable to changes in interest rates and not credit-related factors based on itsthe Company’s evaluation of available evidence. To determine whether a decline in value is related to credit loss, the Company evaluates, among other factors: the extent to which the fair value is less than the amortized cost basis, changes to the rating of the security by a rating agency and any adverse conditions specifically related to an issuer of a security or its industry. Management does not believe any remaining unrealized losses represent impairments based on our evaluation of available evidence. Unrealized gains and losses on marketable securities are presented net of tax.
Note 5. Fair Value Measurements
The fair value of our financial assets measured on a recurring basis is as follows:
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September 30, 2022June 30, 2023
Level ILevel IITotalLevel ILevel IITotal
Cash and cash equivalents:Cash and cash equivalents:Cash and cash equivalents:
CashCash$23,436 $— $23,436 Cash$119,714 $— $119,714 
Money market fundsMoney market funds679 — 679 Money market funds331 — 331 
Total Cash and cash equivalentsTotal Cash and cash equivalents$24,115 $— $24,115 Total Cash and cash equivalents$120,045 $— $120,045 
Marketable securities:Marketable securities:Marketable securities:
U.S. treasury securitiesU.S. treasury securities$566,377 $— $566,377 U.S. treasury securities$371,980 $— $371,980 
Corporate debt securities— 34,69234,692 
Commercial paperCommercial paper— 199,470199,470 Commercial paper— 58,48258,482 
Total Marketable securitiesTotal Marketable securities$566,377 $234,162 $800,539 Total Marketable securities$371,980 $58,482 $430,462 
December 31, 2021December 31, 2022
Level ILevel IITotalLevel ILevel IITotal
Cash and cash equivalents:Cash and cash equivalents:Cash and cash equivalents:
CashCash$1,093,425 $— $1,093,425 Cash$95,117 $— $95,117 
Money market fundsMoney market funds45,655 — 45,655 
Total Cash and cash equivalentsTotal Cash and cash equivalents$140,772 $— $140,772 
Marketable securities:Marketable securities:
U.S. treasury securitiesU.S. treasury securities$549,124 $— $549,124 
Corporate debt securitiesCorporate debt securities— 35,207 35,207 
Commercial paperCommercial paper— 269,945 269,945 Commercial paper— 139,131 139,131 
Certificate of deposits— 350,017 350,017 
Total Cash and cash equivalents$1,093,425 $619,962 $1,713,387 
Total Marketable securitiesTotal Marketable securities$549,124 $174,338 $723,462 
The Company classifies its highly liquid money market funds and U.S. treasury securities within Level 1 of the fair value hierarchy because they are valued based on quoted market prices in active markets. The Company classifies its commercial paper and corporate debt securities and certificates of deposit within Level 2 because they are valued using inputs other than quoted prices that are directly or indirectly observable in the market, including readily available pricing sources for the identical underlying security which may not be actively traded. The Company had no Level 3 financial assets as of SeptemberJune 30, 20222023 and December 31, 2021.2022.
Financial Instruments Not Recorded at Fair Value on a Recurring Basis
The Company reports financial instruments at fair value, with the exception of the 0% Convertible Senior Notes due December 1, 2026 (“Convertible Notes”). Financial instruments that are not recorded at fair value on a recurring basis are measured at fair value on a quarterly basis for disclosure purposes. The carrying values and estimated fair values of financial instruments not recorded at fair value are as follows:
September 30, 2022December 31, 2021
Carrying ValueFair ValueCarrying ValueFair Value
Convertible Notes$1,468,393 $1,099,185 $1,462,676 $1,462,676 
June 30, 2023December 31, 2022
Carrying ValueFair ValueCarrying ValueFair Value
Convertible Notes$1,474,029 $1,179,300 $1,470,270 $1,134,030 
The carrying value of the Convertible Notes as of SeptemberJune 30, 20222023 and December 31, 20212022 was net of unamortized debt issuance costs of $31,607$25,971 and $37,324,$29,730, respectively.
The total fair value of the Convertible Notes was determined based on the closing trading price as of the last day of trading for the period. The Company considers the fair value to be a Level 2 valuation due to the limited trading activity.
Note 6. Balance Sheet Details
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Property and equipment, net
Property and equipment, net consisted of the following:
September 30, 2022December 31, 2021June 30, 2023December 31, 2022
Computers and equipmentComputers and equipment$566,749 $487,484 Computers and equipment$587,463 $564,763 
Furniture and fixturesFurniture and fixtures1,511 1,511 Furniture and fixtures1,511 1,511 
Leasehold improvementsLeasehold improvements6,820 6,820 Leasehold improvements6,820 6,820 
Internal-use softwareInternal-use software75,992 68,321 Internal-use software81,446 78,649 
Property and equipment, grossProperty and equipment, gross$651,072 $564,136 Property and equipment, gross$677,240 $651,743 
Less: accumulated depreciationLess: accumulated depreciation$(340,501)$(317,329)
Less: accumulated amortizationLess: accumulated amortization$(58,410)$(49,268)Less: accumulated amortization(66,032)(61,244)
Less: accumulated depreciation(321,677)(265,225)
Property and equipment, netProperty and equipment, net$270,985 $249,643 Property and equipment, net$270,707 $273,170 
Depreciation expense on property and equipment for the three months ended SeptemberJune 30, 2023 and 2022 was $21,672 and 2021 was $20,982 and $18,969,$20,701, respectively, and $62,009$44,044 and $54,359$41,027 for the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively.
The Company capitalized costs related to the development of computer software for internal use of $7,879$3,519 and $4,884$5,128 for the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively, which is included in internal-use software costs within Property and equipment, net. Amortization expense related to internal-use software for the three months ended SeptemberJune 30, 2023 and 2022 was $2,156 and 2021 was $2,983 and $3,245,$3,077, respectively, and $9,205$4,906 and $10,245$6,222 for the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively.
The Company recorded an impairment loss of $24 and $144 related to software that is no longer being used during the three and nine months ended September 30, 2022, respectively. The Company recorded an impairment loss of $212 for the three and nine months ended September 30, 2021. This impairment loss is included in Cost of revenue and Research and development on the Condensed Consolidated Statements of Operations.
Prepaid expenses and other current assets
Prepaid expenses and other current assets consisted of the following:
September 30, 2022December 31, 2021
Prepaid expenses$13,884 $11,473 
Restricted cash9,100 — 
VAT and sales tax receivable7,328 5,116 
Other current expenses965 461 
Total prepaid expenses and other current assets$31,277 $17,050 
Other current liabilities
Other current liabilities consisted of the following:
September 30, 2022December 31, 2021
Accrued taxes$39,822 $6,755 
Contingent compensation1,404 — 
ESPP withholding2,682 1,495 
Sublease liability725 — 
Other current liabilities292 599 
Total other current liabilities$44,925 $8,849 
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Note 7. Debt
Credit Facility
In February and March 2020, the Company entered into and subsequently amended a second amended and restated credit agreement with KeyBank National Association as administrative agent. In November 2021, the Company further amended such credit agreement to revise certain covenants that restricted the incurrence of indebtedness to permit the issuance of the convertible notes discussed below. In March 2022, the Company entered into a third amended and restated credit agreement (the “Credit Facility”) to, among other modifications, (i) remove the term loan component of the existing credit facility which had been previously repaid in full; (ii) increase the maximum borrowing limit of the revolving credit facility from $150,000 to $250,000; (iii) extend the maturity date; (iv) replace the existing maximum total net leverage ratio financial covenant with a maximum senior secured net leverage ratio financial covenant; (v) eliminate the financial covenant requirement of maintaining a minimum debt service coverage ratio; (vi) reduce the interest rates applicable to any principal amounts outstanding on the revolving credit facility as well as the annual commitment fee for unused amounts on the revolving credit facility; and (vii) replace the benchmark reference rate for U.S. Dollar loans from LIBOR to the forward-looking term rate based on the secured overnight financing rate plus a customary adjustment (“Adjusted Term SOFR”).
At SeptemberJune 30, 2022,2023, the Company had available borrowing capacity of $250,000 on the Credit Facility. The Credit Facility will mature on the earlier of (a) March 29, 2027 and (b) 90 days before the maturity date applicable to any outstanding convertible notes issued by the Company in an aggregate principal amount equal to or greater than $100,000.
The Credit Facility is secured by a first-priority security interest in substantially all of the assets of the Company. The Credit Facility contains certain financial and operational covenants, including a maximum senior secured net leverage ratio financial covenant of 3.50x. As of SeptemberJune 30, 2022,2023, the Company was in compliance with all covenants under the Credit Facility.
The per annum interest rate applicable to any principal amounts outstanding under the Credit Facility for U.S. Dollar loans will be equal to (i) Adjusted Term SOFR plus (ii) an applicable margin varying from 1.25% to 2.00%, subject to a pricing grid based on the senior secured net leverage ratio. The Credit Facility provides for an annual commitment fee varying from 0.20% to 0.30%, also subject to a pricing grid based on the senior secured net leverage ratio, applied to the average daily unused amount of the revolving credit facility. The Company incurred commitment fees on the unused balance of the Credit Facility of $128 and $96$126 for the three months ended SeptemberJune 30, 2023 and 2022 and 2021, respectively,$251 and $349 and $266$221 for the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively.
In connection with the Credit Facility, the Company incurred $1,295 of additional debt issuance costs which, together with $662 of the then unamortized financing fees, will be amortized over the remaining term of the facility. The Company recognized a loss on extinguishment of debt of $407 for the nine months ended September 30, 2022. The loss on extinguishment of debt represent a non-cash adjustment to reconcile net income to net cash provided by operating activities within the Condensed Consolidated Statements of Cash Flows.
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Amortization of deferred financing fees for the three months ended SeptemberJune 30, 2023 and 2022 was $105 and 2021 was $106 and $90,$95, respectively, and $293$210 and $2,153$187 for the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively.
Convertible Notes
In November 2021, the Company issued $1,500,000 aggregate principal amount of Convertible Notes in a private offering, including the exercise in full of the over-allotment option granted to the initial purchasers of $200,000. The Convertible Notes are senior unsecured obligations of the Company and do not bear regular interest, and the principal amount of the Convertible Notes does not accrete. The Convertible Notes will mature on December 1, 2026 unless earlier converted, redeemed, or repurchased. The net proceeds from this offering were $1,461,795 after deducting underwriting fees, expenses and commissions. Amortization of deferred financing fees for the three and nine months ended SeptemberJune 30, 2023 and 2022 was $1,874$1,881 and $5,605,$1,863, respectively, and $3,760 and $3,731 for the six months ended June 30, 2023 and 2022, respectively.
Each $1,000$1 of principal of the Convertible Notes will initially be convertible into 5.6018 shares of the Company’s common stock, which is equivalent to an initial conversion price of approximately $178.51 per share, subject to adjustment as set forth in the indenture governing the Convertible Notes. Holders of these Convertible Notes may convert their Convertible Notes at their option at any time prior to the close of the business day immediately preceding June 1, 2026, only under the following circumstances:
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1.during any calendar quarter commencing after the calendar quarter ending on March 31, 2022, if the last reported sale price of the Company’s common stock exceeds 130% of the conversion price for each of at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter on each applicable trading day;
2.during the five business day period after any ten consecutive trading day period (such ten consecutive trading day period, the “measurement period”) in which the trading price of the Convertible Notes for each trading day of the measurement period was less than 98% of the product of the last reported sale price per share of the common stock on such trading day and the conversion rate on such trading day;
3.if the Company calls such Convertible Notes for redemption, at any time prior to the close of business on the business day immediately preceding the redemption date; and
4.upon the occurrence of specified corporate events or distributions on the common stock.
As none of the above circumstances have occurred as of SeptemberJune 30, 2022,2023, the Convertible Notes were not convertible for the fiscal quarter ending SeptemberJune 30, 2022.2023.
On or after June 1, 2026 until the close of business on the scheduled trading day immediately preceding the maturity date, holders may convert all or any portion of their Convertible Notes at the option of the holder regardless of the foregoing circumstances.
Upon conversion of the Convertible Notes, the Company will pay or deliver, as the case may be, cash, shares of common stock or a combination of cash and shares of common stock, at the Company’s election. It is the Company's current intent to settle the principal amount of the Convertible Notes with common stock.
The Company may redeem for cash all or any portion of the Convertible Notes, at its option, on or after December 2, 2024 and on or before the 25th scheduled trading day immediately before the maturity date, if the last reported sale price per share of the Company’s common stock exceeds 130% of the conversion price then in effect on each of at least 20 trading days (whether or not consecutive) during the 30 consecutive trading days ending on, and including, the trading day immediately preceding the date on which the Company provides a notice of redemption at a redemption price equal to 100% of the principal amount of the Convertible Notes to be redeemed, plus any accrued and unpaid special interest and additional interest, if any, to, but excluding, the redemption date.
Upon the occurrence of a fundamental change (as defined in the indenture governing the Convertible Notes), subject to certain conditions, holders may require the Company to repurchase all or a portion of the Convertible Notes for cash at a price equal to 100% of the principal amount of the Convertible Notes to be repurchased, plus any accrued and unpaid special interest and additional interest, if any, to, but excluding, the fundamental change repurchase date.
Note 8. Operating Leases
The Company leases data center facilities and office space under generally non-cancelable operating lease agreements, which expire at various dates through 2027. Facility leases generally include renewal options and may include escalating rental payment provisions. Additionally, the leases may require us to pay a portion of the related operating expenses. Rent expense related to these operating leases for the three months ended September 30, 2022 and 2021 was $15,356 and $12,798, respectively, and $40,187 and $37,128 for the nine months ended September 30, 2022 and 2021, respectively.
The Company entered into separate sublease agreements related to its New York office space effective as of March 2022 and June 2022, respectively. As defined within the lease and sublease agreements, the Company remains primarily liable to the landlord for the performance of all obligations in the event that the sublessees do not perform their obligations under their respective leases. As a result of the sublease arrangements, future minimum rental commitments under operating leases will be offset by sublease amounts to be paid by the sublessees. The Company recognized a loss on the sublease of $1,471 for the nine months ended September 30, 2022. The total of minimum sublease amounts to be received in the future under non-cancelable subleases is $5,496 as of September 30, 2022.
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Future minimum payments under operating lease agreements, net of sublease payments, as of September 30, 2022, were as follows:
2022 (three months remaining)$13,600 
202366,467 
202474,689 
202540,847 
202628,067 
Thereafter32,017 
Total minimum operating lease payments$255,687 
Note 9.8. Commitments and Contingencies
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Purchase Commitments
As of SeptemberJune 30, 2022,2023, the Company had long-term commitments for bandwidth usage with various networks and internet service providers and entered into purchase orders with various vendors. The Company’s purchase commitments have not materially changed since December 31, 2021.2022.
