DocuSign (DOCU) 10-Q 4 Sep 20 2021 Q2 Quarterly report Financial data

Cover Page

Cover Page - shares	6 Months Ended
	Jul. 31, 2020	Aug. 31, 2020
Cover [Abstract]
Document Type	10-Q
Document Quarterly Report	true
Document Period End Date	Jul. 31, 2020
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	2021
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		185,164,889

CONDENSED CONSOLIDATED BALANCE

CONDENSED CONSOLIDATED BALANCE SHEETS (Unaudited) - USD ($) $ in Thousands	Jul. 31, 2020	Jan. 31, 2020
Current assets
Cash and cash equivalents	$ 404,262	$ 241,203
Investments—current	269,777	414,939
Restricted cash	280	280
Accounts receivable	224,502	237,841
Contract assets—current	17,044	12,502
Prepaid expenses and other current assets	52,158	37,125
Total current assets	968,023	943,890
Investments—noncurrent	66,265	239,729
Property and equipment, net	150,646	128,293
Operating lease right-of-use assets	168,313	149,833
Goodwill	349,254	194,882
Intangible assets, net	135,825	56,500
Deferred contract acquisition costs—noncurrent	198,325	153,333
Other assets—noncurrent	16,659	24,678
Total assets	2,053,310	1,891,138
Current liabilities
Accounts payable	33,053	28,144
Accrued expenses and other current liabilities	54,916	54,344
Accrued compensation	111,623	83,189
Contract liabilities—current	624,031	507,560
Operating lease liabilities—current	30,415	20,728
Total current liabilities	854,038	693,965
Convertible senior notes, net	479,105	465,321
Contract liabilities—noncurrent	11,837	11,478
Operating lease liabilities—noncurrent	177,862	162,432
Deferred tax liability—noncurrent	8,740	4,920
Other liabilities—noncurrent	19,837	6,695
Total liabilities	1,551,419	1,344,811
Commitments and contingencies (Note 11)
Stockholders’ equity
Preferred stock, $0.0001 par value; 10,000 shares authorized, 0 shares issued and outstanding as of July 31, 2020 and January 31, 2020	0	0
Common stock, $0.0001 par value; 500,000 shares authorized, 185,137 shares outstanding as of July 31, 2020; 500,000 shares authorized, 181,254 shares outstanding as of January 31, 2020	19	18
Additional paid-in capital	1,749,323	1,685,167
Accumulated other comprehensive income (loss)	2,098	(1,673)
Accumulated deficit	(1,249,549)	(1,137,185)
Total stockholders’ equity	501,891	546,327
Total liabilities and stockholders’ equity	$ 2,053,310	$ 1,891,138

CONDENSED CONSOLIDATED BALANC_2

CONDENSED CONSOLIDATED BALANCE SHEETS (Unaudited) (Parenthetical) - $ / shares	Jul. 31, 2020	Jan. 31, 2020
Statement of Financial Position [Abstract]
Preferred stock, par value (in usd per share)	$ 0.0001	$ 0.0001
Preferred stock, shares authorized (in shares)	10,000,000	10,000,000
Preferred stock, shares issued (in shares)	0	0
Preferred stock, shares outstanding (in shares)	0	0
Common stock, par value (in usd per share)	$ 0.0001	$ 0.0001
Common stock, shares authorized (in shares)	500,000,000	500,000,000
Common stock, shares outstanding (in shares)	185,137,000	181,254,000

CONDENSED CONSOLIDATED STATEMEN

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS AND COMPREHENSIVE LOSS (Unaudited) - USD ($) shares in Thousands, $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Revenue:
Total revenue	$ 342,209	$ 235,612	$ 639,226	$ 449,574
Cost of revenue:
Total cost of revenue	90,615	61,176	164,647	113,195
Gross profit	251,594	174,436	474,579	336,379
Operating expenses:
Sales and marketing	194,992	150,886	366,785	280,822
Research and development	63,791	47,517	118,025	84,700
General and administrative	51,446	40,755	90,257	78,016
Total operating expenses	310,229	239,158	575,067	443,538
Loss from operations	(58,635)	(64,722)	(100,488)	(107,159)
Interest expense	(7,684)	(7,273)	(15,244)	(14,429)
Interest income and other income, net	2,601	4,531	6,343	9,748
Loss before provision for income taxes	(63,718)	(67,464)	(109,389)	(111,840)
Provision for income taxes	842	1,168	2,975	2,514
Net loss	$ (64,560)	$ (68,632)	$ (112,364)	$ (114,354)
Net loss per share attributable to common stockholders, basic and diluted (in usd per share)	$ (0.35)	$ (0.39)	$ (0.61)	$ (0.66)
Weighted-average number of shares used in computing net loss per share attributable to common stockholders, basic and diluted (in shares)	184,862	175,389	183,930	173,773
Other comprehensive income (loss):
Foreign currency translation gain (loss), net of tax	$ 8,714	$ (45)	$ 3,525	$ (1,676)
Unrealized gains on investments, net of tax	87	358	246	696
Other comprehensive income (loss)	8,801	313	3,771	(980)
Comprehensive loss	(55,759)	(68,319)	(108,593)	(115,334)
Stock-based compensation expense included in costs and expenses:
Stock-based compensation expense			122,318	98,063
Sales and marketing
Stock-based compensation expense included in costs and expenses:
Stock-based compensation expense	32,305	25,942	56,970	44,044
Research and development
Stock-based compensation expense included in costs and expenses:
Stock-based compensation expense	14,781	11,963	26,666	19,280
General and administrative
Stock-based compensation expense included in costs and expenses:
Stock-based compensation expense	11,442	9,951	20,454	21,081
Subscription
Revenue:
Total revenue	323,643	220,811	604,565	422,269
Cost of revenue:
Total cost of revenue	64,730	39,472	116,740	72,591
Subscription | Cost of revenue
Stock-based compensation expense included in costs and expenses:
Stock-based compensation expense	5,014	3,115	8,878	5,397
Professional services and other
Revenue:
Total revenue	18,566	14,801	34,661	27,305
Cost of revenue:
Total cost of revenue	25,885	21,704	47,907	40,604
Professional services and other | Cost of revenue
Stock-based compensation expense included in costs and expenses:
Stock-based compensation expense	$ 5,225	$ 4,821	$ 9,350	$ 8,261

