DocuSign (DOCU) 10-Q 3 Sep 21 2022 Q2 Quarterly report Financial data

Cover Page

Cover Page - shares	6 Months Ended
	Jul. 31, 2021	Aug. 31, 2021
Cover [Abstract]
Document Type	10-Q
Document Quarterly Report	true
Document Period End Date	Jul. 31, 2021
Document Transition Report	false
Entity File Number	001-38465
Entity Registrant Name	DOCUSIGN, INC.
Entity Central Index Key	0001261333
Current Fiscal Year End Date	--01-31
Amendment Flag	false
Document Fiscal Year Focus	2022
Document Fiscal Period Focus	Q2
Entity Incorporation, State or Country Code	DE
Entity Tax Identification Number	91-2183967
Entity Address, Address Line One	221 Main St.
Entity Address, Address Line Two	Suite 1550
Entity Address, City or Town	San Francisco
Entity Address, State or Province	CA
Entity Address, Postal Zip Code	94105
City Area Code	415
Local Phone Number	489-4940
Title of 12(b) Security	Common Stock, par value $0.0001 per share
Trading Symbol	DOCU
Security Exchange Name	NASDAQ
Entity Current Reporting Status	Yes
Entity Interactive Data Current	Yes
Entity Filer Category	Large Accelerated Filer
Entity Small Business	false
Entity Emerging Growth Company	false
Entity Shell Company	false
Entity Common Stock, Shares Outstanding		196,718,307

CONDENSED CONSOLIDATED BALANCE

CONDENSED CONSOLIDATED BALANCE SHEETS (Unaudited) - USD ($) $ in Thousands	Jul. 31, 2021	Jan. 31, 2021
Current assets
Cash and cash equivalents	$ 518,577	$ 566,055
Investments—current	304,292	207,450
Accounts receivable, net of allowance for doubtful accounts of $6,437 and $5,362 as of July 31, 2021 and January 31, 2021	284,730	323,570
Contract assets—current	13,993	16,883
Prepaid expenses and other current assets	61,197	48,390
Total current assets	1,182,789	1,162,348
Investments—noncurrent	64,088	92,717
Property and equipment, net	173,983	165,039
Operating lease right-of-use assets	140,589	159,352
Goodwill	355,595	350,151
Intangible assets, net	110,327	121,828
Deferred contract acquisition costs—noncurrent	289,636	260,130
Other assets—noncurrent	38,680	24,942
Total assets	2,355,687	2,336,507
Current liabilities
Accounts payable	33,612	37,367
Accrued expenses and other current liabilities	81,817	66,566
Accrued compensation	142,599	156,158
Convertible senior notes—current	2,032	20,469
Contract liabilities—current	914,619	779,642
Operating lease liabilities—current	34,951	32,971
Total current liabilities	1,209,630	1,093,173
Convertible senior notes, net—noncurrent	730,272	693,219
Contract liabilities—noncurrent	18,138	16,492
Operating lease liabilities—noncurrent	146,025	165,704
Deferred tax liability—noncurrent	6,424	6,464
Other liabilities—noncurrent	33,322	32,328
Total liabilities	2,143,811	2,007,380
Commitments and contingencies (Note 7)
Convertible senior notes (Note 6)	0	3,390
Stockholders’ equity
Preferred stock, $0.0001 par value; 10,000 shares authorized, 0 shares issued and outstanding as of July 31, 2021 and January 31, 2021	0	0
Common stock, $0.0001 par value; 500,000 shares authorized, 196,467 shares outstanding as of July 31, 2021; 500,000 shares authorized, 192,807 shares outstanding as of January 31, 2021	20	19
Treasury stock, at cost: 5 shares as of July 31, 2021 and January 31, 2021	(1,219)	(1,048)
Additional paid-in capital	1,611,897	1,702,254
Accumulated other comprehensive income	3,246	4,964
Accumulated deficit	(1,402,068)	(1,380,452)
Total stockholders’ equity	211,876	325,737
Total liabilities and equity	$ 2,355,687	$ 2,336,507

CONDENSED CONSOLIDATED BALANC_2

CONDENSED CONSOLIDATED BALANCE SHEETS (Unaudited) (Parenthetical) - USD ($) $ in Thousands	Jul. 31, 2021	Jan. 31, 2021
Statement of Financial Position [Abstract]
Accounts receivable, allowance for credit loss	$ (5,362)	$ (6,437)
Preferred stock, par value (in usd per share)	$ 0.0001	$ 0.0001
Preferred stock, shares authorized	10,000,000	10,000,000
Preferred stock, shares issued	0	0
Preferred stock, shares outstanding	0	0
Common stock, par value (in usd per share)	$ 0.0001	$ 0.0001
Common stock, shares authorized	500,000,000	500,000,000
Common stock, shares outstanding	196,467,000	192,807,000
Treasury stock, shares	5,000	5,000

CONDENSED CONSOLIDATED STATEMEN

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS AND COMPREHENSIVE LOSS (Unaudited) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020	Jul. 31, 2021	Jul. 31, 2020
Revenue:
Total revenue	$ 511,844	$ 342,209	$ 980,923	$ 639,226
Cost of revenue:
Total cost of revenue	113,780	90,615	219,023	164,647
Gross profit	398,064	251,594	761,900	474,579
Operating expenses:
Sales and marketing	262,372	194,992	501,491	366,785
Research and development	94,651	63,791	180,067	118,025
General and administrative	63,652	51,446	113,690	90,257
Total operating expenses	420,675	310,229	795,248	575,067
Loss from operations	(22,611)	(58,635)	(33,348)	(100,488)
Interest expense	(1,669)	(7,684)	(3,341)	(15,244)
Interest income and other income (expense), net	(1,063)	2,601	4,974	6,343
Loss before provision for income taxes	(25,343)	(63,718)	(31,715)	(109,389)
Provision for income taxes	158	842	2,140	2,975
Net loss	$ (25,501)	$ (64,560)	$ (33,855)	$ (112,364)
Net loss per share attributable to common stockholders, basic (in usd per share)	$ (0.13)	$ (0.35)	$ (0.17)	$ (0.61)
Net loss per share attributable to common stockholders, diluted (in usd per share)	$ (0.13)	$ (0.35)	$ (0.17)	$ (0.61)
Weighted-average number of shares used in computing net loss per share attributable to common stockholders, basic	195,996,000	184,862,000	195,183,000	183,930,000
Weighted-average number of shares used in computing net loss per share attributable to common stockholders, diluted	195,996,000	184,862,000	195,183,000	183,930,000
Other comprehensive income (loss):
Foreign currency translation gain (loss), net of tax	$ (2,058)	$ 8,714	$ (1,422)	$ 3,525
Unrealized gains (losses) on investments, net of tax	(54)	87	(296)	246
Other comprehensive income (loss)	(2,112)	8,801	(1,718)	3,771
Comprehensive loss	(27,613)	(55,759)	(35,573)	(108,593)
Stock-based compensation expense included in costs and expenses
Stock-based compensation expense			181,095	122,318
Sales and marketing
Stock-based compensation expense included in costs and expenses
Stock-based compensation expense	46,921	32,305	85,057	56,970
Research and development
Stock-based compensation expense included in costs and expenses
Stock-based compensation expense	26,275	14,781	46,737	26,666
General and administrative
Stock-based compensation expense included in costs and expenses
Stock-based compensation expense	12,778	11,442	23,764	20,454
Subscription
Revenue:
Total revenue	492,758	323,643	944,693	604,565
Cost of revenue:
Total cost of revenue	84,455	64,730	162,526	116,740
Subscription | Cost of revenue
Stock-based compensation expense included in costs and expenses
Stock-based compensation expense	7,539	5,014	13,557	8,878
Professional services and other
Revenue:
Total revenue	19,086	18,566	36,230	34,661
Cost of revenue:
Total cost of revenue	29,325	25,885	56,497	47,907
Professional services and other | Cost of revenue
Stock-based compensation expense included in costs and expenses
Stock-based compensation expense	$ 6,446	$ 5,225	$ 11,980	$ 9,350