Letters of Credit
In conjunction with the execution of certain office space operating leases, lettersa letter of credit in the aggregate amount of $1,747 and $1,935 and $2,038 werewas issued and outstanding as of SeptemberJune 30, 20222023 and December 31, 2021,2022, respectively. No draws have been made under such lettersthe letter of credit. These funds are included as Restricted cash on the Condensed Consolidated Balance Sheets as they are related to long-term operating leases and are included in beginning and ending Cash, cash equivalents and restricted cash in the Condensed Consolidated Statements of Cash Flows. Certain of the lettersThe letter of credit can bewas reduced on an annual basis until the end of 2022 at which pointand, beginning January 1, 2023, the deposit required will similarly reduce to meetcurrently held is the minimum threshold requirements.required until the lease expiration.
Legal Proceedings
The Company may be involved in various legal proceedings and litigation arising in the ordinary course of business. While it is not feasible to predict or determine the ultimate disposition of any such litigation matters, the Company believes that any such legal proceedings will not have a material adverse effect on its condensed consolidated financial position, results of operations, or liquidity.
Note 10.9. Stockholders’ Equity
Common Stock
The Company’s amended and restated certificate of incorporation authorizes the issuance of common and preferred stock. Holders of common stock are entitled to one vote per share.
As of SeptemberJune 30, 20222023 and December 31, 2021,2022, the Company was authorized to issue 750,000,000 shares of common stock with a par value of $0.000025 per share.
Preferred Stock
In connection with our initial public offering in March 2021 (“IPO”), the Company'sIPO, the Company’s amended and restated certificate of incorporation became effective, which authorized the issuance of 10,000,000 shares of preferred stock with a par value of $0.000025 per share with rights and preferences, including voting rights, designated from time to time by the Company'sCompany’s Board of Directors. No shares of preferred stock were issued or outstanding as of SeptemberJune 30, 20222023 or December 31, 2021.
20


2022.
Share Buyback Program
On February 23, 2022,14, 2023, the Company'sCompany’s Board of Directors approved the repurchase of up to an aggregate of $300,000$500,000 of the Company’s common stock (the “2023 Share Buyback Program”). Pursuant to the 2023 Share Buyback Program, repurchases of the Company’s common stock will occur using a variety of methods, which may include but are not limited to open market purchases, the implementation of a 10b5-1 plan, and/or any other available methods in accordance with SEC and other applicable legal requirements. The 2023 Share Buyback Program is authorized throughout fiscal year 2022 (“Previous Program”). As of May 16, 2022,2023; however, the Company repurchased shares representingis not obligated to acquire any particular amount of common stock and the entire amount available under the Previous Program. On May 23, 2022,2023 Share Buyback Program may be extended, modified, suspended or discontinued at any time at the Company’s Board of Directors approved a new stock repurchase program authorizingdiscretion.
Pursuant to the repurchase of up to an additional $300,000 of its common stock throughout fiscal year 2022 (the “Current Program”). As of August 19, 2022,2023 Share Buyback Program, during the Company repurchased shares representingthree months ended June 30, 2023, the entire amount available under the Current Program.
The Company repurchased and retired 1,078,650 and 13,626,5942,778,382 shares of common stock in the open market for an aggregate purchase price of $50,000 and $600,000 during$103,018, which excludes the three and nine1% excise tax of $1,030 imposed under the Inflation Reduction Act. During the six months ended SeptemberJune 30, 2022, respectively.2023, the Company repurchased and retired 10,538,355 shares of common stock for an aggregate purchase price of $368,919, which excludes the 1% excise tax of $3,689. All purchased shares were retired and are reflected as a reduction of Common stock for the par value of shares, with the excess applied to Additional paid-in capital.
Treasury Stock
The Company records treasury stock atcapital and Accumulated deficit. As of June 30, 2023, the costdollar value of shares that remained available to acquire shares and is included as a component of Stockholders’ equity. The Company’s Board of Directors approved the retirement of the balance of treasury stock as of August 1, 2022. At December 31, 2021,be repurchased by the Company had 1,968,228 shares of treasury stock which were carried at its cost basis of $4,598 onunder the Condensed Consolidated Balance Sheets.2023 Share Buyback Program was $131,081.
Note 11.10. Stock-Based Compensation
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Equity Incentive Plan
In March 2021, the Company’s Board of Directors adopted, and the stockholders approved, the 2021 Equity Incentive Plan. The 2021 Equity Incentive Plan is a successor to and continuation of the 2013 Stock Plan. The 2021 Equity Incentive Plan became effective on the date of the IPO with no further grants being made under the 2013 Stock Plan, however, awards outstanding under the 2013 Stock Plan will continue to be governed by their existing terms. The 2021 Equity Incentive Plan provides for the grant of incentive stock options, nonstatutory stock options, stock appreciation rights, restricted stock awards, restricted stock units awards (“RSUs”), performance awards, and other awards to employees, directors, and consultants up to an aggregate of 36,290,381 shares of common stock as of September 30, 2022.consultants. Shares issued pursuant to the exercise of these awards are transferable by the holder.
In February 2023, the Company initiated a restructuring plan to adjust its cost structure and accelerate its timeline to achieve greater than 20% adjusted free cash flow margins (the “Restructuring Plan”), which includes both the elimination of positions across the Company as well as the shifting of additional positions across a broader geographical footprint. In connection with the Restructuring Plan, the Company recorded $3,937 of stock-based compensation related to the accelerated vesting of certain restricted stock, performance-based restricted stock units (“PRSUs”), and RSU awards during the six months ended June 30, 2023. Refer to Note 13, Restructuring, for further details of the Restructuring Plan.
Stock Options
Stock options granted have a maximum term of ten years from the grant date, are exercisable upon vesting and vest over a period of four years. Stock option activity for the ninesix months ended SeptemberJune 30, 20222023 was as follows:
Number of Options OutstandingWeighted-Average Exercise PriceWeighted-Average Remaining Life in YearsAggregate Intrinsic Value
Outstanding at January 1, 202212,434,159 $7.19 7.64$909,494 
Exercised(1,656,764)6.25 
Forfeited or cancelled(423,967)9.46 
Outstanding at September 30, 202210,353,428 7.24 6.46299,478 
Vested and exercisable at September 30, 20226,929,561 6.32 6.15206,875 
Vested and unvested expected to vest at September 30, 20229,637,482 $7.00 6.39$281,090 
Number of Options OutstandingWeighted-Average Exercise PriceWeighted-Average Remaining Life in YearsAggregate Intrinsic Value
Outstanding at January 1, 202310,153,916 $7.23 6.16$185,188 
Exercised(1,695,056)6.89 
Forfeited or cancelled(368,616)10.16 
Outstanding at June 30, 20238,090,244 7.16 5.58266,813 
Vested and exercisable at June 30, 20236,998,291 6.53 5.41235,234 
Vested and unvested expected to vest at June 30, 20237,926,703 $7.03 5.55$262,418 
The aggregate intrinsic value represents the difference between the fair value of common stock and the exercise price of outstanding in-the-money options. The aggregate intrinsic value of exercised options for the ninesix months ended SeptemberJune 30, 2023 and 2022 was $46,261 and 2021$70,497, respectively. The tax benefit from stock options exercised was $78,012$706 and $98,724,$1,628 for the three months ended June 30, 2023 and 2022, respectively, and $1,835 and $7,386 for the six months ended June 30, 2023 and 2022, respectively.
No options were granted during the ninesix months ended SeptemberJune 30, 20222023 and 2021.2022. The aggregate estimated fair value of stock options granted to participants that vested during the ninesix months ended SeptemberJune 30, 2023 and 2022 was $7,211 and 2021 was $13,452 and $15,402,$9,169, respectively.
As of SeptemberJune 30, 2022,2023, there was $19,329$9,452 of unrecognized stock-based compensation related to outstanding stock options granted that is expected to be recognized over a weighted-average period of 1.771.19 years.
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RSUs
RSUs granted typically vest over four years. RSU activity for the ninesix months ended SeptemberJune 30, 20222023 was as follows:
SharesWeighted-Average Fair ValueSharesWeighted-Average Fair Value
Unvested balance at January 1, 20223,334,137 $45.74 
Unvested balance at January 1, 2023Unvested balance at January 1, 20234,802,435 $44.25 
GrantedGranted2,774,362 45.73 Granted4,334,308 35.24 
VestedVested(1,107,936)44.11 Vested(887,811)42.17 
Forfeited or cancelledForfeited or cancelled(329,516)47.09 Forfeited or cancelled(1,496,649)45.86 
Unvested balance at September 30, 20224,671,047 46.02 
Vested and expected to vest at September 30, 20222,946,410 $46.39 
Unvested balance at June 30, 2023Unvested balance at June 30, 20236,752,283 38.38 
Vested and expected to vest at June 30, 2023Vested and expected to vest at June 30, 20234,371,473 $38.49 
Forfeitures and cancellations were primarily due to the Restructuring Program.
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As of SeptemberJune 30, 2022,2023, there was $125,828$154,213 of unrecognized stock-based compensation related to outstanding RSUs granted that is expected to be recognized over a weighted-average period of 3.063.02 years.
PRSUs
The Company issued performance-based restricted stock units (“PRSUs”)PRSUs which will vest based on the achievement of each award’s established performance targets. PRSU activity for the ninesix months ended SeptemberJune 30, 20222023 was as follows:
SharesWeighted-Average Fair ValueSharesWeighted-Average Fair Value
Unvested balance at January 1, 2022578,949 $48.04 
Unvested balance at January 1, 2023Unvested balance at January 1, 2023666,122 $57.41 
GrantedGranted436,387 60.72 Granted1,118,528 31.75 
VestedVested(207,001)47.58 Vested(39,754)41.24 
Forfeited or cancelledForfeited or cancelled(30,497)41.24 Forfeited or cancelled(307,156)40.58 
Adjusted by performance factorAdjusted by performance factor(89,769)41.24 Adjusted by performance factor(436,387)60.72 
Unvested balance at September 30, 2022688,069 $56.94 
Unvested balance at June 30, 2023Unvested balance at June 30, 20231,001,353 $34.14 
At the end of each reporting period, the Company will adjust compensation expense for the PRSUs based on its best estimate of attainment of the below specified performance metrics. The cumulative effect on current and prior periods of a change in the estimated number of PRSUs that are expected to be earned during the performance period will be recognized as an adjustment to earnings in the period of the revision.
Compensation cost in connection with the probable number of shares that will vest will be recognized using the accelerated attribution method. As of September 30, 2022, the Company determined that it was not probable that the Long Term Incentive Plan (“LTIP”) PRSUs granted to certain executives of the Company with respect to the Company’s 2022 financial performance, and the other PRSU awards would vest. There is $1,714 of unrecognized stock-based compensation that is expected to be recognized over a weighted-average period of 0.94 years in regards to the 2021 LTIP PRSUs with respect to the Company’s 2021 performance.
LTIP PRSUs
The Company grants LTIPLong Term Incentive Plan (“LTIP”) PRSUs to certain executives of the Company during the first fiscal quarter. A percentage of the LTIP PRSUs will become eligible to vest based on the Company’s financial performance level at the end of each fiscal year. The financial performance level is determined as the percentage equal to the sum of the revenue growth percentage and profitability percentage.
The number of LTIP PRSUs received will depend on the achievement of financial metrics relative to the approved performance targets. Depending on the actual financial metrics achieved relative to the target financial metrics throughout the defined performance period of the award, the number of LTIP PRSUs that vest could range from 0% to 200% of the target amount and are subject to the Board of Director’sDirectors’ approval of the level of achievement against the approved performance targets.
Assuming the minimum performance target is achieved, one-third of the aggregate number of the LTIP PRSUs shall vest on the later of (i) March 1 of the year after grant or (ii) two trading days following the public release of the Company’s financial results, and the remainder shall vest in eight equal quarterly installments subject, in each case, to the individual’s continuous service through the applicable vesting.
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vesting date.
On February 24, 2022, the financial performance of the LTIP PRSUs granted in 2021 was determined to be achieved at 155% of the target amount. This resulted in a performance factor reduction of 89,769 shares from the original maximum shares achievable of 398,949.
On February 16, 2023, it was determined that the financial performance of the LTIP PRSUs granted in 2022 was not achieved. This resulted in a performance factor reduction of 436,387 shares from the original maximum shares achievable of 436,387.
On March 1, 2022,2023, the Company granted an LTIP PRSU award (the “2023 LTIP PRSU”) with a maximum shares achievable of 436,387,1,118,528, subject to the above actual financial metrics achieved relative to the target financial metrics for fiscal year 2022.2023. As of June 30, 2023, the Company determined that it was probable that a percentage of the 2023 LTIP PRSUs granted with respect to the Company’s 2023 financial performance would vest.
There is $3,338 of unrecognized stock-based compensation that is expected to be recognized over a weighted-average period of 1.35 years in regards to the LTIP PRSUs.
Other PRSUs
In addition to the above awards, certain other PRSUs have been awarded subject to other various performance measures including the achievement of revenue targets and product launches.targets.
On May 24, 2022, the financial performance of one
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As part of the Company’s other PRSUs was determined to be achieved at 100% of the target amount due to a successful product launch. On June 1, 2022, all 60,000Restructuring Plan, 20,000 PRSU shares were fully vested.deemed achieved and will vest in early fiscal year 2024. This resulted in $1,262 of stock-based compensation, which was included in Restructuring and other charges in the Condensed Consolidated Statements of Operations for the three months ended March 31, 2023.
During the three months ended June 30, 2023, 40,000 PRSUs shares were deemed achieved and will vest in early fiscal year 2024. This resulted in $2,524 of stock-based compensation, which was included in Research and development in the Condensed Consolidated Statements of Operations.
MRSUs
On July 27, 2021, the Company’s Board of Directors granted a market-based restricted stock unit (“MRSU”) award for 3,000,000 shares of the Company’s common stock to the Company’s Chief Executive Officer, Yancey Spruill, which will vest upon the satisfaction of certain service conditions and the achievement of certain Company stock price goals, as described below.
The MRSU, which has a grant date fair value of $75,300 derived by using a discrete model based on multiple stock price-paths developed through the use of a Monte Carlo simulation, is divided into five tranches that will be earned based on the achievement of stock price goals, measured based on the average of the Company’s closing stock price over a consecutive ninety (90) trading day period during the performance period as set forth in the table below.
TrancheCompany Stock Price TargetNumber of Eligible MRSUs
1$93.50475,000
2$140.00575,000
3$187.00650,000
4$233.50650,000
5$280.50650,000
To the extent earned based on the stock price targets set forth above, the MRSU will vest over a seven-year period beginning on the date of grant in annual amounts equal to 14%, 14%, 14%, 14%, 14%, 15% and 15%, respectively, on each anniversary of the date of grant.
MRSU activity for the ninesix months ended SeptemberJune 30, 20222023 was as follows:
SharesWeighted-Average Fair Value
Unvested balance at January 1, 20223,000,000 $25.12 
Granted— — 
Unvested balance at September 30, 20223,000,000 $25.12 
SharesWeighted-Average Fair Value
Unvested balance at January 1, 20233,000,000 $25.12 
Granted— — 
Unvested balance at June 30, 20233,000,000 $25.12 
As of SeptemberJune 30, 2022,2023, there was $54,817$41,805 of unrecognized stock-based compensation related to the MRSUs granted that is expected to be recognized over a weighted-average period of 3.763.20 years.
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ESPP
In March 2021, the Company’s Board of Directors adopted, and the stockholders approved, the 2021 Employee Stock Purchase Plan (“ESPP”). Eligible employees enroll in the offering period at the start of each purchase period, whereby they may purchase a number of shares at a price per share equal to 85% of the lesser of (1) the stock price at the employee’s first participation in the offering period or (2) the fair market value of the Company’s common stock on the purchase date. After the end of an offering period, a new offering will automatically begin on the date that immediately follows the conclusion of the preceding offering. The ESPP provides for the grant of up to an aggregate of 3,272,076 shares of common stock as of September 30, 2022.

2021 Offering2022 Offerings
The initialA new offering period commenced on the IPO dateMay 23, 2022 and consistedwas scheduled to consist of two purchase periods, the first of which had awith purchase datedates of November 18, 2022 and May 19, 2021 and the second and final purchase period had a purchase date of May 20,2023 (the “First 2022 (the “2021 Offering”).
In connection with the purchase period that ended on November 19, 2021,18, 2022, there were 117,996111,851 shares of common stock, net of shares withheld for taxes, purchased by employees at a price of $39.95.$24.03. Under the terms of the ESPP, since the Company’s stock price on the first day of the purchase period beginning on November 21, 2022 was lower than the stock price at the beginning of the First 2022 Offering, the First 2022 Offering terminated and a new 12 month offering automatically commenced on November 21, 2022, with scheduled purchase dates on May 19, 2023 and November 20, 2023 (the “Second 2022 Offering”). In connection with the purchase period that ended on May 20, 2022,19, 2023, there were 144,867120,348 shares of common stock, net of shares withheld for taxes, purchased by employees at a price of $36.26.$23.51.
The termination of the First 2022 Offering
A new offering period commenced on May 23, and commencement of the Second 2022 and will consistOffering was accounted for as a modification, which resulted in an incremental stock-based compensation of two purchase periods, the first of$2,069, which will have a purchase datebe recognized over the remaining term of November 18,Second 2022 and the second and final purchase will have a purchase date of May 19, 2023 (the “2022 Offering”). Under the terms of the ESPP, in the event that the Company's stock price on the first day of the purchase period beginning on November 21, 2022 is lower than the stock price at the beginning of the offering, the current offering will terminate immediately and a new 12 month offering will automatically begin with purchase dates on May 19, 2023 and November 20, 2023. As of September 30, 2022, 3,009,213 shares of common stock remain available for issuance under the ESPP.Offering.
During the three and nine months ended SeptemberJune 30, 2023 and 2022, the Company recorded stock-based compensation associated with the ESPP of $902$595 and $3,441,$1,178, respectively, and $186$1,220 and $2,108$2,539 for the three and ninesix months ended SeptemberJune 30, 2021.2023 and 2022, respectively. As of SeptemberJune 30, 2022, $2,6822023, $666 has been withheld on behalf of employees.
Restricted Shares
In connection with the closing of the Nimbella acquisition of Nimbella,on September 1, 2021, the Company issued 200,204 shares of restricted stock for $63.11 per share for a total value of $12,635 to the founders of Nimbella. These shares vest equally on March 1, 2023 and September 1, 2024 and are expensed on a straight line basis over 36 months. The restricted stock is subject to forfeiture and dependent upon each founder’s continuous service on the vesting date.
As part of the Restructuring Plan, during the three months ended March 31, 2023, 33,963 shares of restricted stock that were issued to a former founder were vested upon the employee’s departure and $2,147 of stock-based compensation was included in Restructuring and other charges in the Condensed Consolidated Statements of Operations for the six months ended June 30, 2023.
During the three months ended June 30, 2023, 66,139 shares of restricted stock that were issued to the two remaining founders of Nimbella were vested upon their departure. This resulted in $3,946 of stock-based compensation which was included in Research and development in the Condensed Consolidated Statements of Operations for the three months ended June 30, 2023.
Total stock-based compensation for the three and nine months ended SeptemberJune 30, 2023 and 2022 was $1,053$3,946 and $3,159,$1,053, respectively, and $346$4,879 and $2,106 for the three and ninesix months ended SeptemberJune 30, 2021.2023 and 2022, respectively. As of SeptemberJune 30, 2022, there was $8,081 of unrecognized stock-based compensation related to outstanding2023, the restricted shares granted that is expected to be recognized over a weighted-average period of 2.20 years.in connection with the Nimbella acquisition have been fully amortized.
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Stock-Based Compensation
Stock-based compensation was included in the Condensed Consolidated Statements of Operations as follows:
Three Months Ended September 30,Nine Months Ended September 30,
2022202120222021
Cost of revenue$492 $196 $1,405 $797 
Research and development8,236 6,099 28,617 13,794 
Sales and marketing3,356 2,582 10,553 5,621 
General and administrative11,510 9,678 37,183 17,168 
Total$23,594 $18,555 $77,758 $37,380 
Three Months EndedSix Months Ended
June 30,June 30,
2023202220232022
Cost of revenue$461 $481 $853 $913 
Research and development16,188 10,661 25,778 20,381 
Sales and marketing3,726 3,851 7,058 7,197 
General and administrative16,054 13,190 30,334 25,673 
Restructuring and other charges— — 3,937 — 
Total stock-based compensation$36,429 $28,183 $67,960 $54,164 
Excess income tax benefit related to stock-based compensation$3,779 $6,968 $5,359 $16,386 
Note 12.11. Net LossIncome (Loss) per Share Attributable to Common Stockholders
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The following table presents the calculation of basic and diluted net lossincome (loss) per share:
Three Months Ended September 30,Nine Months Ended September 30,Three Months EndedSix Months Ended
2022202120222021June 30,June 30,
Basic net income (loss) per share:
(In thousands, except per share amounts)(In thousands, except per share amounts)2023202220232022
Numerator:Numerator:
Net income (loss) attributable to common stockholdersNet income (loss) attributable to common stockholders$10,097 $(1,852)$(14,217)$(7,378)Net income (loss) attributable to common stockholders$665 $(6,759)$(15,705)$(25,327)
Weighted average shares used to compute net income (loss) per share, basic and diluted96,559 107,955 102,134 88,265 
Basic net income (loss) per share$0.10 $(0.02)$(0.14)$(0.08)
Denominator:Denominator:
Weighted average shares used to compute net income (loss) per shareWeighted average shares used to compute net income (loss) per share89,007 102,502 92,327 104,697 
Basic net income (loss) per share attributable to common stockholdersBasic net income (loss) per share attributable to common stockholders$0.01 $(0.07)$(0.17)$(0.24)
Diluted net income (loss) per share:Diluted net income (loss) per share:Diluted net income (loss) per share:
Net income (loss) attributable to common stockholdersNet income (loss) attributable to common stockholders$10,097 $(1,852)$(14,217)$(7,378)Net income (loss) attributable to common stockholders$665 $(6,759)$(15,705)$(25,327)
Number of shares used in basic calculationNumber of shares used in basic calculation96,559 107,955 102,134 88,265 Number of shares used in basic calculation89,007 102,502 92,327 104,697 
Weighted-average effect of diluted securities:Weighted-average effect of diluted securities:Weighted-average effect of diluted securities:
Stock OptionsStock Options8,008 — — — Stock Options6,479 — — — 
RSUsRSUs275 — — — RSUs642 — — — 
PRSUsPRSUs89 — — — PRSUs119 — — — 
Number of shares used in diluted calculationNumber of shares used in diluted calculation104,931 107,955 102,134 88,265 Number of shares used in diluted calculation96,247 102,502 92,327 104,697 
Diluted net income (loss) per share$0.10 $(0.02)$(0.14)$(0.08)
Diluted net income (loss) per share attributable to common stockholdersDiluted net income (loss) per share attributable to common stockholders$0.01 $(0.07)$(0.17)$(0.24)
The effect of the Convertible Notes and ESPP were excluded from the calculation of diluted net income per share for the three months ended September 30, 2022 as the effect would have been anti-dilutive.
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Potentially dilutive securities that were not included in the diluted per share calculations because they would be anti-dilutive were as follows:
As of September 30,Three Months EndedSix Months Ended
20222021June 30,June 30,
(In thousands)(In thousands)2023202220232022
Stock OptionsStock Options10,353,428 13,451,177 Stock Options23 
RSUsRSUs4,671,047 3,104,367 RSUs536 419 1,175 193 
PRSUsPRSUs— — 
Convertible NotesConvertible Notes8,403 8,403 8,403 8,403 
8,947 8,825 9,606 8,597 
PRSUs688,069 578,949 
MRSU3,000,000 3,000,000 
ESPP217,126 253,768 
Convertible Notes8,402,700 — 
Total27,332,370 20,388,261 
Note 13.12. Income Taxes
The computation of the provision for or benefit from income taxes for interim periods is determined by applying the estimated annual effective tax rate to year-to-date income (loss) before tax and adjusting for discrete tax items recorded in the period, if any.
For the three and ninesix months ended SeptemberJune 30, 2022,2023, the Company recorded a tax expense of $442$3,316 and $2,611,tax benefit of $8,165, respectively. The effective tax rate for the three and ninesix months ended SeptemberJune 30, 2023 was (83.3)% and (34.2)%, respectively. The effective tax rate differs from the statutory rate primarily as a result of being able to benefit the current year losses in the U.S., despite maintaining a valuation allowance against the remaining U.S. deferred tax assets, as well as the mix of income in foreign jurisdictions.
For the three and six months ended June 30, 2022, the Company recorded a tax benefit of $1,169 and a tax expense of $2,169, respectively. The effective tax rate for the three and six months ended June 30, 2022 was 4.2%(14.7)% and (22.5)%9.4%, respectively. The effective tax rate differs from the statutory rate primarily as a result of not recognizing deferred tax assets for U.S. losses due to a full valuation allowance against the U.S. deferred tax assets, and excess tax benefits from stock-based compensation.
For the three and nine months ended September 30, 2021, the Company recorded a taxThe benefit of $145 and a tax expense of $378, respectively. The effective tax rate for the three and nine months ended September 30, 2021 was 7.3% and (5.4)%, respectively. The effective tax rate differs from the statutory rate primarily as a result of not recognizing
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deferred tax assets for U.S. losses due to a full valuation allowance against the U.S. deferred tax assets, and excess tax benefits from stock-based compensation.
The provision for income taxes consists primarily of losses generated in the U.S. offset by income taxes related to international jurisdictions in which the Company conducts business. Based on the available supporting evidence, including the amount and timing of future taxable income, the Company has concluded that it is more likely than not that a significant portion of the deferred tax assets will not be realized. As such, the Company maintains a full valuation allowance on its U.S. deferred tax assets.
For
Note 13. Restructuring
In February 2023, the Company initiated the Restructuring Plan to adjust its cost structure and accelerate its timeline to achieve greater than 20% adjusted free cash flow margins, which includes both the elimination of positions across the Company as well as the shifting of additional positions across a broader geographical footprint. The aggregate restructuring charges in connection with the Restructuring Plan is approximately $22,000, which is expected to be substantially complete by the end of the third quarter of 2023.
The Company recorded Restructuring and other charges of $434 for the three and nine months ended SeptemberJune 30, 2022, uncertain tax positions2023 primarily related to one-time severance and benefit payments. Restructuring and other charges of $21,303 were recorded byfor the six months ended June 30, 2023, which consisted of $17,366 primarily related to one-time severance and benefit payments, as well as $3,937 of stock-based compensation related to vesting of certain equity awards.
The following table summarizes the Company’s restructuring liability that is included in Other current liabilities in the Condensed Consolidated Balance Sheets:
Severance and Other Employee Costs
Balance as of December 31, 2022$— 
Restructuring charges17,366 
Cash payments(15,926)
Balance as of June 30, 2023$1,440 
Note 14. Subsequent Events
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On July 5, 2023, the Company resultedacquired 100% of the outstanding equity interests of Paperspace Co. (“Paperspace”), for a total consideration of $111,000 in an expensecash, subject to customary purchase price adjustments. The acquisition and integration of $866 and $1,042, respectively. For the three and nine months ended September 30, 2021, uncertain tax positions recorded by the Company resulted in an expense of $206 and $340, respectively. To the extent the remaining uncertain tax positions are ultimately recognized,Paperspace’s advanced technology into the Company’s effective tax rate may be impactedplatform will extend the Company’s offerings, enabling customers to more easily test, develop and deploy artificial intelligence and machine learning (“AI/ML”) applications, augment and enhance existing AI/ML applications. The Company paid approximately $100,716 at closing with an additional $10,120, payable at certain dates, based on the continued employment of the Paperspace founders. The Company is in future periods. Thethe process of evaluating the initial accounting and preliminary valuation analysis for the business combination. This acquisition is expected to have an immaterial impact on the Company’s policy is to recognize interest and penalties related to uncertain tax positions in income tax expense.2023 revenue.
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 unaudited condensed consolidated financial statements and related notes appearing elsewhere in this Quarterly Report on Form 10-Q and our audited consolidated financial statements and the related notes and the discussion under the heading “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in our Annual Report on Form 10-K10-K/A for the year ended December 31, 2021, filed with the SEC on February 25, 2022. This discussion, particularly information with respect to our future results of operations or financial condition, business strategy, plans and objectives of management for future operations, includes forward-looking statements that involve risks and uncertainties as described under the heading “Special Note Regarding Forward-Looking Statements” in this Quarterly Report on Form 10-Q.
Overview
DigitalOcean is a leading cloud computing platform offering on-demand infrastructure and platform tools for developers, start-upsstartups and small and medium-sized businesses or SMBs.(SMBs). We were founded with the guiding principle that the transformative benefits of the cloud should be easy to leverage, broadly accessible, reliable and affordable. Our platform simplifies cloud computing, enabling our customers to rapidly accelerate innovation and increase their productivity and agility. Individual
The lifecycle of a customer typically begins with users coming to our platform to explore a new technology or test an idea. Thousands of users come to DigitalOcean every month, paying a small amount to learn and businessto complete their discrete tasks. In many cases, these early users do not intend to remain on our platform beyond their initial testing. We refer to these users that spend less than $50 per month and utilize our platform for three months or less as “Testers”. Given their short time on our platform and their relatively small individual and aggregate spend, we do not consider Testers to be a meaningful part of our customer base. Once a user has remained on our platform for longer than three months, or spends greater than $50 per month, we consider them to be active and ongoing customers includingthat have the intention to remain on our platform and to potentially scale their utilization of our products. We divide this customer population into the following three categories:
Learners: users that both (i) spend less than or equal to $50 for the month-end period and (ii) have been on our platform for more than three months.