CONDENSED CONSOLIDATED STATEM_2

CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS' EQUITY (Unaudited) - USD ($) shares in Thousands, $ in Thousands	Total	Cumulative Adjustment	Common Stock	Additional Paid-In Capital	Additional Paid-In CapitalCumulative Adjustment	Treasury Stock	Accumulated Other Comprehensive Income (Loss)	Accumulated Deficit	Accumulated DeficitCumulative Adjustment
Beginning balance (in shares) at Jan. 31, 2020			181,254
Beginning balance at Jan. 31, 2020	$ 546,327		$ 18	$ 1,685,167			$ (1,673)	$ (1,137,185)
Ending balance (in shares) at Apr. 30, 2020			183,428
Ending balance at Apr. 30, 2020	$ 522,788		$ 18	1,714,462			(6,703)	(1,184,989)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Accounting Standards Update [Extensible List]
Beginning balance (in shares) at Jan. 31, 2020			181,254
Beginning balance at Jan. 31, 2020	$ 546,327		$ 18	1,685,167			(1,673)	(1,137,185)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Exercise of stock options (in shares)			1,300
Exercise of stock options	13,038			13,038
Settlement of restricted stock units (in shares)			2,080
Settlement of restricted stock units	0		$ 1	(1)
Tax withholding on net share settlement of restricted stock units	(136,172)			(136,172)
Employee stock purchase plan (in shares)			256
Employee stock purchase plan	13,590			13,590
issuance of shares as consideration for acquisition (in shares)			247
Issuance of shares as consideration for acquisition	48,361			48,361
Employee stock-based compensation expense	125,340			125,340
Net loss	(112,364)							(112,364)
Other comprehensive income (loss), net	3,771						3,771
Ending balance (in shares) at Jul. 31, 2020			185,137
Ending balance at Jul. 31, 2020	501,891		$ 19	1,749,323			2,098	(1,249,549)
Beginning balance (in shares) at Apr. 30, 2020			183,428
Beginning balance at Apr. 30, 2020	522,788		$ 18	1,714,462			(6,703)	(1,184,989)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Exercise of stock options (in shares)			460
Exercise of stock options	5,403			5,403
Settlement of restricted stock units (in shares)			1,002
Settlement of restricted stock units	0		$ 1	(1)
Tax withholding on net share settlement of restricted stock units	(89,449)			(89,449)
issuance of shares as consideration for acquisition (in shares)			247
Issuance of shares as consideration for acquisition	48,361			48,361
Employee stock-based compensation expense	70,547			70,547
Net loss	(64,560)							(64,560)
Other comprehensive income (loss), net	8,801						8,801
Ending balance (in shares) at Jul. 31, 2020			185,137
Ending balance at Jul. 31, 2020	501,891		$ 19	1,749,323			2,098	(1,249,549)
Beginning balance (in shares) at Jan. 31, 2021			192,807
Beginning balance at Jan. 31, 2021	$ 325,737	$ (73,905)	$ 19	1,702,254	$ (86,144)	$ (1,048)	4,964	(1,380,452)	$ 12,239
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Settlement of convertible senior notes due 2023 (in shares)	600		586
Settlement of convertible senior notes due in 2023	$ (724)		$ 1	(725)
Exercise of stock options (in shares)	1,112		1,112
Exercise of stock options	$ 11,818			11,818
Settlement of restricted stock units (in shares)			1,820
Tax withholding on net share settlement of restricted stock units	(228,065)			(227,894)		(171)
Employee stock purchase plan (in shares)			132
Employee stock purchase plan	23,167			23,167
Charitable donation of common stock	3,000			3,000
Charitable donation of common stock (in shares)			10
Employee stock-based compensation expense	186,421			186,421
Net loss	(33,855)							(33,855)
Other comprehensive income (loss), net	(1,718)						(1,718)
Ending balance (in shares) at Jul. 31, 2021			196,467
Ending balance at Jul. 31, 2021	211,876		$ 20	1,611,897		(1,219)	3,246	(1,402,068)
Beginning balance (in shares) at Apr. 30, 2021			194,734
Beginning balance at Apr. 30, 2021	243,237		$ 19	1,615,646		(1,219)	5,358	(1,376,567)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Settlement of convertible senior notes due 2023 (in shares)			234
Settlement of convertible senior notes due in 2023	(278)		$ 1	(279)
Exercise of stock options (in shares)			624
Exercise of stock options	5,202			5,202
Settlement of restricted stock units (in shares)			865
Tax withholding on net share settlement of restricted stock units	(114,481)			(114,481)
Charitable donation of common stock	3,000			3,000
Charitable donation of common stock (in shares)			10
Employee stock-based compensation expense	102,809			102,809
Net loss	(25,501)							(25,501)
Other comprehensive income (loss), net	(2,112)						(2,112)
Ending balance (in shares) at Jul. 31, 2021			196,467
Ending balance at Jul. 31, 2021	$ 211,876		$ 20	$ 1,611,897		$ (1,219)	$ 3,246	$ (1,402,068)

CONDENSED CONSOLIDATED STATEM_3

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (Unaudited) - USD ($) $ in Thousands		6 Months Ended
		Jul. 31, 2021	Jul. 31, 2020
Cash flows from operating activities:
Net loss		$ (33,855)	$ (112,364)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization		40,997	31,976
Amortization of deferred contract acquisition and fulfillment costs		63,476	45,194
Amortization of debt discount and transaction costs		2,593	13,784
Fair value adjustments to strategic investments		(5,119)	0
Impairment of operating lease right-of-use assets		3,892	0
Non-cash operating lease costs		13,649	13,119
Stock-based compensation expense		181,095	122,318
Charitable donation of common stock		3,000	0
Deferred income taxes		(1,250)	(284)
Other		666	(493)
Changes in operating assets and liabilities:
Accounts receivable		38,840	25,154
Contract assets		2,820	1,570
Prepaid expenses and other current assets		(10,367)	(5,388)
Deferred contract acquisition and fulfillment costs		(95,418)	(92,414)
Other assets		(6,676)	(6,132)
Accounts payable		(9,443)	6,275
Accrued expenses and other liabilities		17,022	11,710
Accrued compensation		(13,047)	22,865
Contract liabilities		136,624	107,486
Operating lease liabilities		(16,233)	(7,098)
Net cash provided by operating activities		313,266	177,278
Cash flows from investing activities:
Cash paid for acquisition, net of acquired cash		(6,388)	(180,370)
Purchases of marketable securities		(185,628)	(11,667)
Sales of marketable securities		3,002	28,986
Maturities of marketable securities		113,171	301,416
Purchases of strategic and other investments		(500)	(3,241)
Purchases of property and equipment		(28,534)	(44,751)
Net cash (used in) provided by investing activities		(104,877)	90,373
Cash flows from financing activities:
Repayments of convertible senior notes		(61,714)	0
Payment of tax withholding obligation on net share settlement of restricted stock units		(228,575)	(133,860)
Proceeds from exercise of stock options		11,818	13,038
Proceeds from employee stock purchase plan		23,167	13,590
Net cash used in financing activities		(255,304)	(107,232)
Effect of foreign exchange on cash, cash equivalents and restricted cash		(564)	2,640
Net increase (decrease) in cash, cash equivalents and restricted cash		(47,479)	163,059
Cash, cash equivalents and restricted cash at beginning of period	[1]	566,337	241,483
Cash, cash equivalents and restricted cash at end of period	[1]	518,858	404,542
Supplemental disclosure:
Cash paid for interest		223	1,438
Cash paid for operating lease liabilities		20,352	14,387
Cash paid for income taxes		4,310	1,827
Non-cash investing and financing activities:
Property and equipment in accounts payable and accrued expenses and other current liabilities		7,500	6,478
Operating lease right-of-use assets exchanged for lease obligations		0	27,569
Fair value of shares issued as part of the repayments of convertible senior notes		133,288	0
Fair value of shares issued as consideration for acquisition		$ 0	$ 48,361
[1]	(1) $0.3 million of restricted cash was included in Prepaid expenses and other current assets at July 31, 2021, and in Other assets—noncurrent at January 31, 2021.

CONDENSED CONSOLIDATED STATEM_4

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (Unaudited) (Parenthetical) - USD ($) $ in Millions	Jul. 31, 2021	Jan. 31, 2021
Statement of Cash Flows [Abstract]
Restricted cash	$ 0.3	$ 0.3

Summary of Significant Accounti

Summary of Significant Accounting Policies	6 Months Ended
	Jul. 31, 2021
Accounting Policies [Abstract]
Summary of Significant Accounting Policies	Summary of Significant Accounting Policies Organization and Description of Business DocuSign, Inc. (“we,” “our” or “us”) was incorporated in the State of Washington in April 2003. We merged with and into DocuSign, Inc., a Delaware corporation, in March 2015. We provide a platform that enables businesses of all sizes to digitally prepare, sign, act on and manage agreements, thereby simplifying and accelerating the process of doing business. Basis of Presentation and Principles of Consolidation Our condensed consolidated financial statements include those of DocuSign, Inc. and our subsidiaries. All intercompany accounts and transactions have been eliminated in consolidation. The accompanying condensed consolidated financial statements have been prepared in accordance with United States (“U.S.”) generally accepted accounting principles (“GAAP”) for interim financial information. Certain information and note disclosures normally included in the financial statements prepared in accordance with U.S. GAAP have been condensed or omitted pursuant to the applicable rules and regulations of the Securities and Exchange Commission (“SEC”). Therefore, these unaudited interim consolidated financial statements should be read in conjunction with the consolidated financial statements and related notes included in our fiscal 2021 Annual Report on Form 10-K. Our condensed consolidated financial statements are unaudited and have been prepared on a basis consistent with that used to prepare the audited annual consolidated financial statements and, in our opinion, include all adjustments of a normal recurring nature necessary for the fair statement of our financial position, results of operations and cash flows. Our condensed consolidated balance sheet as of January 31, 2021 was derived from audited financial statements but does not include all disclosures required by U.S. GAAP. The results of operations for the three and six months ended July 31, 2021 are not necessarily indicative of the results to be expected for the year ending January 31, 2022 . O ur fiscal year ends on January 3 1. References to fiscal 2022, for example, are to the fiscal year ending January 31, 2022 . Use of Estimates The preparation of financial statements in conformity with U.S. GAAP requires management to make estimates and assumptions in the condensed consolidated financial statements and notes thereto. Significant items subject to such estimates and assumptions made by management include, but are not limited to, the determination of: • the fair value of assets acquired and liabilities assumed in business combinations; • the average period of benefit associated with deferred contract acquisition costs and fulfillment costs; • the valuation of strategic investments; • the fair value of certain stock awards issued; • the f air value of the liability and equity components of convertible notes; • the useful life and recoverability of long-lived assets; • the discount rate used for operating leases; and • the recognition, measurement and valuation of deferred income taxes. Since the emergence of the COVID-19 pandemic in March 2020, we have undertaken measures to protect our employees, partners and customers, including providing the majority of our employees the option to work remotely until at least January 10, 2022. However, there can be no assurance that these measures will be effective, that we will be able to adopt new measures as needed or that we will be able to discontinue these measures without adversely affecting our business operations. In addition, the COVID-19 pandemic and related recent developments (including vaccine deployments, national and regional outbreaks and the emergence of disease variants) have created and may continue to create significant uncertainty in global financial markets, which may decrease technology spending, depress demand for our products and harm our business and results of operations. As of the date of issuance of the financial statements, we are not aware of any specific event or circumstance that would require us to update our estimates or judgments or revise the carrying value of our assets or liabilities, except for a sublease that resulted in an impairment of $3.9 million on operating lease right-of-use assets recorded during the three months ended July 31, 2021. These estimates may change as new events occur and additional information is obtained, which could be recognized in the condensed consolidated financial statements as soon as they become known. Actual results could differ from those estimates and any such differences may be material to our financial statements. Significant Accounting Policies Other than as described below, there have been no changes to our significant accounting policies described in our fiscal 2021 Annual Report on Form 10-K that have had a material impact on our condensed consolidated financial statements and related notes. Convertible Debt Effective February 1, 2021, we account for our convertible debt instruments as a single liability measured at its amortized cost. See “Recently Adopted Accounting Pronouncements” below. At issuance, the carrying amount is calculated as the proceeds, net of initial purchasers’ discounts and transaction costs. The difference between the principal amount and carrying value is amortized to interest expense over the term of the convertible debt instruments using the effective interest rate method. At settlement, the carrying amount of the liability is derecognized and the excess of the cash consideration, if any, over the carrying amount is recorded as a reduction to additional paid-in capital. Refer to Note 1 of our 2021 Annual Report on Form 10-K for our convertible debt policy prior to the adoption of ASU 2020-06. Recently Adopted Accounting Pronouncements On February 1, 2021, we early adopted ASU No. 2020-06, Debt—Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging—Contracts in Entity’s Own Equity (Subtopic 815-40) using the modified retrospective approach. This ASU removes separation models for convertible debt with a cash conversion feature and convertible instruments with a beneficial conversion feature. Such convertible debt is accounted for as a single liability measured at its amortized cost and convertible preferred stock will be accounted for as a single equity instrument measured at its historical cost, as long as no other features require bifurcation and recognition as derivatives. The ASU also requires the if-converted method to be used for convertible instruments and the effect of potential share settlement be included in the diluted earnings per share calculation when an instrument may be settled in cash or shares. The adoption of the ASU using the modified retrospective method resulted in: • an increase of $77.3 million to the total carrying value of our convertible senior notes to reflect the full principal amount of the convertible notes outstanding net of issuance costs, • reductions of $86.1 million to additional paid-in capital and $3.4 million to mezzanine equity to remove the equity component separately recorded for the conversion features associated with the convertible notes, and • a cumulative-effect adjustment of $12.2 million to the beginning balance of accumulated deficit as of February 1, 2021.