Builders: users that spend greater than $50 and less than or equal to $500 for the month-end period.
Scalers: users that spend greater than $500 for the month-end period.
As of June 30, 2023, we had approximately 616,000 Learners, Builders and Scalers using our platform to build, deploy and scale applications. The Company views Learners, Builders and Scalers as the most appropriate measure of our customer population, and Testers have therefore been excluded from the total customer population count.
Our users include software engineers, researchers, data scientists, system administrators, students and hobbyists, use our platform to build, deploy and scale software applications.hobbyists. Our customers use our platform across numerous industry verticals and for a wide range of use cases, such as web and mobile applications, website hosting, e-commerce, media and gaming, personal web projects, and managed services, among many others. We believe that our focus on simplicity, community, open source and customer support are the four key differentiators of our business, driving a broad range of customers around the world to build their applications on our platform.
We offer mission-critical solutions across Infrastructure-as-a-Service (IaaS), including our Droplet virtual machines, storage and networking offerings; Platform-as-a-Service (PaaS), including our Managed Database and Managed Kubernetes offerings; and Software-as-a-Service (SaaS), including our Managed Hosting and Marketplace offerings. Improving the developer experience and increasing developer productivity are core to our mission. Our developer cloud platform was designed
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with simplicity in mind to ensure that software developersstartups and SMBs can spend less time managing their infrastructure and more time turning their ideas intobuilding innovative applications to grow their businesses.that drive business growth. Simplicity guides how we design and enhance our easy-to-use-interface, the core capabilities we offer our customers and our approach to predictable and transparent pricing for our solutions. We offer mission-critical infrastructure solutions across compute, storage and networking, and we also enable developers to extend the native capabilities of our cloud with fully managed application, container and database offerings. In just minutes, developers can set up thousands of virtual machines, secure their projects, enable performance monitoring and scale up and down as needed.
In September 2022, we acquired Cloudways, a leading managed cloud hosting and software-as-a-service (SaaS) provider for SMBs, which allows for simple onboarding and day-to-day management that is purpose-built for SMBs looking to offload the complexities of cloud infrastructure so they can spend more time running and scaling their businesses.
We generate revenue from the usage of our cloud computing platform by our customers, including but not limited to compute, storage and networking services. We recognize revenue based on the customer utilization of these resources. Our pricing is consumption-based and billed monthly in arrears, making it easy for our customers to track usage on an ongoing basis and optimize their deployments. The pricing for each of our products is available on our website.
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We have historically generated almost all of our revenue from our efficient self-service customer acquisition model, which we complement with a targeted sales force focused on inside sales, outside sales and partnership opportunities to drive revenue growth. Our model enables customers to get started on our platform very quickly and without the need for assistance. We focus heavily on enabling a self-service, low-friction model that makes it easy for users to try, adopt and use our products. For the three months ended SeptemberJune 30, 20222023 and 2021,2022, our sales and marketing expense was approximately 13%9% and 12%14% of our revenue, respectively. The efficiency of our go-to-market model and our focus on the needs of the individual and SMB markets havemarket has enabled us to drive organic growth and establish a truly global customer base across a broad range of industries.
Our customers are spread across over 185190 countries and approximatelyaround two-thirds of our revenue has historically come from customers located outside the United States. For the three months ended SeptemberJune 30, 2022,2023, 38% of our revenue was generated from North America, 30%29% from Europe, 22%23% from Asia and 10% from the rest of the world. Excluding Cloudways, revenue from customers paying more than $50 per month as a percentage of total revenue grew from 83% in the quarter ended September 30, 2021 to 86% in the quarter ended September 30, 2022.
Our average revenue per customer (consisting of the aggregate revenue and customer counts for our Learners, Builders and Scalers, but excluding revenue and user counts for Testers), or ARPU, has increased significantly from $61.97$79.74 in the quarter ended SeptemberJune 30, 20212022 to $79.22$90.84 in the quarter ended SeptemberJune 30, 2022.2023. We had no material customer concentration as our top 25 customers made up approximately 9%7% and 10%12% of our revenue in the three months ended SeptemberJune 30, 20222023 and 2021,2022, respectively. We have experienced strong and predictable growth in recent periods. Our annual run-rate revenue, or ARR, as of SeptemberJune 30, 20222023 was $641$682 million up from $455$544 million as of SeptemberJune 30, 2021.2022. ARR as of the end of each month represents total revenue for that month multiplied by 12.
Our larger customers paying more than $50 per month driveGrowing our Builders and Scalers is a critical focus for us, and we have successfully increased the great majority of our revenue and are an important measure of our growth. We have a growing number of these customers with higher spending levels and these larger customers are expanding their business with us at a faster rate thanpercentage of our overall customer base.total revenue. We had approximately 142,000 customers paying more than $50 per month16,000 Scalers as of SeptemberJune 30, 2022,2023, up from approximately 95,00011,000 as of SeptemberJune 30, 2021.2022. We had approximately 134,000 Builders as of June 30, 2023, up from approximately 94,000 as of June 30, 2022. Revenue from Builders andScalers increased 42% and 21%, respectively, for the quarter ended June 30, 2023 compared to the quarter ended June 30, 2022. Revenue from Builders and Scalers as a percentage of total revenue was 86% in the quarter ended June 30, 2023 and 85% in the quarter ended June 30, 2022.
Impact2023 Restructuring
On January 27, 2023, our Board of Russia-Ukraine ConflictDirectors approved a restructuring plan to adjust our cost structure and accelerate our timeline to achieve greater than 20% adjusted free cash flow margins. The restructuring plan included both the elimination of positions across the company as well as the shifting of additional positions across a broader geographical footprint, and is expected to be substantially complete by the end of the third quarter of 2023. See Note 13, Restructuring, in our Notes to Condensed Consolidated Financial Statements included in Part I, Item 1 of this Quarterly Report on Form 10-Q for further information regarding these commitments.
Paperspace Acquisition
On July 5, 2023, we acquired Paperspace, a leading provider of cloud infrastructure for highly scalable GPU-accelerated applications, for $111 million in cash, subject to customary purchase price adjustments. The acquisition and integration of Paperspace’s advanced technology into our platform will extend our offerings, enabling customers to more easily test, develop and deploy artificial intelligence and machine learning, or AI/ML, applications, augment and enhance existing AI/ML applications.
Key Factors Affecting Our Performance
Increasing Importance of Cloud Computing and Developers
Our future success depends in large part on the continuing adoption of cloud computing, proliferation of cloud-native start-ups and SMBs and the increasing importance of developers, all of which are driving the adoption of our
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developer cloud platform. We believe our market opportunity is large and that these factors will continue to drive our growth.
Increasing Usage by Our Existing Customers
Our customer base represents a significant opportunity for further consumption of our services. We are highly focused on gaining a better understanding of the needs and growth plans of our existing customers. This deeper relationship with our customers will help us identify opportunities to educate our customer base on ways to utilize the platform more effectively for their individual use cases, as well as provide a feedback loop to inform our product roadmap. We expect to continue to increase our revenue from existing customers through the introduction of new products and features tailored to our customer base in addition to expanded customer outreach, focused on larger customers and specific use cases.
Growing Our Base of Higher Spend Customers
We believe there is a substantial opportunity to further expand our customer base to attract more businesses that can scale on our platform. We are investing in strategies that we believe will attract higher spend customers, including expansion of our sales team, and new marketing initiatives that further optimize our self-service revenue funnel to help customers expand their usage. In February 2022, Russian military forces invaded Ukraine.addition, our Cloudways acquisition added a significant number of higher spend customers to our platform due to the higher price point of its Managed Hosting offering.
Enhancing Our Platform and Product Offerings
We believe the market opportunity for serving startups and SMBs is very large and goes far beyond providing the core IaaS services of compute, storage and networking. We have a history of, and will continue to invest significantly in, developing and delivering innovative products, features and functionality targeted at our core customer base. In response, Ukrainian military personneladdition, we may pursue both strategic partnerships and civilians are actively resistingacquisitions, such as our acquisition of Paperspace, that we believe will be complementary to our business, accelerate customer acquisition, increase usage of our platform and/or expand our product offerings in our core markets. Our results of operations may fluctuate as we make these investments to drive usage and take advantage of our expansive market opportunity.
Macroeconomic Conditions
Unfavorable conditions in the invasion and a variety of responsive economic sanctions and export controls measures aimed at Russia, Belarus, and certain regions of Ukraine have been imposed by countries and governmental bodies around the world, includingeconomy both in the United States and abroad, including conditions resulting from changes in gross domestic product growth, labor shortages, supply chain disruptions, inflationary pressures, rising interest rates, financial and credit market fluctuations, volatility in the European Union. These measures prohibit or restrict dealings with certain entitiescapital markets, liquidity concerns at, and individuals, includingfailures of, banks and other financial institutions, international trade relations, political turmoil, natural catastrophes, outbreaks of contagious diseases, warfare and terrorist attacks on the United States, Europe or elsewhere, including military actions affecting Russia, Ukraine or elsewhere, could cause a decrease in business investments on information technology and negatively affect the target countries and territories.
We are committed to conducting our activities in compliance with applicable sanctions laws and regulations issued by countries in which we do business. We do not currently have employees or direct operations in Russia, Belarus or Ukraine, nor do we engage in activities with sanctioned parties; however, certaingrowth of our customers conduct business in these countries and regions. Recent sanction measures, including those targeting major Russian banks and financial institutions and the removalour results of certain Russian banks from the SWIFT messaging system, have impacted our ability to receive payments involving parties located in Russia. Aggregate revenue from our customers with business activities in Russia, Belarus and Ukraine was approximately 2.1% and 3.6% of our total revenue for the three months ended September 30, 2022 and 2021, respectively. As the situation continues to evolve, further sanctions actions may be forthcoming and could continue to impact the revenues received from certain customers.operations.
The full impact of the conflict on our business operations and financial performance remains uncertain and will depend on future developments, including the severity and duration of the conflict and its impact on our customers and third-party providers, as well as regional and global economic conditions. We will continue to monitor and assess the situation and pursue prudent decisions for our team members, customers, and business.
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Key Business Metrics
We utilize the key metrics set forth below to help us evaluate our business and growth, identify trends, formulate financial projections and make strategic decisions. We are not aware of any uniform standards for calculating these key metrics, and other companies may not calculate similarly titled metrics in a consistent manner, which may hinder comparability. The table below includes the impact of our Cloudways acquisition with respect to the metrics disclosed for the three months ended June 30, 2023.
Three Months Ended September 30,Three Months Ended
20222021June 30,
20232022
Customers paying more than $50 per month142,000 95,000 
LearnersLearners466,072 446,309 
BuildersBuilders134,290 94,053 
ScalersScalers15,847 11,321 
ARPUARPU$79.22 $61.97 ARPU$90.84 $79.74 
ARR (in millions)ARR (in millions)$641 $455 ARR (in millions)$682 $544 
Net dollar retention rateNet dollar retention rate118 %116 %Net dollar retention rate104 %112 %
Customers
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TheLearners, Builders & Scalers
While we believe the total number andof these customers is an important indicator of the growth of our larger customersbusiness and future revenue opportunity, the trends relating to our Builders and Scalers is of particular importance to us as these customers represent a significant majority of our revenue and revenue growth, and they are more representative of the SMB customers that grow on our platform and use multiple products. We define customers paying more than $50 per month as customers having generated an invoice of greater than $50 for that period.
ARPU
We believe that our average revenue per customer, which we refer to as ARPU, is a strong indication of our ability to land new customers with higher spending levels and expand usage of our platform by our existing customers. We calculate ARPU on a monthly basis as our total revenue from Learners, Builders and Scalers in that period divided by the total number of Learner, Builder and Scaler customers determined as of the last day of that period. For a quarterly or annual period, ARPU is determined as the weighted average monthly ARPU over such three or 12-month period.
ARR
Given the renewable nature of our business, we view annual run-rate revenue as an important indicator of our current progress towards meeting our revenue targets and projected growth rate going forward. We calculate ARR at a point in time by multiplying the latest monthly period’s revenue by 12. For our ARR calculations, we include the total revenue from all customers, including Testers, Learners, Builders and Scalers.
Net Dollar Retention Rate
Our ability to maintain long-term revenue growth and achieve profitability is dependent on our ability to retain and grow revenue from our existing customers. We have a history of retaining customers for multiple years and in many cases increasing their spend with us over time. To help us measure our performance in this area, we monitor our net dollar retention rate. We calculate net dollar retention rate monthly by starting with the revenue from the cohort of all customers during the corresponding month 12 months prior, or the Prior Period Revenue. We then calculate the revenue from these same customers as of the current month, or the Current Period Revenue, including any expansion and net of any contraction or attrition from these customers over the last 12 months. The calculation also includes revenue from customers that generated revenue before, but not in, the corresponding month 12 months prior, but subsequently generated revenue in the current month and are therefore reflected in the Current Period Revenue. We include this group of re-engaged customers in this calculation because our customers frequently use our platform for projects that stop and start over time. We then divide the total Current Period Revenue by the total Prior Period Revenue to arrive at the net dollar retention rate for the relevant month. For our net dollar retention rate calculations, we include the total revenue from all customers, including Testers, Learners, Builders and Scalers. For a quarterly or annual period, the net dollar retention rate is determined as the average monthly net dollar retention rates over such three or 12-month period.
Components of Results of Operations
Revenue
We provide cloud computing services,offer mission-critical solutions across IaaS, including but not limited to compute,our Droplet virtual machines, storage and networking toofferings; PaaS, including our customers.Managed Database and Managed Kubernetes offerings; and SaaS, including our Managed Hosting and Marketplace offerings. We recognize revenue based on the customer utilization of these resources. Customer contracts are primarily month-to-month and generally do not include any minimum guaranteed quantities or fees. Fees are billed monthly, and payment is typically due upon invoicing. Revenue is recognized net of allowances for credits and any taxes collected from customers, which are subsequently remitted to governmental authorities. We may offer sales incentives in the form of promotional and
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referral credits and grant credits to encourage customers to use our services. These types of promotional and referral credits typically expire in two months or less if not used. For credits earned with a purchase, they are recorded as contract liabilities when earned and recognized at the earlier of redemption or expiration. The majority of credits are redeemed in the month they are earned.
Cost of Revenue
Cost of revenue consists primarily of fees related to operating in third-party co-location facilities, personnel expenses for those directly supporting our data centers and non-personnel costs, including amortization of capitalized internal-use software development costs and depreciation of our data center equipment. Third-party co-location facility
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costs include data center rental fees, power costs, maintenance fees, network and bandwidth. Personnel expenses include salaries, bonuses, benefits, and stock-based compensation.
We intend to continue to invest additional resources in our infrastructure to support our product portfolio and scalability of our customer base. The level, timing and relative investment in our infrastructure could affect our cost of revenue in the future.
Operating Expenses
Research and Development Expenses
Research and development expenses consist primarily of personnel costs including salaries, bonuses, benefits and stock-based compensation. Research and development expenses also include amortization of capitalized internal-use software development costs for research and development activities, which are amortized over three years, and professional services, as well as costs related to our efforts to add new features to our existing offerings, develop new offerings, and ensure the security, performance, and reliability of our global cloud platform. We expect research and development expenses to increase in absolute dollars as we continue to invest in our platform and product offerings.
Sales and Marketing Expenses
Sales and marketing expenses consist primarily of personnel costs of our sales, marketing and customer support employees including salaries, bonuses, benefits and stock-based compensation. Sales and marketing expenses also include costs for marketing programs, commissions, advertising and professional service fees. We expect sales and marketing expenses to continue to increase in absolute dollars as we enhance our product offerings and implement new marketing strategies.
General and Administrative Expenses
General and administrative expenses consist primarily of personnel costs of our human resources, legal, finance, and other administrative functions including salaries, bonuses, benefits, and stock-based compensation. General and administrative expenses also include bad debt expense,provision for expected credit losses, software, payment processing fees, business insurance, depreciation and amortization expenses, rent and facilities costs, loss on sublease,impairment of long-lived assets, and other administrative costs. We expect to incur significant additional legal, accounting and other expenses to support our operations as a public company, including costs associated with our compliance with the Sarbanes-Oxley Act. We also expect general and administrative expenses to increase in absolute dollars as we continue to grow our business.
Other (Income) ExpenseRestructuring and other charges
Restructuring and other charges consist primarily of personnel costs, such as notice period, employee severance payments and termination benefits, as well as stock-based compensation related to vesting of certain equity awards. We expect restructuring and other charges to decrease as the Restructuring Plan is expected to be substantially complete by the end of the third quarter of 2023.
Other (income) expenseIncome (Expense), net
Other income (expense), net consists primarily of interest expense on our convertible notes and existing credit facility, loss on extinguishment of debt, accretion/amortization of premium/discounts and interest income from our available-for-sale investments, amortization of deferred financing fees on our convertible notes, loss on extinguishment of debt, and gains or losses on foreign currency exchange.
Income Tax Expense (Benefit)(Expense) Benefit
For fiscal year 2022, Income tax expense (benefit)(expense) benefit consists primarily of income taxes in certain foreign and state jurisdictions in which we conduct business. Beginning January 1, 2023, Income tax (expense) benefit consists primarily of losses generated in the U.S. We maintain a full valuation allowance on our U.S. federal and state deferred tax assets as we have concluded that it is more likely than not that the deferred assets will not be realized.
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Results of Operations
The following table sets forth our results of operations for the periods presented:
Three Months EndedNine Months EndedThree Months EndedSix Months Ended
September 30,September 30,June 30,June 30,
20222021202220212023202220232022
(in thousands)(in thousands)
RevenueRevenue$152,115 $111,428 $413,324 $308,899 Revenue$169,814 $133,882 $334,948 $261,209 
Cost of revenue(1)
Cost of revenue(1)
54,536 43,506 148,539 126,195 
Cost of revenue(1)
67,354 47,814 139,233 95,016 
Gross profitGross profit97,579 67,922 264,785 182,704 Gross profit102,460 86,068 195,715 166,193 
Operating expenses:Operating expenses:Operating expenses:
Research and development(1)
Research and development(1)
30,243 29,927 104,440 79,450 
Research and development(1)
38,569 36,956 76,841 74,197 
Sales and marketing(1)
Sales and marketing(1)
19,097 13,312 56,360 35,545 
Sales and marketing(1)
16,100 18,219 34,331 37,263 
General and administrative(1)
General and administrative(1)
38,847 26,354 115,109 68,756 
General and administrative(1)
48,858 38,838 97,797 76,262 
Restructuring and other charges(1)
Restructuring and other charges(1)
434 — 21,303 — 
Total operating expensesTotal operating expenses88,187 69,593��275,909 183,751 Total operating expenses103,961 94,013 230,272 187,722 
Income (loss) from operations9,392 (1,671)(11,124)(1,047)
Other (income) expense(1,147)326 482 5,953 
Loss from operationsLoss from operations(1,501)(7,945)(34,557)(21,529)
Other income (expense), netOther income (expense), net5,482 17 10,687 (1,629)
Income (loss) before income taxesIncome (loss) before income taxes10,539 (1,997)(11,606)(7,000)Income (loss) before income taxes3,981 (7,928)(23,870)(23,158)
Income tax expense (benefit)442 (145)2,611 378 
Income tax (expense) benefitIncome tax (expense) benefit(3,316)1,169 8,165 (2,169)
Net income (loss) attributable to common stockholdersNet income (loss) attributable to common stockholders$10,097 $(1,852)$(14,217)$(7,378)Net income (loss) attributable to common stockholders$665 $(6,759)$(15,705)$(25,327)
___________________
(1)    Includes stock-based compensation as follows:
Three Months EndedNine Months EndedThree Months EndedSix Months Ended
September 30,September 30,June 30,June 30,
20222021202220212023202220232022
(in thousands)(in thousands)
Cost of revenueCost of revenue$492 $196 $1,405 $797 Cost of revenue$461 $481 $853 $913 
Research and developmentResearch and development8,236 6,099 28,617 13,794 Research and development16,188 10,661 25,778 20,381 
Sales and marketingSales and marketing3,356 2,582 10,553 5,621 Sales and marketing3,726 3,851 7,058 7,197 
General and administrativeGeneral and administrative11,510 9,678 37,183 17,168 General and administrative16,054 13,190 30,334 25,673 
Total$23,594 $18,555 $77,758 $37,380 
Restructuring and other chargesRestructuring and other charges— — 3,937 — 
Total stock-based compensationTotal stock-based compensation$36,429 $28,183 $67,960 $54,164 
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The following table sets forth our results of operations as a percentage of revenue for the periods presented:
Three Months EndedNine Months EndedThree Months EndedSix Months Ended
September 30,September 30,June 30,June 30,
20222021202220212023202220232022
RevenueRevenue100 %100 %100 %100 %Revenue100 %100 %100 %100 %
Cost of revenueCost of revenue36 39 36 41 Cost of revenue40 36 42 36 
Gross profitGross profit64 61 64 59 Gross profit60 64 58 64 
Operating expenses:Operating expenses:Operating expenses:
Research and developmentResearch and development20 27 25 26 Research and development23 28 23 28 
Sales and marketingSales and marketing13 12 14 12 Sales and marketing14 10 14 
General and administrativeGeneral and administrative26 24 28 22 General and administrative29 29 29 29 
Total operating expenses59 63 67 60 
Restructuring and other chargesRestructuring and other charges— — — 
Total operating expenses*Total operating expenses*61 70 68 72 
Income (loss) from operations(2)(3)(1)
Other (income) expense(1)— — 
Loss from operationsLoss from operations(1)(6)(10)(8)
Other income (expense), netOther income (expense), net— (1)
Income (loss) before income taxesIncome (loss) before income taxes(2)(3)(3)Income (loss) before income taxes(6)(7)(9)
Income tax expense (benefit)— — — 
Net income (loss) attributable to common stockholders%(2)%(4)%(3)%
Income tax (expense) benefitIncome tax (expense) benefit(2)(1)
Net income (loss) attributable to common stockholders*Net income (loss) attributable to common stockholders*— %(5)%(5)%(10)%
*May not foot due to rounding
Comparison of the Three Months Ended SeptemberJune 30, 20222023 and 20212022
Revenue
Three Months Ended September 30,
20222021$ Change% Change
(in thousands)
Revenue$152,115 $111,428 $40,687 37 %
Three Months Ended June 30,
20232022$ Change% Change
(in thousands)
Revenue$169,814 $133,882 $35,932 27 %
Revenue increased $40.7$35.9 million, or 37%27%, for the three months ended SeptemberJune 30, 2022, including a $4.1 million net revenue contribution from the Cloudways acquisition,2023 compared to the three months ended SeptemberJune 30, 2021,2022, primarily due to revenue from Cloudways customers, which had not been acquired as of June 30, 2022; a 14% increase in ARPU to $90.84 from $79.74; and a 28% increase in ARPU to $79.22revenue from $61.97Builders and an increase of 50% in the number of customers who spend more than $50 per month.Scalers. The increase in ARPU was primarily driven by continued adoption of our products by our customers leading to higher average usage on our platform.
Cost of Revenue
Three Months Ended September 30,
20222021$ Change% Change
(in thousands)
Cost of revenue$54,536 $43,506 $11,030 25 %
Three Months Ended June 30,
20232022$ Change% Change
(in thousands)
Cost of revenue$67,354 $47,814 $19,540 41 %
Cost of revenue increased $11.0$19.5 million, or 25%41%, for the three months ended SeptemberJune 30, 20222023 compared to the three months ended SeptemberJune 30, 2021,2022, primarily due to operating and variable lease costs relating to new co-location facilities, expansion of existing co-location facilities, and to a lesser extent higher depreciation, and co-location and ancillary costs of our network equipment to support the growth in our business, as well as costs associated with our revenue share programs.business. Gross profit increaseddecreased to 60% for the three months ended June 30, 2023 from 64% for the three months ended SeptemberJune 30, 2022, from 61% for the three months ended September 30, 2021, primarily due to a declinean increase in depreciation as a percentage of revenueco-location and lower colocation and maintenancedepreciation costs as a percentage of revenue.
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Operating Expenses
Three Months Ended September 30,Three Months Ended June 30,
20222021$ Change% Change20232022$ Change% Change
(in thousands)(in thousands)
Research and developmentResearch and development$30,243 $29,927 $316 %Research and development$38,569 $36,956 $1,613 %
Sales and marketingSales and marketing19,097 13,312 5,785 43 %Sales and marketing16,100 18,219 (2,119)(12)%
General and administrativeGeneral and administrative38,847 26,354 12,493 47 %General and administrative48,858 38,838 10,020 26 %
Restructuring and other chargesRestructuring and other charges434 — 434 100 %
Total operating expensesTotal operating expenses$88,187 $69,593 $18,594 27 %Total operating expenses$103,961 $94,013 $9,948 11 %
Research and development expenses increased $0.3$1.6 million, or 1%4%, for the three months ended SeptemberJune 30, 20222023 compared to the three months ended SeptemberJune 30, 2021,2022, primarily due to higher stock-based compensation.compensation, software license costs, partially offset by decreases in personnel costs.
Sales and marketing expenses increased $5.8decreased $2.1 million, or 43%12%, for the three months ended SeptemberJune 30, 20222023 compared to the three months ended SeptemberJune 30, 2021,2022, primarily due to higher stock-based compensation, increasesdecreases in advertising and personnel costs, andpartially offset by amortization of acquired intangible assets.
General and administrative expenses increased $12.5$10.0 million, or 47%26%, for the three months ended SeptemberJune 30, 20222023 compared to the three months ended SeptemberJune 30, 2021,2022, primarily due to higheracquisition related compensation, stock-based compensation, personnel costs and increases in VATacquisition and integration related costs, partially offset by professional service fees.
Restructuring and other foreign non-income taxes, bad debt expense and transaction related expenses.
Other (Income) Expense
Three Months Ended September 30,
20222021$ Change% Change
(in thousands)
Other (income) expense$(1,147)$326 $(1,473)(452)%
Other (income) expense decreased 452%charges increased $0.4 million, or 100%, for the three months ended SeptemberJune 30, 20222023 compared to the three months ended SeptemberJune 30, 2021,2022, primarily due to one-time severance and benefit payments in connection with the restructuring we announced on February 16, 2023.
Other Income, net
Three Months Ended June 30,
20232022$ Change% Change
(in thousands)
Other income, net$5,482 $17 $5,465 32,147 %
Other income, net increased $5.5 million, or 32,147%, for the three months ended June 30, 2023 compared to the three months ended June 30, 2022, primarily due to interest income and accretion from our marketable securities, partially offset by amortization expense from our convertible notes.securities.
Income Tax Expense (Benefit)(Expense) Benefit
Three Months Ended September 30,
20222021$ Change% Change
(in thousands)
Income tax expense (benefit)$442 $(145)$587 (405)%
Three Months Ended June 30,
20232022$ Change% Change
(in thousands)
Income tax (expense) benefit$(3,316)$1,169 $(4,485)(384)%
Income tax expense (benefit)(expense) benefit decreased $0.6$4.5 million, or (405)%384%, for the three months ended SeptemberJune 30, 20222023 compared to the three months ended SeptemberJune 30, 2021,2022, primarily dueas a result of being able to benefit from current year losses in the U.S., despite maintaining a valuation allowance against the remaining U.S. deferred tax assets, as well as the mix of income taxes related to international jurisdictions in which we conduct business.foreign jurisdictions.
Comparison of the NineSix Months Ended SeptemberJune 30, 20222023 and 20212022
Revenue
Nine Months Ended September 30,
20222021$ Change% Change
(in thousands)
Revenue$413,324 $308,899 $104,425 34 %
Six Months Ended June 30,
20232022$ Change% Change
(in thousands)
Revenue$334,948 $261,209 $73,739 28 %
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Revenue increased $104.4$73.7 million, or 34%28%, for the ninesix months ended SeptemberJune 30, 2022, including a $4.1 million net revenue contribution from Cloudways,2023 compared to the ninesix months ended SeptemberJune 30, 2021,2022. This increase is primarily due to revenue from Cloudways customers, which had not been acquired as of June 30, 2022; a 27%14% increase in ARPU to $73.36$89.59 from $57.95$78.41; and ana 30% increase of 50% in the number of customers who spend more than $50 per month.revenue from Builders and Scalers. The increase in ARPU was primarily driven by continued adoption of our products by our customers leading to higher average usage on our platform.