Revenue

Revenue	6 Months Ended
	Jul. 31, 2021
Revenue from Contract with Customer [Abstract]
Revenue	Revenue Subscription revenue is recognized over time and accounted for approximately 96% and 95% of our revenue for the three months ended July 31, 2021 and 2020 and approximately 96% and 95% of our revenue for the six months ended July 31, 2021 and 2020. Performance Obligations As of July 31, 2021, the amount of the transaction price allocated to remaining performance obligations for contracts greater than one year was $1.3 billion. We expect to recognize 52% of the transaction price allocated to remaining performance obligations within the 12 months following July 31, 2021 in our condensed consolidated statement of operations and comprehensive loss. Contract Balances Contract assets represent amounts for which we have recognized revenue, pursuant to our revenue recognition policy, for contracts that have not yet been fully invoiced to our customers where there remains a performance obligation, typically for our multi-year arrangements. Total contract assets were $14.6 million and $17.5 million as of July 31, 2021 and January 31, 2021, of which $0.6 million and $0.6 million were noncurrent and included within “Other assets—noncurrent” on our condensed consolidated balance sheets. The change in contract assets reflects the difference in timing between the satisfaction of our remaining performance obligations and our contractual right to bill our customers. Contract liabilities consist of deferred revenue and include payments received in advance of performance under the contract. Such amounts are generally recognized as revenue over the contractual period. For the six months ended July 31, 2021 and 2020, we recognized revenue of $595.4 million and $375.8 million that was included in the corresponding contract liability balance at the beginning of the periods presented. We receive payments from customers based upon contractual billing schedules. We record accounts receivable when the right to consideration becomes unconditional. Payment terms on invoiced amounts are typically 30 days. The following table represents a rollforward of our deferred contract acquisition and fulfillment costs: Six Months Ended July 31, (in thousands) 2021 2020 Deferred Contract Acquisition Costs: Beginning balance $ 262,519 $ 155,697 Additions to deferred contract acquisition costs 83,600 80,836 Amortization of deferred contract acquisition costs (53,250) (36,528) Cumulative translation adjustment (332) 677 Ending balance $ 292,537 $ 200,682 Deferred Contract Fulfillment Costs: Beginning balance $ 12,506 $ 8,218 Additions to deferred contract fulfillment costs 11,731 11,578 Amortization of deferred contract fulfillment costs (10,116) (8,666) Ending balance $ 14,121 $ 11,130

Fair Value Measurements

Fair Value Measurements	6 Months Ended
	Jul. 31, 2021
Fair Value Disclosures [Abstract]
Fair Value Measurements	Fair Value Measurements The following table summarizes our financial assets that are measured at fair value on a recurring basis: July 31, 2021 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (1) Money market funds $ 117,167 $ — $ — $ 117,167 Level 2: Available-for-sale securities Commercial paper (1) 160,860 8 (22) 160,846 Corporate notes and bonds 193,624 61 (55) 193,630 U.S. governmental securities 32,548 4 — 32,552 Level 2 total 387,032 73 (77) 387,028 Total $ 504,199 $ 73 $ (77) $ 504,195 January 31, 2021 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (2) Money market funds $ 284,312 $ — $ — $ 284,312 Level 2: Available-for-sale securities Commercial paper 42,048 1 (23) 42,026 Corporate notes and bonds 199,277 375 (67) 199,585 U.S. governmental securities 58,050 12 (6) 58,056 Level 2 total 299,375 388 (96) 299,667 Level 3: Available-for-sale securities Corporate notes and bonds 500 — — 500 Total $ 584,187 $ 388 $ (96) $ 584,479 (1) Included in “cash and cash equivalents” in our consolidated balance sheets as of July 31, 2021, in addition to cash of $382.8 million and commercial paper of $18.6 million. (2) Included in “cash and cash equivalents” in our consolidated balance sheets as of January 31, 2021, in addition to cash of $281.7 million. We use quoted prices in active markets for identical assets to determine the fair value of our Level 1 investments. The fair value of our Level 2 investments is determined using pricing based on quoted market prices or alternative market observable inputs . The fair value of our Level 3 investments is determined based on an income approach using unobservable inputs. The fair value of our available-for-sale securities as of July 31, 2021, by remaining contractual maturities, were as follows (in thousands): Due in one year or less $ 322,940 Due in one to two years 64,088 $ 387,028 As of July 31, 2021 and January 31, 2021, securities in an unrealized loss position were, individually and in aggregate, not material. An allowance for credit losses was deemed unnecessary for these securities, given the extent of the unrealized loss positions as well the issuers' high credit ratings and consistent payment history. Strategic Investments During the six months ended July 31, 2021, investments in equity securities without readily determinable fair values increased by $4.8 million due to adjustments related to observable price changes that occurred primarily during the three months ended April 30, 2021. Such investments are recorded in “Other assets—noncurrent” on our condensed consolidated balance sheets. Convertible Senior Notes We estimated the fair value of the convertible senior notes based on the quoted market prices in an inactive market on the last trading day of the reporting period (Level 2). The Notes are recorded at face value less unamortized debt discount and transaction costs as “Convertible senior notes—current” and “Convertible senior notes, net—noncurrent” on our condensed consolidated balance sheets. Refer to Note 6 for further information. (in thousands) July 31, 2021 January 31, 2021 0.5% Convertible Senior Notes due in 2023 Aggregate principal amount $ 53,289 $ 115,000 Fair value amount 219,615 373,928 0% Convertible Senior Notes due in 2024 Aggregate principal amount $ 690,000 $ 690,000 Fair value amount 736,713 725,100

Property and Equipment, Net

Property and Equipment, Net	6 Months Ended
	Jul. 31, 2021
Property, Plant and Equipment [Abstract]
Property and Equipment, Net	Property and Equipment, Net Property and equipment consisted of the following: (in thousands) July 31, 2021 January 31, 2021 Computer and network equipment $ 112,420 $ 102,163 Software, including capitalized software development costs 67,081 56,858 Furniture and office equipment 21,507 21,682 Leasehold improvements 79,608 79,892 280,616 260,595 Less: Accumulated depreciation (143,225) (121,029) 137,391 139,566 Work in progress 36,592 25,473 Total $ 173,983 $ 165,039 Depreciation and amortization expense associated with property and equipment was $14.3 million and $10.5 million for the three months ended July 31, 2021 and 2020, and $27.8 million and $20.3 million for the six months ended July 31, 2021 and 2020. For the three months ended July 31, 2021 and 2020, we capitalized $9.3 million and $6.8 million of internally developed software. F or the six months ended July 31, 2021 and 2020, we capitalized $17.1 million and $11.0 million of internally developed software.

Deferred Contract Acquisition a

Deferred Contract Acquisition and Fulfillment Costs	6 Months Ended
	Jul. 31, 2021
Revenue from Contract with Customer [Abstract]
Deferred Contract Acquisition and Fulfillment Costs	Revenue Subscription revenue is recognized over time and accounted for approximately 96% and 95% of our revenue for the three months ended July 31, 2021 and 2020 and approximately 96% and 95% of our revenue for the six months ended July 31, 2021 and 2020. Performance Obligations As of July 31, 2021, the amount of the transaction price allocated to remaining performance obligations for contracts greater than one year was $1.3 billion. We expect to recognize 52% of the transaction price allocated to remaining performance obligations within the 12 months following July 31, 2021 in our condensed consolidated statement of operations and comprehensive loss. Contract Balances Contract assets represent amounts for which we have recognized revenue, pursuant to our revenue recognition policy, for contracts that have not yet been fully invoiced to our customers where there remains a performance obligation, typically for our multi-year arrangements. Total contract assets were $14.6 million and $17.5 million as of July 31, 2021 and January 31, 2021, of which $0.6 million and $0.6 million were noncurrent and included within “Other assets—noncurrent” on our condensed consolidated balance sheets. The change in contract assets reflects the difference in timing between the satisfaction of our remaining performance obligations and our contractual right to bill our customers. Contract liabilities consist of deferred revenue and include payments received in advance of performance under the contract. Such amounts are generally recognized as revenue over the contractual period. For the six months ended July 31, 2021 and 2020, we recognized revenue of $595.4 million and $375.8 million that was included in the corresponding contract liability balance at the beginning of the periods presented. We receive payments from customers based upon contractual billing schedules. We record accounts receivable when the right to consideration becomes unconditional. Payment terms on invoiced amounts are typically 30 days. The following table represents a rollforward of our deferred contract acquisition and fulfillment costs: Six Months Ended July 31, (in thousands) 2021 2020 Deferred Contract Acquisition Costs: Beginning balance $ 262,519 $ 155,697 Additions to deferred contract acquisition costs 83,600 80,836 Amortization of deferred contract acquisition costs (53,250) (36,528) Cumulative translation adjustment (332) 677 Ending balance $ 292,537 $ 200,682 Deferred Contract Fulfillment Costs: Beginning balance $ 12,506 $ 8,218 Additions to deferred contract fulfillment costs 11,731 11,578 Amortization of deferred contract fulfillment costs (10,116) (8,666) Ending balance $ 14,121 $ 11,130

Debt

Debt	6 Months Ended
	Jul. 31, 2021
Debt Disclosure [Abstract]
Debt	Debt Convertible Senior Notes In September 2018 we issued $575.0 million in aggregate principal amount of the 0.5% Convertible Senior Notes due in 2023 (“2023 Notes”). The net proceeds from the issuance of the 2023 Notes were $560.8 million after deducting the initial purchasers’ discounts and transaction costs. Based upon the reported sales price of our common stock, the 2023 Notes became convertible on August 1, 2020 and continue to be convertible through July 31, 2021. In January 2021 we issued $690.0 million in aggregate principal amount of the 0% Convertible Senior Notes due in 2024 (“2024 Notes,” and together with the 2023 Notes, the “Notes”). The net proceeds from the issuance of the 2024 Notes were $677.3 million after deducting the initial purchasers’ discounts and transaction costs. As of July 31, 2021, the conversion conditions for the 2024 Notes described in our 2021 Annual Report on Form 10-K were not met. Conversions of the 2023 Notes We accounted for early conversions and settlements of the 2023 Notes during the six months ended July 31, 2021 under ASU 2020-06. Refer to Note 1 for further discussion of early adoption. During the six months ended July 31, 2021, we settled $61.7 million aggregate amount of the principal of 2023 Notes, including $23.9 million elected for conversion as of January 31, 2021, for aggregate consideration of $195.0 million, consisting of $61.7 million in cash and 0.6 million shares of our common stock with a value of $133.3 million. The $0.7 million excess of the cash consideration over the corresponding carrying value was recorded as a reduction to additional paid-in capital. Additionally, as of July 31, 2021, we had received conversion notices on our 2023 Notes for $2.0 million in aggregate principal amount, the corresponding carrying value is reflected in Convertible senior notes—current on our condensed consolidated balance sheet. From August 1, 2021 through September 2, 2021, we received conversion notices on our 2023 Notes for $1.1 million in aggregate principal amount. We plan to settle the principal amount in cash during the three months ended October 31, 2021. The net carrying amounts of the liability and equity components of the Notes were as follows: (in thousands) July 31, 2021 January 31, 2021 2023 Notes: Principal $ 53,289 $ 115,000 Less: unamortized debt discount (1) — (15,116) Less: unamortized transaction costs (572) (1,224) Net carrying value of current and noncurrent liability component $ 52,717 $ 98,660 Proceeds allocated to the conversion option (debt discount) (1) $ 134,667 Less: extinguishment or conversion (31,933) Less: transaction costs (3,336) Net carrying value of mezzanine and permanent equity component $ 99,398 2024 Notes: Principal $ 690,000 $ 690,000 Less: unamortized debt discount (1) — (63,619) Less: unamortized transaction costs (10,413) (11,353) Net carrying value of noncurrent liability component $ 679,587 $ 615,028 Proceeds allocated to the conversion option (debt discount) (1) $ 64,453 Less: transaction costs (1,185) Net carrying value of permanent equity component $ 63,268 (1) Not applicable under ASU 2020-06 The effective interest rate on the liability component of the 2023 Notes was 5.9% prior to the adoption of ASU 2020-06 and 1.0% after adoption. The effective interest rate on the liability component of the 2024 notes was 3.8% prior to the adoption of ASU 2020-06 and 0.6% after adoption. Interest expense recognized related to the Notes was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2021 2020 2021 2020 Contractual interest expense $ 66 $ 720 $ 102 $ 1,438 Amortization of debt discount — 6,422 — 12,751 Amortization of transaction costs 1,135 520 2,316 1,033 Total $ 1,201 $ 7,662 $ 2,418 $ 15,222 Capped Calls To minimize the potential economic dilution to our common stock upon conversion of the Notes, we entered into privately-negotiated capped call transactions (“Capped Calls”) with certain counterparties. The material terms of the capped call transactions were as follows: (in thousands, except per share amounts) 2023 Notes 2024 Notes Aggregate cost of capped calls $ 67,563 $ 31,395 Initial strike price per share (1) $ 71.50 $ 420.24 Initial cap price per share (1) $ 110.00 $ 525.30 Shares of our common stock covered by the capped calls (1) 8,042 1,642 (1) Subject to adjustments for certain events, such as merger events and tender offers, and anti-dilution adjustments Impact on Loss Per Share After February 1, 2021, upon adoption of ASU 2020-06, in periods when we have net income, the shares of our common stock subject to the Notes outstanding during the period are included in our diluted earnings per share under the if-converted method. As of the beginning of the fourth quarter of 2021, share settlement was presumed, and shares subject to the Notes would have been included under the if-converted method. In periods prior to that, cash settlement was presumed and shares subject to the Notes would have been included under the treasury stock method. Capped Calls are excluded from the calculation of diluted earnings per share, as they would be antidilutive. Upon conversion, there will be no economic dilution from the Notes unless the market price of our common stock exceeds the cap prices listed above in the Capped Calls section, as exercise of the Capped Calls offsets any dilution from the Notes from the conversion price up to the cap price. As of July 31, 2021, the market price of our common stock exceeded the $110.00 per share cap price associated with the 2023 Notes but not the $525.30 cap price associated with the 2024 Notes; therefore, the 2023 Notes would have caused economic dilution if converted. Revolving Credit Facility In January 2021, we entered into a credit agreement with a syndicate of banks. The credit agreement extended a senior secured revolving credit facility (the “Credit Facility”) to us in an aggregate principal amount of $500.0 million, which amount may be increased by an additional $250.0 million subject to the terms of the credit agreement. We may use the proceeds of future borrowings under the credit facility to finance working capital, for capital expenditures and for other general corporate purposes, including permitted acquisitions. The Credit Facility matures in January 2026 and requires us to comply with customary affirmative and negative covenants. We were in compliance with all covenants as of July 31, 2021. As of July 31, 2021, there were no outstanding borrowings under the Credit Facility. The Credit Facility is subject to customary fees for loan facilities of this type, including ongoing commitment fees at a rate between 0.25% and 0.30% per annum on the daily undrawn balance.

Commitments and Contingencies

Commitments and Contingencies	6 Months Ended
	Jul. 31, 2021
Commitments and Contingencies Disclosure [Abstract]
Commitments and Contingencies	Commitments and Contingencies As of July 31, 2021, we had outstanding unused letters of credit associated with our various operating leases totaling $7.4 million. We have entered into certain noncancellable contractual arrangements that require future purchases of goods and services. These arrangements primarily relate to cloud infrastructure support and sales and marketing activities. As of July 31, 2021, the future noncancellable minimum payments due under these contractual obligations with a remaining term of more than one year were as follows: Fiscal Period: Amount (in thousands) 2022, remainder $ 9,829 2023 34,970 2024 22,314 2025 14,025 2026 10,060 Thereafter 3,145 Total $ 94,343 Indemnification We enter into indemnification provisions under our agreements with customers and other companies in the ordinary course of business, including business partners, contractors and parties performing our research and development. Pursuant to these arrangements, we agree to indemnify and defend the indemnified party for certain claims and related losses suffered or incurred by the indemnified party from actual or threatened third-party claims because of our activities. The duration of these indemnification agreements is generally perpetual. The maximum potential amount of future payments we could be required to make under these indemnification clauses or agreements is not determinable. Historically, we have not incurred material costs to defend lawsuits or settle claims related to these indemnification agreements. As a result, we believe the fair value of these indemnification agreements is not material as of July 31, 2021, and January 31, 2021. We maintain commercial general liability insurance and product liability insurance to offset certain of our potential liabilities under these indemnification agreements. We have entered into indemnification agreements with each of our directors, executive officers and certain other officers. These agreements require us to indemnify such individuals, to the fullest extent permitted by Delaware law, for certain liabilities to which they may become subject as a result of their affiliation with us. Claims and Litigation From time to time, we may be subject to legal proceedings, claims and litigation made against us in the ordinary course of business. We believe the final outcome of these matters will not have a material adverse effect on our business, consolidated financial position, results of operations or cash flows.