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Cost of Revenue
Nine Months Ended September 30,
20222021$ Change% Change
(in thousands)
Cost of revenue$148,539 $126,195 $22,344 18 %
Six Months Ended June 30,
20232022$ Change% Change
(in thousands)
Cost of revenue$139,233 $95,016 $44,217 47 %
Cost of revenue increased $22.3$44.2 million, or 18%47%, for the ninesix months ended SeptemberJune 30, 20222023 compared to the ninesix months ended SeptemberJune 30, 2021,2022, primarily due to operating and variable lease costs relating to new co-location facilities, expansion of existing co-location facilities, and to a lesser extent higher co-location costs and depreciation, of our network equipment to support the growth in our business, as well as costs associated with our revenue share programs.business. Gross profit increaseddecreased to 58% for the six months ended June 30, 2023 from 64% for the ninesix months ended SeptemberJune 30, 2022, from 59% for the nine months ended September 30, 2021, primarily due to a declinean increase in depreciation as a percentage of revenueco-location and lower colocation and maintenancedepreciation costs as a percentage of revenue.
Operating Expenses
Nine Months Ended September 30,Six Months Ended June 30,
20222021$ Change% Change20232022$ Change% Change
(in thousands)(in thousands)
Research and developmentResearch and development$104,440 $79,450 $24,990 31 %Research and development$76,841 $74,197 $2,644 %
Sales and marketingSales and marketing56,360 35,545 20,815 59 %Sales and marketing34,331 37,263 (2,932)(8)%
General and administrativeGeneral and administrative115,109 68,756 46,353 67 %General and administrative97,797 76,262 21,535 28 %
Restructuring and other chargesRestructuring and other charges21,303 — 21,303 100 %
Total operating expensesTotal operating expenses$275,909 $183,751 $92,158 50 %Total operating expenses$230,272 $187,722 $42,550 23 %
Research and development expenses increased $25.0$2.6 million, or 31%4%, for the ninesix months ended SeptemberJune 30, 20222023 compared to the ninesix months ended SeptemberJune 30, 2021,2022, primarily due to higher stock-based compensation, and software license costs, partially offset by decreases in personnel costs and stock-based compensation.amortization expense.
Sales and marketing expenses increased $20.8decreased $2.9 million, or 59%8%, for the ninesix months ended SeptemberJune 30, 20222023 compared to the ninesix months ended SeptemberJune 30, 2021,2022, primarily due to higher personnel costs and stock-based compensation, and increasesdecreases in advertising costs.costs partially offset by amortization of acquired intangible assets.
General and administrative expenses increased $46.4$21.5 million, or 67%28%, for the ninesix months ended SeptemberJune 30, 20222023 compared to the ninesix months ended SeptemberJune 30, 2021,2022, primarily due to higheracquisition related compensation, stock-based compensation, personnel costs and stock-based compensation,acquisition and increasesintegration related costs, partially offset by a decrease in bad debt expense, insurance and software licensing fees, professional service fees, transaction related expenses, foreign taxesfees.
Restructuring and loss on sublease.
Other (Income) Expense
Nine Months Ended September 30,
20222021$ Change% Change
(in thousands)
Other (income) expense$482 $5,953 $(5,471)(92)%
Other (income) expense decreased $5.5other charges increased $21.3 million, or 92%100%, for the ninesix months ended SeptemberJune 30, 20222023 compared to the ninesix months ended SeptemberJune 30, 2021,2022, primarily due to lower interest expenseone-time severance and benefit payments, as well as stock-based compensation related to vesting of certain equity awards in connection with the restructuring we announced on February 16, 2023.
Other Income (Expense), net
Six Months Ended June 30,
20232022$ Change% Change
(in thousands)
Other income (expense), net$10,687 $(1,629)$12,316 (756)%
Other income (expense), net increased $12.3 million, or 756%, for the six months ended June 30, 2023 compared to the six months ended June 30, 2022, primarily due to the payoff of the term loaninterest income and notes payable in the first quarter of 2021, interest incomeaccretion from our marketable securities for the current period, and a loss on extinguishment of debt in the prior period, partially offset by amortization expense from our convertible notes.
Income Tax Expense
Nine Months Ended September 30,
20222021$ Change% Change
(in thousands)
Income tax expense$2,611 $378 $2,233 591 %
securities.
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Income Tax Benefit (Expense)
Six Months Ended June 30,
20232022$ Change% Change
(in thousands)
Income tax benefit (expense)$8,165 $(2,169)$10,334 (476)%
Income tax expense increased $2.2benefit (expense) decreased $10.3 million, or 591%476%, for the ninesix months ended SeptemberJune 30, 20222023 compared to the ninesix months ended SeptemberJune 30, 2021,2022, primarily dueas a result of being able to benefit from current year losses in the U.S., despite maintaining a valuation allowance against the remaining U.S. deferred tax assets, as well as the mix of income taxes related to international jurisdictions in which we conduct business.foreign jurisdictions.
Liquidity and Capital Resources
We have funded our operations since inception primarily with cash flow generated by operations, private offerings of our equity and debt securities, borrowings under our existing credit facility and capital expenditure financings. In March 2021,Cash provided from these sources is used primarily for operating expenses, such as personnel costs, and capital expenditures. From time to time, we consummated our IPO of 16.5 million shares of our common stock at an offering price of $47.00 permay also use excess cash for share resulting in aggregate net proceeds to us of $723.0 million after deducting the underwriting discounts and commissions and offering expenses payable by us.
In November 2021, we issued $1.50 billion aggregate principal amount of our Convertible Notes in a private offering. The Convertible Notes will mature on December 1, 2026, unless earlier converted, redeemed or repurchased.repurchases.
In February 2022, our Board of Directors approved the2023, we began a common stock buyback program whereby we can repurchase of up to an aggregate of $300.0$500.0 million of our common stock throughout fiscal year 2022 (“Previous Program”). As of May 16, 2022, we repurchased2023. For the shares representing the entire amount available under the Previous Program. On May 23, 2022, our Board of Directors approved a new stock repurchase program authorizing the repurchase of up to an additional $300.0 million of our common stock throughout fiscal year 2022 (the “Current Program”). As of August 19, 2022, we repurchased the shares representing the entire amount available under the Current Program. As of Septembersix months ended June 30, 2022,2023, we repurchased and retired 13.6 million10,538,355 shares of common stock at an average price of $44.03 per share for an aggregate purchase price of $600.0 million, representing the entire amount available under the Previous Program and the Current Program.
In March 2022, we entered into a third amended and restated credit facility to increase our borrowing capacity from $150.0 million to $250.0$368.9 million. As of September 30, 2022, we had not drawn on the credit facility.
As of SeptemberJune 30, 2022,2023, we had $24.1$120.0 million in cash and cash equivalents and $800.5$430.5 million in marketable securities. Our cash and cash equivalents primarily consist of cash and money market funds and commercial paper.funds. Our marketable securities consist of U.S. treasury securities, commercial debt securities and commercial paper.
We believe our existing cash and cash equivalents, marketable securities, cash flow from operations and availability under our credit facilityCredit Facility will be sufficient to support working capital and capital expenditure requirements and our outstanding contractual commitments for at least the next 12 months.
We may from time to time seek to retire or purchase our outstanding equity or debt, including the repurchase of our common stock or the Convertible Notes, through cash purchases and/or exchanges for equity securities, in open market purchases, privately negotiated transactions or otherwise. Such repurchases or exchanges, if any, will depend on prevailing market conditions, our liquidity requirements, contractual restrictions, and other factors. The amounts involved in any such transactions, individually or in the aggregate, may be material. Further, any such purchases or exchanges may result in us acquiring and retiring a substantial amount of such indebtedness, which could impact the trading liquidity of such indebtedness.
The following table summarizes our cash flows for the periods presented:
Nine Months Ended September 30,
(In thousands)20222021
Net cash provided by operating activities$130,008 $100,376 
Net cash used in investing activities(1,199,742)(81,204)
Net cash (used in) provided by financing activities(610,541)470,267 
(Decrease) increase in cash, cash equivalents and restricted cash(1,680,275)489,439 
Six Months Ended June 30,
(In thousands)20232022
Net cash provided by operating activities$100,376 $76,473 
Net cash provided by (used in) investing activities243,709 (1,159,833)
Net cash used in financing activities(364,985)(557,782)
Decrease in cash, cash equivalents and restricted cash(20,915)(1,641,313)
Operating Activities
Our largest source of operating cash is cash collections from sales to our customers. Our primary uses of cash from operating activities are for personnel costs, data center co-location expenses, marketing expenses, payment processing fees, bandwidth and connectivity, server maintenance and software licensing fees.
Net cash provided by operating activities was $130.0$100.4 million and $100.4$76.5 million for the ninesix months ended SeptemberJune 30, 20222023 and 2021,2022, respectively, for which the increases in each year were primarily driven by an increase in cash collections from higher revenues, higher interest income and a lower cash bonus, partially offset by an increase in cash expenses for personnel relatedhigher lease payments and restructuring costs.
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Investing Activities
Net cash provided by investing activities was $243.7 million for the six months ended June 30, 2023 compared to $1.2 billion used in investing activities was $1.2 billion for the ninesix months ended SeptemberJune 30, 2022 compared to $81.2 million for the nine months ended September 30, 2021.2022. The increasechange was driven by our initial investment into the available-for-sale securities portfolio in available-for-sale marketable securitiesthe first quarter of $1.4 billion, the acquisition of Cloudways of $305.2 million and purchase of intangible assets of $4.9 million,2022, partially offset by portfolio maturities of available-for-sale marketable securities of $558.4 million.
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$454.2 million in 2023.
Financing Activities
Net cash used in financing activities of $610.5$365.0 million and $557.8 million for the ninesix months ended SeptemberJune 30, 2023 and 2022, respectively, was primarily due to the repurchase and retirement of our common stock for $600.0 million.
Net cash provided by financing activities of $470.3$368.9 million for the nine months ended September 30, 2021 was primarily due to net proceeds from our IPO of $723.0and $550.0 million, partially offset by repayments on the credit facility and notes payable of $263.2 million.respectively.
Contractual Obligations and Commitments
WeThere have various contractualbeen no material changes to our obligations under our operating leases and commitments, such as long-term leases, purchase commitments and long-term debt, that areas compared to those disclosed in the footnotes to the condensed consolidated financial statements. See Note 7. Debt, Note 8. Operating Leases, and Note 9. Commitments and Contingencies to our Condensed Consolidated Financial Statements included in Part I, Item 1 of this QuarterlyAnnual Report on Form 10-Q10-K/A for further information regarding these commitments.the fiscal year ended December 31, 2022.
Critical Accounting Policies and Estimates
Our condensed consolidated financial statements are prepared in accordance with accounting principles generally accepted in the United States. The preparation of these condensed consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenue, costs and expenses, and related disclosures. On an ongoing basis, we evaluate our estimates and assumptions. Our actual results may differ from these estimates under different assumptions or conditions.
There have been no material changes to our critical accounting policies as compared to those disclosed in the Annual Report on Form 10-K10-K/A for the fiscal year ended December 31, 2021.2022.
Recently Adopted Accounting Pronouncements
SeeThere were no accounting pronouncements recently issued that had or are expected to have a material impact on our consolidated financial statements. For a list of our new and recently adopted accounting pronouncements, see Note 2, Summary of Significant Accounting Policies, in our Notes to Condensed Consolidatedconsolidated financial statements included in “Part II, Item 8. Financial Statements and Supplementary Data” included in Part I, Item 1 of this Quarterly Report onthe Form 10-Q for a discussion of recent accounting pronouncements.
Emerging Growth Company Status
We are an emerging growth company, as defined under the JOBS Act. The JOBS Act provides that an emerging growth company may take advantage of the extended transition period provided in Section 7(a)(2)(B) of the Securities Act for complying with new or revised accounting standards. Therefore, an emerging growth company can delay the adoption of certain accounting standards until those standards would otherwise apply to private companies. We have elected to use the extended transition period under the JOBS Act until the earlier of the date we (1) are no longer an emerging growth company or (2) affirmatively and irrevocably opt out of the extended transition period provided in the JOBS Act. As a result, our financial statements may not be comparable to companies that comply with new or revised accounting pronouncements as of public company effective dates.
Based on the market value of our common equity held by non-affiliates as of June 30, 2022 (the last business day of our most recently completed second fiscal quarter), we will cease to qualify as an emerging growth company as of the end of the fiscal year ending December 31, 2022. As a result, we will no longer be able to take advantage of certain exemptions from various reporting requirements that are applicable to other public companies that are not emerging growth companies including, but not limited to, not being required to comply with the auditor attestation requirements of Section 404 of the Sarbanes-Oxley Act of 2002, 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. In addition, we will no longer be able to use the extended transition period for complying with new or revised accounting standards available to emerging growth companies and will be required to adopt new or revised accounting standards as of the effective dates for public companies.10-K/A.
Non‑GAAP Financial Measures
To supplement our consolidated financial statements, which are prepared and presented in accordance with generally accepted accounting principles in the United States, or GAAP, we provide investors with non-GAAP financial measures including: (i) adjusted gross profitEBITDA and adjusted gross margin;EBITDA margin and (ii) non-GAAP income from operations and non-
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GAAP operating margin; (iii) non-GAAP net income and non-GAAP diluted net income per share; and (iv) free cash flow and free cash flow margin.share. These measures are presented for supplemental informational purposes only, have limitations as analytical tools and should not be considered in isolation or as a substitute for financial information presented in accordance with GAAP. In particular, free cash flow is not a substitute for cash used in operating activities. Additionally, the utility of free cash flow as a measure of our financial performance and liquidity is further limited as it does not represent the total increase or decrease in our cash balance for a given period. Our calculations of each of these measures may differ from the calculations of measures with the same or similar titles by other companies and therefore comparability may be limited. Because of these limitations, when evaluating our performance, you should consider each of these non-GAAP financial measures alongside other financial performance measures, including the most directly comparable financial measure calculated in accordance with GAAP and our other GAAP results. A reconciliation of each of our non-GAAP financial measures to the most directly comparable financial measure calculated in accordance with GAAP is set forth below.
Adjusted Gross ProfitEBITDA and Adjusted GrossEBITDA Margin
We define adjusted EBITDA as net income (loss) attributable to common stockholders, adjusted to exclude depreciation and amortization, stock-based compensation, interest expense, acquisition related compensation, acquisition and integration related costs, income tax benefit (expense), loss on extinguishment of debt, restructuring and other charges, restructuring related charges, impairment of long-lived assets and other income. We define adjusted EBITDA margin as adjusted EBITDA as a percentage of revenue. We believe that adjusted gross profit and adjusted gross margin,EBITDA, when taken together with our GAAP financial results, provides a meaningful assessmentsupplemental information regarding our operating performance and facilitates internal comparisons of our historical operating performance and is useful for the preparation of our annual operating budget and quarterly forecasts.