Stockholders' Equity

Stockholders' Equity	6 Months Ended
	Jul. 31, 2021
Equity [Abstract]
Stockholders' Equity	Stockholders' Equity Equity Incentive Plans We maintain three stock-based compensation plans: the 2018 Equity Incentive Plan (the “2018 Plan”), the Amended and Restated 2011 Equity Incentive Plan (the “2011 Plan”) and the Amended and Restated 2003 Stock Plan (the “2003 Plan”). The 2018 Plan serves as a successor to the 2011 Plan and 2003 Plan and provides for the grant of stock-based awards to our employees, directors and consultants. Shares available for grant under the 2011 Plan that were reserved but not issued as of the effective date of the 2018 Plan were added to the reserves of the 2018 Plan. No additional awards under the 2011 Plan or 2003 Plan have been made since the effective date of the 2018 Plan. Outstanding awards under these two plans continue to be subject to the terms and conditions of the respective plans. As of July 31, 2021, 42.2 million shares of our common stock were available for issuance under the 2018 Plan. The 2018 Plan provides that the number of shares reserved will automatically increase on the first day of each fiscal year, beginning on February 1, 2019 and ending on February 1, 2028, by 5% of the total number of shares of our capital stock outstanding on the immediately preceding January 31st (or such lesser number of shares as our board of directors or a committee of our board of directors may approve). The most recent automatic increase of 9.6 million shares occurred on February 1, 2021. Restricted Stock Units Restricted stock units (“RSUs”) granted under the 2018 Plan generally vest over a four-year period, either quarterly or with 25% vesting at the end of one year and the remainder quarterly thereafter. The majority of RSUs vest upon the satisfaction of a service-based vesting condition. From time to time, we also grant RSUs that are subject to either a performance-based or market-based vesting condition. The performance-based conditions will be satisfied upon satisfaction of certain financial performance targets. The market-based conditions will be satisfied if certain milestones based on our common stock price or relative total shareholder return are met. RSU activity for the six months ended July 31, 2021 was as follows: (in thousands, except per share data) Number of Units Weighted-Average Grant Date Fair Value Unvested at January 31, 2021 10,586 $ 83.98 Granted 2,110 221.95 Vested (2,634) 65.10 Canceled (757) $ 93.58 Unvested at July 31, 2021 9,305 $ 119.83 As of July 31, 2021, our total unrecognized compensation cost related to RSUs was $869.0 million. We expect to recognize this expense over the remaining weighted-average period of approximately 2.3 years. Stock Options Option activity for the six months ended July 31, 2021 was as follows: (in thousands, except years and per share data) Number of Options Weighted-Average Exercise Price Per Share Weighted-Average Remaining Contractual Term (Years) Aggregate Intrinsic Value Outstanding at January 31, 2021 4,798 $ 15.55 5.0 $ 1,042,879 Exercised (1,112) 13.52 Outstanding at July 31, 2021, all vested and exercisable 3,686 $ 16.16 4.8 $ 1,039,112 As of July 31, 2021, there was no remaining unrecognized compensation cost related to stock option grants. 2018 Employee Stock Purchase Plan The Employee Stock Purchase Plan (“ESPP”) allows eligible employees to purchase shares of our common stock at a discounted price, normally through payroll deductions, of up to 15% of their earnings, subject to the terms of the ESPP and applicable law. The purchase price for common stock under the ESPP is equal to 85% of the fair market value of our common stock on the first or last day of the offering period, whichever is lower. The ESPP provides for separate six-month offering periods that begin in the first and third quarter of each year. In the six months ended July 31, 2021, 0.1 million shares of our common stock were purchased under the ESPP. Compensation expense related to the ESPP was $4.8 million and $2.9 million for the three months ended July 31, 2021 and 2020, and $9.1 million and $4.8 million for the six months ended July 31, 2021 and 2020. The number of shares reserved under the ESPP will automatically increase on the first day of each fiscal year through February 1, 2028, in an amount equal to the lesser of (i) 1% of the total number of shares of our common stock outstanding on January 31 of the preceding fiscal year, (ii) 3.8 million shares or (iii) a lesser number of shares determined by our board of directors. As of July 31, 2021, 8.1 million shares of our common stock were reserved for issuance under the ESPP.

Net Loss per Share Attributable

Net Loss per Share Attributable to Common Stockholders	6 Months Ended
	Jul. 31, 2021
Earnings Per Share [Abstract]
Net Loss per Share Attributable to Common Stockholders	Net Loss per Share Attributable to Common Stockholders The following table presents the calculation of basic and diluted net loss per share attributable to common stockholders for periods presented: Three Months Ended July 31, Six Months Ended July 31, (in thousands, except per share data) 2021 2020 2021 2020 Numerator: Net loss attributable to common stockholders $ (25,501) $ (64,560) $ (33,855) $ (112,364) Denominator: Weighted-average common shares outstanding 195,996 184,862 195,183 183,930 Net loss per share attributable to common stockholders: Basic and diluted $ (0.13) $ (0.35) $ (0.17) $ (0.61) Outstanding potentially dilutive securities that were excluded from the diluted per share calculations because they would have been antidilutive are as follows: July 31, (in thousands) 2021 2020 RSUs 9,305 13,350 Stock options 3,686 5,577 ESPP 158 227 Convertible senior notes 2,387 5,390 Total antidilutive securities 15,536 24,544

Income Taxes

Income Taxes	6 Months Ended
	Jul. 31, 2021
Income Tax Disclosure [Abstract]
Income Taxes	Income Taxes Our tax provision or benefit from income taxes for interim periods is determined using an estimate of our annual effective tax rate, adjusted for discrete items, if any, that are taken into account in the relevant period. Each quarter, we update our estimate of the annual effective tax rate, and if our estimated tax rate changes, we make a cumulative adjustment. There were no material discrete items in the quarter. Our income tax provision was $0.2 million and $0.8 million for the three months ended July 31, 2021 and 2020. Our income tax provision was $2.1 million and $3.0 million for the six months ended July 31, 2021 and 2020. We review the likelihood that we will realize the benefit of our deferred tax assets and, therefore, the need for valuation allowances, on a quarterly basis. We maintain a valuation allowance against certain deferred tax assets, including all U.S. consolidated group deferred tax assets and certain foreign deferred tax assets as a result of our history of losses in the United States and certain foreign jurisdictions, and the variability and uncertainty of our operating results. In the event we determine our deferred tax assets are realizable based on our assessment of relevant factors, an adjustment to the valuation allowance may increase income in the period such determination is made. As of July 31, 2021, our gross unrecognized tax benefits totaled $37.2 million, excluding related accrued interest and penalties, of which $16.3 million would impact the effective tax rate if recognized. Our policy is to account for interest and penalties related to uncertain tax positions as a component of income tax provision. We do not expect to have any significant changes to unrecognized tax benefits during the next twelve months. We are subject to taxation in the United States and various foreign jurisdictions. Our tax years from inception in 2003 through July 31, 2021 remain subject to examination by U.S. and California taxing authorities, as well as taxing authorities in various other state and foreign jurisdictions. We are under examination by the Israel Tax Authority for tax years 2016 through 2019. We are not under examination in any other material jurisdiction. We believe that adequate amounts have been reserved in all jurisdictions.

Geographic Information

Geographic Information	6 Months Ended
	Jul. 31, 2021
Segment Reporting [Abstract]
Geographic Information	Geographic InformationWe operate in one operating segment and one reportable segment as we only report financial information on an aggregate and consolidated basis to the Chief Executive Officer, who is our chief operating decision maker. Revenue by geography is based on the address of the customer as specified in our master subscription agreements with our customers. Revenue by geographic area was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2021 2020 2021 2020 U.S. $ 397,882 $ 275,494 $ 766,305 $ 517,662 International 113,962 66,715 214,618 121,564 Total revenue $ 511,844 $ 342,209 $ 980,923 $ 639,226 No single country other than the U.S. had revenue greater than 10% of total revenue in the three and six months ended July 31, 2021 and 2020 . Our long-lived assets by geographic area, which consist of property and equipment, net and operating lease right-of-use assets were as follows: (in thousands) July 31, 2021 January 31, 2021 U.S. $ 219,503 $ 221,549 Ireland 61,977 66,670 International 33,092 36,172 Total long-lived assets $ 314,572 $ 324,391

Summary of Significant Accoun_2

Summary of Significant Accounting Policies (Policies)	6 Months Ended
	Jul. 31, 2021
Accounting Policies [Abstract]
Principles of Consolidation	Basis of Presentation and Principles of Consolidation Our condensed consolidated financial statements include those of DocuSign, Inc. and our subsidiaries. All intercompany accounts and transactions have been eliminated in consolidation. The accompanying condensed consolidated financial statements have been prepared in accordance with United States (“U.S.”) generally accepted accounting principles (“GAAP”) for interim financial information. Certain information and note disclosures normally included in the financial statements prepared in accordance with U.S. GAAP have been condensed or omitted pursuant to the applicable rules and regulations of the Securities and Exchange Commission (“SEC”). Therefore, these unaudited interim consolidated financial statements should be read in conjunction with the consolidated financial statements and related notes included in our fiscal 2021 Annual Report on Form 10-K.
Basis of Presentation	Our condensed consolidated financial statements are unaudited and have been prepared on a basis consistent with that used to prepare the audited annual consolidated financial statements and, in our opinion, include all adjustments of a normal recurring nature necessary for the fair statement of our financial position, results of operations and cash flows. Our condensed consolidated balance sheet as of January 31, 2021 was derived from audited financial statements but does not include all disclosures required by U.S. GAAP. The results of operations for the three and six months ended July 31, 2021 are not necessarily indicative of the results to be expected for the year ending January 31, 2022 .
Fiscal Year	O ur fiscal year ends on January 3 1. References to fiscal 2022, for example, are to the fiscal year ending January 31, 2022 .
Use of Estimates	Use of Estimates The preparation of financial statements in conformity with U.S. GAAP requires management to make estimates and assumptions in the condensed consolidated financial statements and notes thereto. Significant items subject to such estimates and assumptions made by management include, but are not limited to, the determination of: • the fair value of assets acquired and liabilities assumed in business combinations; • the average period of benefit associated with deferred contract acquisition costs and fulfillment costs; • the valuation of strategic investments; • the fair value of certain stock awards issued; • the f air value of the liability and equity components of convertible notes; • the useful life and recoverability of long-lived assets; • the discount rate used for operating leases; and • the recognition, measurement and valuation of deferred income taxes.
Convertible Debt	Convertible Debt Effective February 1, 2021, we account for our convertible debt instruments as a single liability measured at its amortized cost. See “Recently Adopted Accounting Pronouncements” below. At issuance, the carrying amount is calculated as the proceeds, net of initial purchasers’ discounts and transaction costs. The difference between the principal amount and carrying value is amortized to interest expense over the term of the convertible debt instruments using the effective interest rate method. At settlement, the carrying amount of the liability is derecognized and the excess of the cash consideration, if any, over the carrying amount is recorded as a reduction to additional paid-in capital. Refer to Note 1 of our 2021 Annual Report on Form 10-K for our convertible debt policy prior to the adoption of ASU 2020-06.
Recently Adopted Accounting Pronouncements	Recently Adopted Accounting Pronouncements On February 1, 2021, we early adopted ASU No. 2020-06, Debt—Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging—Contracts in Entity’s Own Equity (Subtopic 815-40) using the modified retrospective approach. This ASU removes separation models for convertible debt with a cash conversion feature and convertible instruments with a beneficial conversion feature. Such convertible debt is accounted for as a single liability measured at its amortized cost and convertible preferred stock will be accounted for as a single equity instrument measured at its historical cost, as long as no other features require bifurcation and recognition as derivatives. The ASU also requires the if-converted method to be used for convertible instruments and the effect of potential share settlement be included in the diluted earnings per share calculation when an instrument may be settled in cash or shares. The adoption of the ASU using the modified retrospective method resulted in: • an increase of $77.3 million to the total carrying value of our convertible senior notes to reflect the full principal amount of the convertible notes outstanding net of issuance costs, • reductions of $86.1 million to additional paid-in capital and $3.4 million to mezzanine equity to remove the equity component separately recorded for the conversion features associated with the convertible notes, and • a cumulative-effect adjustment of $12.2 million to the beginning balance of accumulated deficit as of February 1, 2021.

Fair Value Measurements (Tables

Fair Value Measurements (Tables)	6 Months Ended
	Jul. 31, 2021
Fair Value Disclosures [Abstract]
Summary of assets and liabilities measured at fair value on a recurring basis	The following table summarizes our financial assets that are measured at fair value on a recurring basis: July 31, 2021 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (1) Money market funds $ 117,167 $ — $ — $ 117,167 Level 2: Available-for-sale securities Commercial paper (1) 160,860 8 (22) 160,846 Corporate notes and bonds 193,624 61 (55) 193,630 U.S. governmental securities 32,548 4 — 32,552 Level 2 total 387,032 73 (77) 387,028 Total $ 504,199 $ 73 $ (77) $ 504,195 January 31, 2021 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (2) Money market funds $ 284,312 $ — $ — $ 284,312 Level 2: Available-for-sale securities Commercial paper 42,048 1 (23) 42,026 Corporate notes and bonds 199,277 375 (67) 199,585 U.S. governmental securities 58,050 12 (6) 58,056 Level 2 total 299,375 388 (96) 299,667 Level 3: Available-for-sale securities Corporate notes and bonds 500 — — 500 Total $ 584,187 $ 388 $ (96) $ 584,479 (1) Included in “cash and cash equivalents” in our consolidated balance sheets as of July 31, 2021, in addition to cash of $382.8 million and commercial paper of $18.6 million. (2) Included in “cash and cash equivalents” in our consolidated balance sheets as of January 31, 2021, in addition to cash of $281.7 million.
Fair value of available-for-sale marketable securities by remaining contractual maturities	The fair value of our available-for-sale securities as of July 31, 2021, by remaining contractual maturities, were as follows (in thousands): Due in one year or less $ 322,940 Due in one to two years 64,088 $ 387,028
Schedule of convertible senior notes	(in thousands) July 31, 2021 January 31, 2021 0.5% Convertible Senior Notes due in 2023 Aggregate principal amount $ 53,289 $ 115,000 Fair value amount 219,615 373,928 0% Convertible Senior Notes due in 2024 Aggregate principal amount $ 690,000 $ 690,000 Fair value amount 736,713 725,100

Property and Equipment, Net (Ta

Property and Equipment, Net (Tables)	6 Months Ended
	Jul. 31, 2021
Property, Plant and Equipment [Abstract]
Property and equipment	Property and equipment consisted of the following: (in thousands) July 31, 2021 January 31, 2021 Computer and network equipment $ 112,420 $ 102,163 Software, including capitalized software development costs 67,081 56,858 Furniture and office equipment 21,507 21,682 Leasehold improvements 79,608 79,892 280,616 260,595 Less: Accumulated depreciation (143,225) (121,029) 137,391 139,566 Work in progress 36,592 25,473 Total $ 173,983 $ 165,039

Deferred Contract Acquisition_2

Deferred Contract Acquisition and Fulfillment Costs (Tables)	6 Months Ended
	Jul. 31, 2021
Revenue from Contract with Customer [Abstract]
Deferred contract costs	The following table represents a rollforward of our deferred contract acquisition and fulfillment costs: Six Months Ended July 31, (in thousands) 2021 2020 Deferred Contract Acquisition Costs: Beginning balance $ 262,519 $ 155,697 Additions to deferred contract acquisition costs 83,600 80,836 Amortization of deferred contract acquisition costs (53,250) (36,528) Cumulative translation adjustment (332) 677 Ending balance $ 292,537 $ 200,682 Deferred Contract Fulfillment Costs: Beginning balance $ 12,506 $ 8,218 Additions to deferred contract fulfillment costs 11,731 11,578 Amortization of deferred contract fulfillment costs (10,116) (8,666) Ending balance $ 14,121 $ 11,130

Debt (Tables)

Debt (Tables)	6 Months Ended
	Jul. 31, 2021
Debt Disclosure [Abstract]
Schedule of convertible debt	The net carrying amounts of the liability and equity components of the Notes were as follows: (in thousands) July 31, 2021 January 31, 2021 2023 Notes: Principal $ 53,289 $ 115,000 Less: unamortized debt discount (1) — (15,116) Less: unamortized transaction costs (572) (1,224) Net carrying value of current and noncurrent liability component $ 52,717 $ 98,660 Proceeds allocated to the conversion option (debt discount) (1) $ 134,667 Less: extinguishment or conversion (31,933) Less: transaction costs (3,336) Net carrying value of mezzanine and permanent equity component $ 99,398 2024 Notes: Principal $ 690,000 $ 690,000 Less: unamortized debt discount (1) — (63,619) Less: unamortized transaction costs (10,413) (11,353) Net carrying value of noncurrent liability component $ 679,587 $ 615,028 Proceeds allocated to the conversion option (debt discount) (1) $ 64,453 Less: transaction costs (1,185) Net carrying value of permanent equity component $ 63,268 (1) Not applicable under ASU 2020-06 Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2021 2020 2021 2020 Contractual interest expense $ 66 $ 720 $ 102 $ 1,438 Amortization of debt discount — 6,422 — 12,751 Amortization of transaction costs 1,135 520 2,316 1,033 Total $ 1,201 $ 7,662 $ 2,418 $ 15,222
Schedule of capped calls	The material terms of the capped call transactions were as follows: (in thousands, except per share amounts) 2023 Notes 2024 Notes Aggregate cost of capped calls $ 67,563 $ 31,395 Initial strike price per share (1) $ 71.50 $ 420.24 Initial cap price per share (1) $ 110.00 $ 525.30 Shares of our common stock covered by the capped calls (1) 8,042 1,642 (1) Subject to adjustments for certain events, such as merger events and tender offers, and anti-dilution adjustments

Commitments and Contingencies (

Commitments and Contingencies (Tables)	6 Months Ended
	Jul. 31, 2021
Commitments and Contingencies Disclosure [Abstract]
Schedule of noncancelable contractual obligations	As of July 31, 2021, the future noncancellable minimum payments due under these contractual obligations with a remaining term of more than one year were as follows: Fiscal Period: Amount (in thousands) 2022, remainder $ 9,829 2023 34,970 2024 22,314 2025 14,025 2026 10,060 Thereafter 3,145 Total $ 94,343

Stockholders' Equity (Tables)

Stockholders' Equity (Tables)	6 Months Ended
	Jul. 31, 2021
Equity [Abstract]
Schedule of RSU activity	RSU activity for the six months ended July 31, 2021 was as follows: (in thousands, except per share data) Number of Units Weighted-Average Grant Date Fair Value Unvested at January 31, 2021 10,586 $ 83.98 Granted 2,110 221.95 Vested (2,634) 65.10 Canceled (757) $ 93.58 Unvested at July 31, 2021 9,305 $ 119.83
Schedule of stock option activity	Option activity for the six months ended July 31, 2021 was as follows: (in thousands, except years and per share data) Number of Options Weighted-Average Exercise Price Per Share Weighted-Average Remaining Contractual Term (Years) Aggregate Intrinsic Value Outstanding at January 31, 2021 4,798 $ 15.55 5.0 $ 1,042,879 Exercised (1,112) 13.52 Outstanding at July 31, 2021, all vested and exercisable 3,686 $ 16.16 4.8 $ 1,039,112

Net Loss per Share Attributab_2

Net Loss per Share Attributable to Common Stockholders (Tables)	6 Months Ended
	Jul. 31, 2021
Earnings Per Share [Abstract]
Schedule of calculation of basic and diluted loss per share	The following table presents the calculation of basic and diluted net loss per share attributable to common stockholders for periods presented: Three Months Ended July 31, Six Months Ended July 31, (in thousands, except per share data) 2021 2020 2021 2020 Numerator: Net loss attributable to common stockholders $ (25,501) $ (64,560) $ (33,855) $ (112,364) Denominator: Weighted-average common shares outstanding 195,996 184,862 195,183 183,930 Net loss per share attributable to common stockholders: Basic and diluted $ (0.13) $ (0.35) $ (0.17) $ (0.61)
Schedule of antidilutive securities	Outstanding potentially dilutive securities that were excluded from the diluted per share calculations because they would have been antidilutive are as follows: July 31, (in thousands) 2021 2020 RSUs 9,305 13,350 Stock options 3,686 5,577 ESPP 158 227 Convertible senior notes 2,387 5,390 Total antidilutive securities 15,536 24,544

Geographic Information (Tables)

Geographic Information (Tables)	6 Months Ended
	Jul. 31, 2021
Segment Reporting [Abstract]
Revenues by geographic area	Revenue by geographic area was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2021 2020 2021 2020 U.S. $ 397,882 $ 275,494 $ 766,305 $ 517,662 International 113,962 66,715 214,618 121,564 Total revenue $ 511,844 $ 342,209 $ 980,923 $ 639,226
Property and equipment by geographic area	Our long-lived assets by geographic area, which consist of property and equipment, net and operating lease right-of-use assets were as follows: (in thousands) July 31, 2021 January 31, 2021 U.S. $ 219,503 $ 221,549 Ireland 61,977 66,670 International 33,092 36,172 Total long-lived assets $ 314,572 $ 324,391