We define adjusted gross profit as gross profit exclusive of stock-based compensation, amortization of capitalized internal-use software development costs and depreciation of our data center equipment included within Cost of revenue. We exclude stock-based compensation, which ison a non-cash item, because we domore consistent basis by excluding certain items that may not consider itbe indicative of our core operating performance. We exclude depreciation and amortization, which primarily relatesbusiness, results of operations or outlook. In particular, we believe that the use of adjusted EBITDA is helpful to our investmentsinvestors as it is a measure used by management in assessing the health of our data center servers that are long lived assets with an economic life of five years, because it may not reflectbusiness,
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determining incentive compensation, evaluating our current or future cash spending levels to support our business. While we intend to spend a significant amount on capital expenditures on an absolute basis in the coming years, our capital expenditures as a percentage of revenue has declined significantlyoperating performance, and will continue to decline. We define adjusted gross margin as a percentagefor internal planning and forecasting purposes.
Our calculation of adjusted gross profitEBITDA and adjusted EBITDA margin may differ from the calculations of adjusted EBITDA and adjusted EBITDA margin by other companies and therefore comparability may be limited. Because of these limitations, when evaluating our performance, you should consider adjusted EBITDA and adjusted EBITDA margin alongside other financial performance measures, including our net income (loss) attributable to revenue.common stockholders and other GAAP results.
The following table presents a reconciliation of gross profit,net income (loss) attributable to common stockholders, the most directly comparable financial measure stated in accordance with GAAP, to adjusted gross profitEBITDA for each of the periods presented:
Three Months EndedNine Months EndedThree Months EndedSix Months Ended
September 30,September 30,June 30,June 30,
(In thousands)(In thousands)2022202120222021(In thousands)2023202220232022
Gross profit$97,579 $67,922 $264,785 $182,704 
GAAP Net income (loss) attributable to common stockholdersGAAP Net income (loss) attributable to common stockholders$665 $(6,759)$(15,705)$(25,327)
Adjustments:Adjustments:Adjustments:
Depreciation and amortizationDepreciation and amortization23,442 20,838 68,278 60,105 Depreciation and amortization27,618 24,341 56,531 48,274 
Stock-based compensationStock-based compensation492 196 1,405 797 Stock-based compensation36,429 28,183 64,023 54,164 
Adjusted gross profit$121,513 $88,956 $334,468 $243,606 
Gross margin64 %61 %64 %59 %
Adjusted gross margin80 %80 %81 %79 %
Interest expenseInterest expense2,112 2,095 4,301 4,154 
Acquisition related compensationAcquisition related compensation6,980 — 14,581 — 
Acquisition and integration related costsAcquisition and integration related costs1,446 214 2,747 168 
Income tax expense (benefit)Income tax expense (benefit)3,316 (1,169)(8,165)2,169 
Loss on extinguishment of debtLoss on extinguishment of debt— — — 407 
Restructuring and other chargesRestructuring and other charges434 — 21,303 — 
Restructuring related charges(1)
Restructuring related charges(1)
820 — 2,727 — 
Impairment of long-lived assetsImpairment of long-lived assets— 683 553 1,591 
Other income, net(2)
Other income, net(2)
(7,594)(2,112)(14,988)(2,932)
Adjusted EBITDAAdjusted EBITDA$72,226 $45,476 $127,908 $82,668 
As a percentage of revenue:As a percentage of revenue:
Net income (loss) marginNet income (loss) margin— %(5)%(5)%(10)%
Adjusted EBITDA marginAdjusted EBITDA margin43 %34 %38 %32 %
Non-GAAP Income from Operations___________________
(1)Primarily consists of salary continuation charges.
(2)Other income, net primarily consists of interest and Non-GAAP Operating Margin
We define non-GAAPaccretion income from operations as (Loss) income from operations, excluding stock-based compensation, acquisition related compensation, amortization of acquired intangibles, acquisition and integration related costs, loss on sublease, asset impairment, restructuring and severance, and other unusual or non-recurring transactions as they occur. We define non-GAAP operating margin as non-GAAP income from operations as a percentage of revenue. We use non-GAAP income from operations to understand and evaluate our core operating performance and trends and to develop short-term and long-term operating plans. We believe that non-GAAP income from operations facilitates comparison of our operating performance on a consistent basis between periods, and when viewed in combination with our results prepared in accordance with GAAP, helps provide a broader picture of factors and trends affecting our results of operations.
The following table presents a reconciliation of Income (loss) from operations, the most directly comparable financial measure stated in accordance with GAAP, to Non-GAAP income from operations for each of the periods presented:
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marketable securities.
Three Months EndedNine Months Ended
September 30,September 30,
(In thousands)2022202120222021
Income (loss) from operations$9,392 $(1,671)$(11,124)$(1,047)
Adjustments:
Stock-based compensation23,594 18,555 77,758 37,380 
Acquisition related compensation2,361 — 2,361 — 
Amortization of acquired intangibles1,661 168 2,687 320 
Acquisition and integration related costs2,700 280 2,868 280 
Loss on sublease— — 1,471 — 
Asset impairment24 212 144 212 
Non-GAAP income from operations$39,732 $17,544 $76,165 $37,145 
Operating margin%(1)%(3)%— %
Non-GAAP operating margin26 %16 %18 %12 %
Non-GAAP Net Income and Non-GAAP Diluted Net Income Per Share
We define non-GAAP net income (loss) as Net lossnet income (loss) attributable to common stockholders, excluding stock-based compensation, acquisition related compensation, amortization of acquired intangibles, acquisition and integration related costs, release of VAT reserve, loss on sublease, loss on extinguishment of debt, asset impairment of long-lived assets, restructuring and severance expense, revaluation of warrants,other charges, restructuring related charges, and other unusual or non-recurring transactions as they occur. We define non-GAAP diluted net income per share as non-GAAP net income divided by the weighted-average diluted shares includingoutstanding, which includes the potentially dilutive effectseffect of our convertible preferred stock, warrants, stock options, RSUs, PRSUs, ESPP and Convertible Notes.
We believe non-GAAP net income per share provides our management and investors consistency and comparability with our past financial performance and facilitates period-to-period comparisons of operations, as this metric generally eliminates the effects of unusual or non-recurring items from period to period for reasons unrelated to overall operating performance.
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The following table presents a reconciliation of Net income (loss) attributable to common stockholders, the most directly comparable financial measure stated in accordance with GAAP, to Non-GAAP Net income for each of the periods presented:
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Three Months EndedSix Months Ended
June 30,June 30,
(In thousands, except per share amounts)2023202220232022
GAAP Net income (loss) attributable to common stockholders$665 $(6,759)$(15,705)$(25,327)
Stock-based compensation36,429 28,183 64,023 54,164 
Acquisition related compensation6,980 — 14,581 — 
Amortization of acquired intangible assets3,790 564 7,580 1,026 
Acquisition and integration related costs1,446 214 2,747 168 
Loss on extinguishment of debt— — — 407 
Impairment of long-lived assets— 683 553 1,591 
Restructuring and other charges434 — 21,303 — 
Restructuring related charges(1)
820 — 2,727 — 
Non-GAAP income tax adjustment(2)
(5,844)(27)(23,404)282 
Non-GAAP Net income$44,720 $22,858 $74,405 $32,311 
GAAP Net income (loss) per share attributable to common stockholders, diluted$0.01 $(0.07)$(0.17)$(0.24)
Stock-based compensation0.35 0.23 0.60 0.45 
Acquisition related compensation0.07 — 0.14 — 
Amortization of acquired intangible assets0.04 0.01 0.07 0.01 
Acquisition and integration related costs0.01 — 0.03 — 
Impairment of long-lived assets— 0.01 0.01 0.02 
Restructuring and other charges— — 0.20 — 
Restructuring related charges(1)
0.01 — 0.03 — 
Non-cash charges related to convertible notes(3)
0.01 0.02 0.03 0.03 
Non-GAAP income tax adjustment(2)
(0.06)— (0.22)— 
Non-GAAP Net income per share, diluted$0.44 $0.20 $0.72 $0.27 
GAAP weighted-average shares used to compute net income (loss) per share, diluted96,247102,50292,327104,697
Weighted-average dilutive effect of potentially dilutive securities(4)
8,40317,35315,58318,534
Non-GAAP weighted-average shares used to compute net income per share, diluted104,650119,855107,910123,231
Three Months EndedNine Months Ended
September 30,September 30,
(In thousands)2022202120222021
GAAP Net income (loss) attributable to common stockholders$10,097 $(1,852)$(14,217)$(7,378)
Stock-based compensation23,594 18,555 77,758 37,380 
Acquisition related compensation2,361 — 2,361 — 
Amortization of acquired intangible assets1,661 168 2,687 320 
Acquisition and integration related costs2,700 280 2,868 280 
Reclaim of VAT reserve— (3,188)— (3,188)
Loss on sublease— — 1,471 — 
Loss on extinguishment of debt— — 407 3,435 
Asset impairment24 212 144 212 
Revaluation of warrants— — — (556)
Income tax effects of non-GAAP adjustments(1)
710 (19)992 90 
Non-GAAP net income(2)
$41,147 $14,156 $74,471 $30,595 
Non-GAAP diluted net income per share(2)(3)
$0.38 $0.12 $0.69 $0.27 
Weighted-average shares used to compute Non-GAAP diluted net income per share113,334 120,854 114,509 114,815 
_________________________________
(1)ThePrimarily consists of salary continuation charges.
(2)Previously, we calculated the income tax effects of non-GAAP adjustments are calculated based on the applicable statutory tax rate for the relevant jurisdiction, except for those items which arewere non-taxable or subject to valuation allowances for which the tax expense (benefit) was calculated at 0%. The tax benefit for amortization is calculated in a similar manner as thePrior to fiscal year 2023, U.S. income tax effects of non-GAAP adjustments were subject to a valuation allowance and, therefore, were taxed at 0%. Beginning January 1, 2023, the Company projects to be a U.S. taxpayer and will use a long term fixed forecasted rate of 17% on non-GAAP adjustments.
(2)Amounts are attributablepre-tax income for both the common and convertible preferred stockholders, treated as one class of stock, for the periods presented for 2021.2023.
(3)Non-GAAP net income has been adjustedConsists of non-cash interest expense for the dilutive impactamortization of deferred financing fees related to the Convertible Notes of $1,480 and $4,428 for the three and nine months ended September 30, 2022. The Convertible Notes were issued in November 2021.Notes.
Free Cash Flow and Free Cash Flow Margin
Free cash flow is a non-GAAP financial measure that we define as Net cash provided by operating activities less purchases of property and equipment, capitalized internal-use software costs and purchase of intangible assets. Free cash flow margin is calculated as free cash flow divided by total revenue. We believe that free cash flow and free cash flow margin are useful indicators of liquidity that provide information to management and investors about the amount of cash generated from our core operations that, after the purchases of property and equipment, can be used for strategic initiatives, including investing in our business and selectively pursuing acquisitions and strategic investments. We further believe that historical and future trends in free cash flow and free cash flow margin, even if negative, provide useful information about the amount of Net cash provided by operating activities that is available (or not available) to be used for strategic initiatives. For example, if free cash flow is negative, we may need to access cash reserves or other sources of capital to invest in strategic initiatives. One limitation of free cash flow and free cash flow margin is that they do not reflect our future contractual commitments. Additionally, free cash flow does not represent the total increase or decrease in our cash balance for a given period.
The following table presents our cash flows for the periods presented and a reconciliation of free cash flow and free cash flow margin to Net cash provided by operating activities the most directly comparable financial measure calculated in
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accordance(4)Consists of the potentially dilutive effects of our stock options, RSUs, PRSUs, and Convertible Notes. In periods with GAAP:a GAAP net loss position, these are excluded from GAAP weighted-average shares.
Nine Months Ended
September 30,
(In thousands)20222021
Net cash provided by operating activities$130,008 $100,376 
Adjustments:
Capital expenditures - property and equipment(77,717)(66,480)
Capital expenditures - internal-use software development(6,593)(4,297)
Purchase of intangible assets(4,915)(5,636)
Free cash flow$40,783 $23,963 
As a percentage of revenue:
Net cash provided by operating activities31 %32 %
Free cash flow margin10 %%
ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK
There have been no material changes in market risk from the information provided in our Annual Report on Form 10-K10-K/A for the fiscal year ended December 31, 2021.2022.
ITEM 4. CONTROLS AND PROCEDURES
Evaluation of Disclosure Controls and Procedures
We maintain “disclosure controls and procedures,” as defined in Rule 13a-15(e) and Rule 15d-15(e) under the Exchange Act that are designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is recorded, processed, summarized and reported, within the time periods specified in the SEC’s rules and forms. Disclosure controls and procedures include, without limitation, controls and procedures designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the Exchange Act is accumulated and communicated to our management, including our principal executiveChief Executive Officer and principal financial officers,our Chief Financial Officer, as appropriate to allow timely decisions regarding required disclosure.
Our management, with the participation of our Chief Executive Officer and our Chief Financial Officer, evaluated the effectiveness of our disclosure controls and procedures as of SeptemberJune 30, 2022.2023. Based on thethat evaluation, of our disclosure controls and procedures as of September 30, 2022, our Chief Executive Officer and our Chief Financial Officer, concluded that, as of such date,June 30, 2023, our disclosure controls and procedures were not effective atdue to the material weakness in our internal control over financial reporting described below.
Material Weakness in Internal Control over Financial Reporting
We have identified a material weakness in our internal control over financial reporting that existed as of June 30, 2023, which has existed since December 31, 2022. A material weakness is a deficiency, or a combination of deficiencies, in internal control over financial reporting, such that there is a reasonable assurance level.possibility that a material misstatement of a company’s annual or interim financial statements will not be prevented or detected on a timely basis. We did not design and maintain effective controls over the accounting for income taxes. Specifically, we did not have the appropriate skills and level of experience to assess complicated tax matters. Additionally, we did not properly identify, risk assess, design and maintain effective controls related to the income tax provision, including controls related to the evaluation of tax deductions and the impact on our tax provision. This material weakness resulted in immaterial errors to the income tax expense, deferred taxes, accrued tax liabilities and income tax disclosures which were adjusted in the Company's revised consolidated financial statements for the year ended December 31, 2022. The material weakness also resulted in material errors to the income tax expense, deferred taxes and accrued tax liabilities which were adjusted in the Company's restated consolidated financial statements for the three months ended March 31, 2023. This material weakness could result in a misstatement of the aforementioned account balances or disclosures that would result in a material misstatement to the annual or interim financial statements that would not be prevented or detected.