Summary of Significant Accoun_3

Summary of Significant Accounting Policies (Details) - USD ($) $ in Thousands	3 Months Ended	6 Months Ended
	Jul. 31, 2021	Jul. 31, 2021	Jul. 31, 2020	Apr. 30, 2021	Feb. 01, 2021	Jan. 31, 2021	Apr. 30, 2020	Jan. 31, 2020
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Impairment of operating lease right-of-use assets	$ 3,900	$ 3,892	$ 0
Stockholder's equity	211,876	211,876	501,891	$ 243,237		$ 325,737	$ 522,788	$ 546,327
Additional Paid-In Capital
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholder's equity	1,611,897	1,611,897	1,749,323	1,615,646		1,702,254	1,714,462	1,685,167
Accumulated Deficit
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholder's equity	$ (1,402,068)	$ (1,402,068)	$ (1,249,549)	$ (1,376,567)		(1,380,452)	$ (1,184,989)	$ (1,137,185)
Cumulative Adjustment
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholder's equity						(73,905)
Cumulative Adjustment | Additional Paid-In Capital
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholder's equity					$ (86,100)	(86,144)
Cumulative Adjustment | Accumulated Deficit
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholder's equity					12,200	$ 12,239
Cumulative Adjustment | Convertible Debt
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Carrying value of debt					77,300
Carrying amount of equity component					$ (3,400)

Revenue (Details)

Revenue (Details) - USD ($) $ in Millions	3 Months Ended		6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020	Jul. 31, 2021	Jul. 31, 2020	Jan. 31, 2021
Disaggregation of Revenue [Line Items]
Remaining performance obligations	$ 1,300		$ 1,300
Contract assets	14.6		14.6		$ 17.5
Contract assets, noncurrent	$ 0.6		0.6		$ 0.6
Revenue recognized that was included in contract liability balance at the beginning of the period			$ 595.4	$ 375.8
Payment term			30 days
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date [Axis]: 2021-08-01
Disaggregation of Revenue [Line Items]
Remaining performance obligation, percentage	52.00%		52.00%
Remaining performance obligations, period of recognition	12 months		12 months
Product concentration risk | Revenue | Subscription
Disaggregation of Revenue [Line Items]
Concentration risk percentage	96.00%	95.00%	96.00%	95.00%

Fair Value Measurements - Asset

Fair Value Measurements - Assets and Liabilities Measured at Fair Value on a Recurring Basis (Details) - USD ($) $ in Thousands	Jul. 31, 2021	Jan. 31, 2021
Available-for-sale securities
Amortized Cost	$ 504,199	$ 584,187
Gross Unrealized Gains	73	388
Gross Unrealized Losses	(77)	(96)
Estimated Fair Value	504,195	584,479
Cash	382,800	281,700
Commercial paper	18,600
Short-term Investments
Available-for-sale securities
Estimated Fair Value	387,028
Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	387,032	299,375
Gross Unrealized Gains	73	388
Gross Unrealized Losses	(77)	(96)
Estimated Fair Value	387,028	299,667
Commercial paper | Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	160,860	42,048
Gross Unrealized Gains	8	1
Gross Unrealized Losses	(22)	(23)
Estimated Fair Value	160,846	42,026
Corporate notes and bonds | Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	193,624	199,277
Gross Unrealized Gains	61	375
Gross Unrealized Losses	(55)	(67)
Estimated Fair Value	193,630	199,585
Corporate notes and bonds | Level 3 | Short-term Investments
Available-for-sale securities
Amortized Cost		500
Gross Unrealized Gains		0
Gross Unrealized Losses		0
Estimated Fair Value		500
U.S. governmental securities | Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	32,548	58,050
Gross Unrealized Gains	4	12
Gross Unrealized Losses	0	(6)
Estimated Fair Value	32,552	58,056
Money market funds | Level 1 | Cash and Cash Equivalents
Available-for-sale securities
Amortized Cost	117,167	284,312
Gross Unrealized Gains	0	0
Gross Unrealized Losses	0	0
Estimated Fair Value	$ 117,167	$ 284,312

Fair Value Measurements - Fair

Fair Value Measurements - Fair Value of Available-for-Sale Marketable Securities by Remaining Contractual Maturities (Details) - USD ($) $ in Thousands	Jul. 31, 2021	Jan. 31, 2021
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]
Total available-for-sale securities	$ 504,195	$ 584,479
Short-term Investments
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]
Due in one year or less	322,940
Due in one to two years	64,088
Total available-for-sale securities	$ 387,028

Fair Value Measurements - Narra

Fair Value Measurements - Narrative (Details) $ in Millions	6 Months Ended
	Jul. 31, 2021USD ($)
Fair Value Disclosures [Abstract]
Equity securities without readily determinable fair value, upward price adjustment	$ 4.8

Fair Value Measurements - Fai_2

Fair Value Measurements - Fair Value of Convertible Notes (Details) - Convertible Debt - USD ($) $ in Thousands	Jul. 31, 2021	Jan. 31, 2021
Convertible Senior Notes Due 2023
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation [Line Items]
Principal	$ 53,289	$ 115,000
Fair value amount	$ 219,615	373,928
Debt interest rate percentage	0.50%
Convertible Senior Notes Due 2024
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation [Line Items]
Principal	$ 690,000	690,000
Fair value amount	$ 736,713	$ 725,100
Debt interest rate percentage	0.00%

Property and Equipment, Net (De

Property and Equipment, Net (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020	Jul. 31, 2021	Jul. 31, 2020	Jan. 31, 2021
Property, Plant and Equipment [Line Items]
Property and equipment, net	$ 173,983		$ 173,983		$ 165,039
Depreciation expense	14,300	$ 10,500	27,800	$ 20,300
Capitalized software costs	9,300	$ 6,800	17,100	$ 11,000
Computer and network equipment
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	112,420		112,420		102,163
Software, including capitalized software development costs
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	67,081		67,081		56,858
Furniture and office equipment
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	21,507		21,507		21,682
Leasehold improvements
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	79,608		79,608		79,892
Property and equipment, excluding work in progress
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	280,616		280,616		260,595
Less: Accumulated depreciation	(143,225)		(143,225)		(121,029)
Property and equipment, net	137,391		137,391		139,566
Work in progress
Property, Plant and Equipment [Line Items]
Property and equipment, net	$ 36,592		$ 36,592		$ 25,473

Deferred Contract Acquisition_3

Deferred Contract Acquisition and Fulfillment Costs (Details) - USD ($) $ in Thousands	6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020
Capitalized Contract Cost, Net [Roll Forward]
Amortization of deferred contract acquisition costs	$ (63,476)	$ (45,194)
Deferred Contract Acquisition Costs:
Capitalized Contract Cost, Net [Roll Forward]
Beginning balance	262,519	155,697
Additions to deferred contract acquisition costs	83,600	80,836
Amortization of deferred contract acquisition costs	(53,250)	(36,528)
Cumulative translation adjustment	(332)	677
Ending balance	292,537	200,682
Deferred Contract Fulfillment Costs:
Capitalized Contract Cost, Net [Roll Forward]
Beginning balance	12,506	8,218
Additions to deferred contract acquisition costs	11,731	11,578
Amortization of deferred contract acquisition costs	(10,116)	(8,666)
Ending balance	$ 14,121	$ 11,130

Debt - Narrative (Details)

Debt - Narrative (Details) - USD ($) $ / shares in Units, shares in Millions	1 Months Ended		3 Months Ended	6 Months Ended
	Jan. 31, 2021	Sep. 30, 2018	Jul. 31, 2021	Jul. 31, 2021	Jul. 31, 2020	Oct. 31, 2021	Feb. 01, 2021
Debt Conversion [Line Items]
Debt instrument, amount elected for conversion	$ 23,900,000
Debt conversion, consideration transferred				$ 195,000,000
Repayments of convertible senior notes				$ 61,714,000	$ 0
Shares issued upon conversion (in shares)				0.6
Fair value of shares issued as part of the repayments of convertible senior notes				$ 133,300,000
Settlement of convertible senior notes due in 2023			$ (278,000)	(724,000)
Additional Paid-In Capital
Debt Conversion [Line Items]
Settlement of convertible senior notes due in 2023			$ (279,000)	$ (725,000)
Convertible Senior Notes Due 2023 | Convertible Debt
Debt Conversion [Line Items]
Principle on face amount of debt		$ 575,000,000
Debt interest rate percentage			0.50%	0.50%
Proceeds from issuance of debt		$ 560,800,000
Aggregate amount of principle settled				$ 61,700,000
Debt instrument, conversion notice on principle, amount not yet settled			$ 2,000,000	$ 2,000,000
Debt instrument, effective interest rate	5.90%						1.00%
Convertible Senior Notes Due 2023 | Convertible Debt | Subsequent Event
Debt Conversion [Line Items]
Debt instrument, conversion notice on principle, amount not yet settled						$ 1,100,000
Convertible Senior Notes Due 2024 | Convertible Debt
Debt Conversion [Line Items]
Principle on face amount of debt	$ 690,000,000
Debt interest rate percentage			0.00%	0.00%
Proceeds from issuance of debt	$ 677,300,000
Debt instrument, effective interest rate	3.80%						0.60%
Credit Facility | Revolving Credit Facility
Debt Conversion [Line Items]
Line of credit, maximum borrowing capacity	$ 500,000,000
Line of credit, additional borrowing amount	$ 250,000,000
Credit Facility | Revolving Credit Facility | Minimum
Debt Conversion [Line Items]
Line of credit, commitment fee percentage on undrawn balance				0.25%
Credit Facility | Revolving Credit Facility | Maximum
Debt Conversion [Line Items]
Line of credit, commitment fee percentage on undrawn balance				0.30%
Capped Calls | Convertible Senior Notes Due 2023
Debt Conversion [Line Items]
Initial cap price (in usd per share)				$ 110
Capped Calls | Convertible Senior Notes Due 2023 | Convertible Debt
Debt Conversion [Line Items]
Initial cap price (in usd per share)				110
Capped Calls | Convertible Senior Notes Due 2024
Debt Conversion [Line Items]
Initial cap price (in usd per share)				525.30
Capped Calls | Convertible Senior Notes Due 2024 | Convertible Debt
Debt Conversion [Line Items]
Initial cap price (in usd per share)				$ 525.30

Debt - Carrying Value of Liabil

Debt - Carrying Value of Liability Component (Details) - Convertible Debt - USD ($) $ in Thousands	Jul. 31, 2021	Jan. 31, 2021
Convertible Senior Notes Due 2023
Debt Instrument [Line Items]
Principal	$ 53,289	$ 115,000
Less: unamortized debt discount	0	(15,116)
Less: unamortized transaction costs	(572)	(1,224)
Net carrying value of current and noncurrent liability component	52,717	98,660
Proceeds allocated to the conversion option (debt discount)		134,667
Less: extinguishment or conversion		(31,933)
Less: transaction costs		(3,336)
Carrying amount of equity component		99,398
Convertible Senior Notes Due 2024
Debt Instrument [Line Items]
Principal	690,000	690,000
Less: unamortized debt discount	0	(63,619)
Less: unamortized transaction costs	(10,413)	(11,353)
Net carrying value of current and noncurrent liability component	$ 679,587	615,028
Proceeds allocated to the conversion option (debt discount)		64,453
Less: transaction costs		(1,185)
Carrying amount of equity component		$ 63,268

Debt - Interest Expense (Detail

Debt - Interest Expense (Details) - Convertible Debt - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020	Jul. 31, 2021	Jul. 31, 2020
Debt Instrument [Line Items]
Contractual interest expense	$ 66	$ 720	$ 102	$ 1,438
Amortization of debt discount	0	6,422	0	12,751
Amortization of transaction costs	1,135	520	2,316	1,033
Total	$ 1,201	$ 7,662	$ 2,418	$ 15,222

Debt - Schedule of Capped Calls

Debt - Schedule of Capped Calls (Details) - Capped Calls $ / shares in Units, shares in Thousands, $ in Thousands	6 Months Ended
	Jul. 31, 2021USD ($)$ / sharesshares
Convertible Senior Notes Due 2023
Option Indexed to Issuer's Equity [Line Items]
Initial cap price (in usd per share)	$ 110
Convertible Senior Notes Due 2024
Option Indexed to Issuer's Equity [Line Items]
Initial cap price (in usd per share)	$ 525.30
Convertible Debt | Convertible Senior Notes Due 2023
Option Indexed to Issuer's Equity [Line Items]
Aggregate cost of capped calls | $	$ 67,563
Conversion price (in usd per share)	$ 71.50
Initial cap price (in usd per share)	$ 110
Shares covered by capped calls (in shares) | shares	8,042
Convertible Debt | Convertible Senior Notes Due 2024
Option Indexed to Issuer's Equity [Line Items]
Aggregate cost of capped calls | $	$ 31,395
Conversion price (in usd per share)	$ 420.24
Initial cap price (in usd per share)	$ 525.30
Shares covered by capped calls (in shares) | shares	1,642

Commitments and Contingencies -

Commitments and Contingencies - Narrative (Details) $ in Millions	Jul. 31, 2021USD ($)
Commitments and Contingencies Disclosure [Abstract]
Letters of credit outstanding	$ 7.4

Commitments and Contingencies_2

Commitments and Contingencies - Future Purchase Obligations (Details) $ in Thousands	Jul. 31, 2021USD ($)
Purchase Obligation, Fiscal Year Maturity [Abstract]
2022, remainder	$ 9,829
2023	34,970
2024	22,314
2025	14,025
2026	10,060
Thereafter	3,145
Total	$ 94,343

Stockholders' Equity - Narrativ

Stockholders' Equity - Narrative (Details) $ in Thousands, shares in Millions	3 Months Ended		6 Months Ended
	Jul. 31, 2021USD ($)planshares	Jul. 31, 2020USD ($)	Jul. 31, 2021USD ($)planshares	Jul. 31, 2020USD ($)	Feb. 01, 2021shares	Jan. 31, 2021shares
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Number of stock-based compensation plans | plan	3		3
Unrecognized compensation cost, options | $	$ 0		$ 0
Employee stock purchase plan, compensation expense | $			$ 181,095	$ 122,318
RSUs
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Service period			4 years
Unrecognized compensation cost, RSUs | $	869,000		$ 869,000
Unrecognized compensation cost, remaining weighted-average period for recognition			2 years 3 months 18 days
ESPP
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Consecutive offering period, term			6 months
Employee stock purchase plan, shares purchased (in shares) | shares			0.1
Employee stock purchase plan, compensation expense | $	$ 4,800	$ 2,900	$ 9,100	$ 4,800
2018 Plan
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Reserved for future issuance (in shares) | shares	42.2		42.2
Annual increase in shares reserved, percentage of total shares			5.00%
Number of shares reserved for future issuance | shares					9.6
2018 Plan | RSUs
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Service period			1 year
Vesting percentage			25.00%
2018 ESPP
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Reserved for future issuance (in shares) | shares	8.1		8.1			3.8
Annual increase in shares reserved, percentage of total shares			1.00%
Employee contribution, maximum percentage of earnings						15.00%
Employee stock purchase plan, purchase price of common stock, percent of market price			85.00%

Stockholders' Equity - RSU Acti

Stockholders' Equity - RSU Activity (Details) - RSUs shares in Thousands	6 Months Ended
	Jul. 31, 2021$ / sharesshares
Number of Units
Unvested at beginning of period (in shares) | shares	10,586
Granted (in shares) | shares	2,110
Vested (in shares) | shares	(2,634)
Canceled (in shares) | shares	(757)
Unvested at end of period (in shares) | shares	9,305
Weighted-Average Grant Date Fair Value
Unvested at beginning of period (in usd per share) | $ / shares	$ 83.98
Granted (in usd per share) | $ / shares	221.95
Vested (in usd per share) | $ / shares	65.10
Canceled (in usd per share) | $ / shares	93.58
Unvested at end of period (in usd per share) | $ / shares	$ 119.83

Stockholders' Equity - Stock Op

Stockholders' Equity - Stock Option Activity (Details) $ / shares in Units, shares in Thousands, $ in Thousands	3 Months Ended	6 Months Ended
	Jan. 31, 2021USD ($)$ / sharesshares	Jul. 31, 2021USD ($)$ / sharesshares
Number of Options
Beginning balance (in shares) | shares		4,798
Options exercised (in shares) | shares		(1,112)
Ending balance (in shares) | shares	4,798	3,686
Weighted-Average Exercise Price Per Share
Beginning balance (in usd per share) | $ / shares		$ 15.55
Options exercised (in usd per share) | $ / shares		13.52
Ending balance (in usd per share) | $ / shares	$ 15.55	$ 16.16
Weighted-Average Remaining Contractual Term
Balance	5 years	4 years 9 months 18 days
Aggregate Intrinsic Value
Balance | $	$ 1,042,879	$ 1,039,112

Net Loss per Share Attributab_3

Net Loss per Share Attributable to Common Stockholders - Calculation of basic and diluted net loss per share (Details) - USD ($) $ / shares in Units, $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020	Jul. 31, 2021	Jul. 31, 2020
Numerator:
Net loss attributable to common stockholders, basic	$ (25,501)	$ (64,560)	$ (33,855)	$ (112,364)
Net loss attributable to common stockholders, diluted	$ (25,501)	$ (64,560)	$ (33,855)	$ (112,364)
Denominator:
Weighted-average common shares outstanding, basic	195,996,000	184,862,000	195,183,000	183,930,000
Weighted-average common shares outstanding, diluted	195,996,000	184,862,000	195,183,000	183,930,000
Net loss per share attributable to common stockholders:
Basic (in usd per share)	$ (0.13)	$ (0.35)	$ (0.17)	$ (0.61)
Diluted (in usd per share)	$ (0.13)	$ (0.35)	$ (0.17)	$ (0.61)

Net Loss per Share Attributab_4

Net Loss per Share Attributable to Common Stockholders - Antidilutive Securities (Details) - shares shares in Thousands	6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	15,536	24,544
RSUs
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	9,305	13,350
Stock options
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	3,686	5,577
ESPP
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	158	227
Convertible senior notes
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	2,387	5,390

Income Taxes (Details)

Income Taxes (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2021	Jul. 31, 2020	Jul. 31, 2021	Jul. 31, 2020
Income Tax Disclosure [Abstract]
Provision for income taxes	$ 158	$ 842	$ 2,140	$ 2,975
Unrecognized tax benefits	37,200		37,200
Unrecognized tax benefits that would impact effective tax rate	$ 16,300		$ 16,300

Geographic Information (Details

Geographic Information (Details) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2021USD ($)	Jul. 31, 2020USD ($)	Jul. 31, 2021USD ($)segment	Jul. 31, 2020USD ($)	Jan. 31, 2021USD ($)
Revenues from External Customers and Long-Lived Assets [Line Items]
Number of operating segments | segment			1
Number of reportable segments | segment			1
Total revenue	$ 511,844	$ 342,209	$ 980,923	$ 639,226
Total long-lived assets	314,572		314,572		$ 324,391
U.S.
Revenues from External Customers and Long-Lived Assets [Line Items]
Total revenue	397,882	275,494	766,305	517,662
Total long-lived assets	219,503		219,503		221,549
Ireland
Revenues from External Customers and Long-Lived Assets [Line Items]
Total long-lived assets	61,977		61,977		66,670
International
Revenues from External Customers and Long-Lived Assets [Line Items]
Total revenue	113,962	$ 66,715	214,618	$ 121,564
International
Revenues from External Customers and Long-Lived Assets [Line Items]
Total long-lived assets	$ 33,092		$ 33,092		$ 36,172