Remediation Plan with Respect to Material Weakness
Management is committed to taking the necessary steps to remediate the above identified material weakness. We are implementing a plan to remediate the material weakness as follows:
a.In March 2023, we hired a VP of Tax with over 25 years of tax leadership experience.
b.We plan to augment our team with additional tax personnel with the appropriate knowledge, training and experience to analyze, record and disclose tax accounting matters timely and accurately, and to design and maintain appropriate accounting policies, procedures and controls over income and other taxes, commensurate with our financial reporting requirements.
c.In the second quarter of 2023, we began to supplement our tax resources through the use of a third-party tax advisor and intend to continue utilizing the third-party tax advisor.
d.In the second quarter of 2023, we began to design and implement controls to address the identification, accounting, reporting and review of complex tax transactions.
The Audit Committee has directed management to develop a detailed plan and timetable for the implementation of the foregoing remedial measures and will monitor their implementation.
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We have made progress remediating the material weakness, and we believe our remediation plan to be sufficient to remediate the identified material weakness. However, the implementation of these remediation measures requires validation and testing of the design and operating effectiveness of internal control over a sustained period of financial reporting prior to reaching a determination that the material weakness has been remediated. As we continue to validate and test our internal control over financial reporting, we may determine that additional measures or modifications to the remediation plan are necessary or appropriate.
Changes in Internal Control Over Financial Reporting
ThereExcept as described above, there was no change in our internal control over financial reporting identified in connection with the evaluation required by Rule 13a-15(d) and 15d-15(d) of the Exchange Act that occurred during the period covered by this Quarterly Report on Form 10-Qquarter ended June 30, 2023 that has materially affected, or is reasonably likely to materially affect, our internal control over financial reporting.
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Inherent Limitations on Effectiveness of Controls
Our management, including our Chief Executive Officer and Chief Financial Officer, believes that our disclosure controls and procedures and internal control over financial reporting are designed to provide reasonable assurance of achieving their objectives and are effective at the reasonable assurance level. However, our management does not expect that our disclosure controls and procedures or our internal control over financial reporting will prevent 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. Further, the design of a control system must reflect the fact that there are resource constraints, and the benefits of controls must be considered relative to their costs. 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, have been detected. These inherent limitations include the realities that judgments in decision making can be faulty, and that breakdowns can occur because of a simple error or mistake. Additionally, controls can be circumvented by the individual acts of some persons, by collusion of two or more people or by management override of the controls. 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 policies or procedures may deteriorate. Because of the inherent limitations in a cost-effective control system, misstatements due to error or fraud may occur and not be detected.

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PART II - OTHER INFORMATION
ITEM 1. LEGAL PROCEEDINGS
From time to time, we are involved in various legal proceedings arising from the normal course of business activities. We are not presently a party to any litigation the outcome of which, if determined adversely to us, would in our estimation, have a material adverse effect on our business, operating results, cash flows or financial condition. Defending such proceedings is costly and can impose a significant burden on management and employees. 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.
ITEM 1A. RISK FACTORS
Please refer to Item 1A—Risk Factors in our Annual Report on Form 10-K10-K/A, Amendment No. 1 for the year ended December 31, 2021 and Item 1A—Risk Factors in our Quarterly Report on Form 10-Q for the quarter ended March 31, 2022 for a description of certain significantmaterial risks and uncertainties to which our business, financial condition and results of operations are subject. There have been no material changes to the risk factors discussed in our Annual Report on Form 10-K10-K/A, Amendment No. 1 for the year ended December 31, 2021 and our Quarterly Report on Form 10-Q for the quarter ended March 31, 2022, except as set forth below.
We have identified a material weakness in our internal control over financial reporting, and our management has concluded that our internal control over financial reporting and disclosure controls and procedures were not effective as of the end of the period covered by this report. While we are working to remediate the identified material weakness, we cannot assure you that additional material weaknesses or significant deficiencies will not occur in the future. If we are unsuccessful at integrating or developing the businessfail to maintain an effective system of Cloudways, a recent acquisition,internal controls, we may not be ableable to achieveaccurately report our financial results or prevent fraud. As a result, our stockholders could lose confidence in our financial reporting, which could harm our business and the trading price of our common stock.
The Sarbanes-Oxley Act of 2002, or the Sarbanes-Oxley Act, requires, among other things, that we maintain effective disclosure controls and procedures and internal control over financial reporting. As disclosed in this Quarterly Report on Form 10-Q, in the course of preparing our interim financial statements for the fiscal quarter ended June 30, 2023, we identified a material weakness in our internal control over financial reporting, which existed as of December 31, 2022. The material weakness was caused by inadequate controls over our tax processes, described in more detail under the heading Part I — Item 4. Controls and Procedures in this Quarterly Report on Form 10-Q. We have commenced efforts to remediate the material weakness as described in more detail under the heading Part I — Item 4. Controls and Procedures in this Quarterly Report on Form 10-Q. The material weakness in our internal control over financial reporting will not be considered remediated until the controls operate for a sufficient period of time and management has concluded, through testing, that these controls operate effectively. If we do not successfully remediate the material weakness, or if other material weaknesses or other deficiencies arise in the future, we may be unable to accurately report our financial results, which could cause our financial results to be materially misstated and require restatement. In such case, we may be unable to maintain compliance with securities law requirements regarding timely filing of periodic reports in addition to applicable stock exchange listing requirements, investors may lose confidence in our financial reporting and our stock price may decline as a result. We cannot assure you that the measures we have taken to date, or any measures we may take in the future, will be sufficient to remediate the control deficiencies that led to a material weakness in our internal control over financial reporting or that they will prevent or avoid potential future material weaknesses.
Our increased focus on the development and use of artificial intelligence and machine learning, including through our recent acquisition of Paperspace, may result in reputational harm, liability or other adverse consequences to our business, results of operations or financial results.
We continue to make investments in areas of strategic focus as we seek to develop new, innovative offerings and improve our existing offerings. We have identified AI/ML as an area worthy of increased investment to support the growth objectives.
of our business and our long-term initiatives. In September 2022,July 2023, we acquired Cloudways Ltd., or Cloudways,Paperspace, a leading managedprovider of cloud hosting and software-as-a-service providerinfrastructure as a service for small to medium-sized businesses,highly scalable applications leveraging GPUs, in order to strengthen our ability to simplify cloud computing and enable customers to launch amore easily test, develop and deploy AI/ML applications and augment and enhance existing AI/ML applications. The investment in AI/ML offerings within our existing product portfolio may result in new or enhanced governmental or regulatory scrutiny, litigation, confidentiality or security risks, ethical concerns, or other complications that could adversely affect our business, reputation, or financial results. The increasing focus on the risks and strategic importance of AI/ML technologies has already resulted in regulatory restrictions that target products and services capable of enabling or facilitating AI/ML, and may in the future result in additional restrictions impacting some of our product and service offerings. Complying with multiple regulations from different jurisdictions related to AI/ML could increase our cost of doing business or may change
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the way that we operate in certain jurisdictions. Furthermore, concerns regarding third-party use of AI/ML for purposes contrary to governmental interests, including concerns relating to the misuse of AI/ML applications, models, and solutions, could result in restrictions on AI/ML products, for example those that can be used for training, refining, and deploying large language models, or LLMs. Such restrictions could limit the ability of downstream customers and users worldwide to acquire, deploy, and use systems that include our products and services, and negatively impact our business and scale it effortlessly. Wefinancial results. It is also unclear how our status as an infrastructure provider for customers developing and deploying AI/ML applications as opposed to developing such applications ourselves will affect the applicability of these regulations on our offerings.
The acquisition of Paperspace also introduces risks that are inherent in all acquisitions. For example, we have limited experience in operating a managed cloud hosting service, which may result in unforeseen operating difficultiesGPU-accelerated infrastructure products and expenditures. In particular, we may encounter difficulties assimilating or integrating the business, technologies, data, platform, personnel or operations of Cloudways.Paperspace. The integration process may disrupt our business, divert our resources, and require significant management attention that would otherwise be available for development of our existing business. Furthermore, weAdditionally, Paperspace’s business relies on third-party components, particularly GPUs, which may find retention or cultural challenges associatedrequire significant capital expenditure and may be difficult to procure given the current elevated demand in the AI/ML space. Any disruption of relationships with integrating Cloudways’ employees into our organization.third-party suppliers and vendors could adversely affect the functionality and availability of the business. If we are unsuccessful in integrating CloudwaysPaperspace or growgrowing the business in the coming years, the acquisition may not result in the synergies and other benefits we had expected to achieve, and the revenue and operating results of the combined company could be adversely affected. In addition,
Finally, in an effort to enhance internal efficiencies, we may explore the acquisitionusage of third-party AI/ML applications in our internal operations. The technology used by these third-party applications may not ultimately strengthenbe unproven and may expose us to unseen or unanticipated risks, including with respect to our competitive positioncustomers. Furthermore, any financial, customer, employee or other information that is ingested by a third-party AI/ML application could be viewed negatively by our customers, investors or securities analysts.
Weused for training, refining and deploying LLMs, which could also face risks related to liability for Cloudways’ activities before the acquisition, includingcreate issues of confidentiality, intellectual property infringement claims, violationsownership and unexpected bias. For example, AI algorithms are based on ML and predictive analytics, which can include unexpected biases and lead to discriminatory outcomes. Because the use of legal, regulatoryAI/ML technology for such internal purposes is relatively new and quickly evolving, we cannot be sure that it will be successful or compliance requirements, commercial disputes, tax liabilitiesthat it will not harm our reputation, financial condition or operating results. The use of AI/ML technology also presents emerging ethical issues and other known and unknown liabilities, and litigation or other claims in connection with Cloudways, including claims from users, former stockholders, former employees or other third parties, andif our efforts to limit such liabilities could be unsuccessful. We may incur costs and expenses necessary to address any pre-acquisition failure to comply with legal, regulatory or compliance requirements. Cloudways may also need to implement or improve its controls, procedures and policies, anduse of third-party AI/ML applications becomes controversial, we may face risks if any of those controls, proceduresexperience brand or policies are insufficiently effective. Our failure to address these risksreputational harm, competitive harm, or other problems encountered in connection with the Cloudways acquisition could cause us to fail to realize the anticipated benefits of the acquisition, cause us to incur unanticipated liabilities, and harm our business generally.legal liability.
ITEM 2. UNREGISTERED SALES OF EQUITY SECURITIES AND USE OF PROCEEDS
(c) Issuer Purchases of Equity Securities
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The following table provides information with respect to repurchases of shares of common stock by the Company during the three months ended SeptemberJune 30, 2022:2023:
PeriodTotal Number of Shares PurchasedAverage Price Paid per Share
Total Number of Shares Purchased as Part of Publicly Announced Program(1)
Approximate Dollar Value (in thousands) of Shares that May Yet Be Purchased Under the Program(1)
July 1-31, 2022— $— — $50,000 
August 1-31, 20221,078,650 46.35 1,078,650 — 
September 1-30, 2022— — — — 
Total1,078,650 $46.35 1,078,650 
PeriodTotal Number of Shares PurchasedAverage Price Paid per Share
Total Number of Shares Purchased as Part of Publicly Announced Program(1)
Approximate Dollar Value (in thousands) of Shares that May Yet Be Purchased Under the Program(1)
April 1-30, 20231,479,035 $36.98 1,479,035 $179,398 
May 1-31, 2023678,193 33.03 678,193 156,999 
June 1-30, 2023621,154 41.72 621,154 131,081 
Total2,778,382 $37.08 2,778,382 
(1)On May 23, 2022, ourFebruary 14, 2023, the Company’s Board of Directors approved a stock repurchase program authorizing the repurchase of up to $300.0an aggregate of $500.0 million of itsthe Company’s common stock (the “2023 Share Buyback Program”). Pursuant to the 2023 Share Buyback Program, repurchases of the Company’s common stock will occur using a variety of methods, which may include but are not limited to open market purchases, the implementation of a 10b5-1 plan, and/or any other available methods in accordance with SEC and other applicable legal requirements. The 2023 Share Buyback Program is authorized throughout fiscal year 2022 (the “Current Program”). As2023 and will expire on December 31, 2023; however, the Company is not obligated to acquire any particular amount of August 19, 2022, we repurchasedcommon stock and the shares representing2023 Share Buyback Program may be extended, modified, suspended or discontinued at any time at the entire amount available under the Current Program.Company’s discretion.
ITEM 3. DEFAULTS UPON SENIOR SECURITIES
Not applicable.
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ITEM 4. MINE SAFETY DISCLOSURES
Not applicable.
ITEM 5. OTHER INFORMATION
Not applicable.Trading Arrangements
None.
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ITEM 6. EXHIBITS
Incorporated by Reference
Exhibit No.Exhibit DescriptionFormFile No.ExhibitFiling DateFiled Herewith
2.18-K001-402522.1August 23, 2022
31.1X
31.2X
32.1*X
101.INSInline XBRL Instance DocumentX
101.SCHInline XBRL Taxonomy Extensions SchemaX
101.CALInline XBRL Taxonomy Extension Calculation LinkbaseX
101.DEFInline XBRL Taxonomy Extension Definition LinkbaseX
101.LABInline XBRL Taxonomy Extension Label LinkbaseX
101.PREInline XBRL Taxonomy Extension Presentation LinkbaseX
104Cover Page Interactive File (formatted as Inline XBRL and contained in Exhibit 101)X
Incorporated by Reference
Exhibit No.Exhibit DescriptionFormFile No.ExhibitFiling DateFiled Herewith
31.1X
31.2X
32.1*X
101.INSInline XBRL Instance DocumentX
101.SCHInline XBRL Taxonomy Extensions SchemaX
101.CALInline XBRL Taxonomy Extension Calculation LinkbaseX
101.DEFInline XBRL Taxonomy Extension Definition LinkbaseX
101.LABInline XBRL Taxonomy Extension Label LinkbaseX
101.PREInline XBRL Taxonomy Extension Presentation LinkbaseX
104Cover Page Interactive File (formatted as Inline XBRL and contained in Exhibit 101)X
___________________
*    Furnished herewith and not deemed to be “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liability of that section, nor shall it be deemed incorporated by reference into any filing under the Securities Act of 1933, as amended, or the Securities Exchange Act of 1934, as amended, whether made before or after the date hereof, regardless of any general incorporation language in such filing.
The agreements and other documents filed as exhibits to this report are not intended to provide factual information or other disclosure other than with respect to the terms of the agreements or other documents themselves, and you should not rely on them for that purpose. In particular, any representations and warranties made by us in these agreements or other documents were made solely within the specific context of the relevant agreement or document and may not describe the actual state of affairs as of the date they were made or at any other time.

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SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned thereunto duly authorized.
DigitalOcean Holdings, Inc.
Date:November 7, 2022August 11, 2023By:/s/ Yancey Spruill
Yancey Spruill
Chief Executive Officer
(Principal Executive Officer)
Date:November 7, 2022August 11, 2023By:/s/ William SorensonW. Matthew Steinfort
William SorensonW. Matthew Steinfort
Chief Financial Officer
(Principal Financial Officer)
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