CONDENSED CONSOLIDATED STATEM_2

CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS' EQUITY (Unaudited) - USD ($) shares in Thousands, $ in Thousands	Total	Cumulative Effect, Period of Adoption, Adjustment	Common Stock	Additional Paid-In Capital	Accumulated Other Comprehensive Loss	Accumulated Deficit	Accumulated DeficitCumulative Effect, Period of Adoption, Adjustment
Beginning balance (in shares) at Jan. 31, 2019			169,303
Beginning balance at Jan. 31, 2019	$ 614,362	$ (48)	$ 17	$ 1,545,088	$ (1,965)	$ (928,778)	$ (48)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Exercise of stock options (in shares)			3,869
Exercise of stock options	42,448			42,448
Settlement of RSUs (in shares)			2,550
Settlement of RSUs	0		$ 1	(1)
Tax withholding on RSU settlement	(85,978)			(85,978)
Employee stock purchase plan (in shares)			231
Employee stock purchase plan	10,563			10,563
Employee stock-based compensation expense	100,666			100,666
Net loss	(114,354)					(114,354)
Other comprehensive loss, net	(980)				(980)
Ending balance (in shares) at Jul. 31, 2019			175,953
Ending balance at Jul. 31, 2019	$ 566,679		$ 18	1,612,786	(2,945)	(1,043,180)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Accounting Standards Update [Extensible List]	us-gaap:AccountingStandardsUpdate201602Member
Beginning balance (in shares) at Apr. 30, 2019			173,628
Beginning balance at Apr. 30, 2019	$ 597,682		$ 17	1,575,471	(3,258)	(974,548)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Exercise of stock options (in shares)			1,235
Exercise of stock options	10,194			10,194
Settlement of RSUs (in shares)			1,090
Settlement of RSUs	0		$ 1	(1)
Tax withholding on RSU settlement	(29,841)			(29,841)
Employee stock-based compensation expense	56,963			56,963
Net loss	(68,632)					(68,632)
Other comprehensive loss, net	313				313
Ending balance (in shares) at Jul. 31, 2019			175,953
Ending balance at Jul. 31, 2019	566,679		$ 18	1,612,786	(2,945)	(1,043,180)
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		1,300
Exercise of stock options	$ 13,038			13,038
Settlement of RSUs (in shares)			2,080
Settlement of RSUs	0		$ 1	(1)
Tax withholding on RSU settlement	(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 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 RSUs (in shares)			1,002
Settlement of RSUs	0		$ 1	(1)
Tax withholding on RSU settlement	(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 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)

CONDENSED CONSOLIDATED STATEM_3

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (Unaudited) - USD ($) $ in Thousands	6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019
Cash flows from operating activities:
Net loss	$ (112,364)	$ (114,354)
Adjustments to reconcile net to net cash used in operating activities
Depreciation and amortization	31,976	24,261
Amortization of deferred contract acquisition and fulfillment costs	45,194	31,149
Amortization of debt discount and transaction costs	13,784	13,002
Non-cash operating lease costs	13,119	8,863
Stock-based compensation expense	122,318	98,063
Deferred income taxes	(284)	28
Other	(493)	(2,371)
Changes in operating assets and liabilities
Accounts receivable	25,154	35,896
Contract assets	1,570	(4,905)
Prepaid expenses and other current assets	(5,388)	(3,157)
Deferred contract acquisition and fulfillment costs	(92,414)	(48,439)
Other assets	(6,132)	959
Accounts payable	6,275	1,588
Accrued expenses and other liabilities	11,710	14,502
Accrued compensation	22,865	2,427
Contract liabilities	107,486	21,746
Operating lease liabilities	(7,098)	(7,198)
Net cash provided by operating activities	177,278	72,060
Cash flows from investing activities:
Cash paid for acquisition, net of acquired cash	(180,370)	0
Purchases of marketable securities	(11,667)	(530,886)
Sales of marketable securities	28,986	0
Maturities of marketable securities	301,416	244,449
Purchases of strategic investments	0	(15,500)
Purchases of other investments	(3,241)	0
Purchases of property and equipment	(44,751)	(29,791)
Net cash provided by (used in) investing activities	90,373	(331,728)
Cash flows from financing activities:
Payment of tax withholding obligation on RSU settlement	(133,860)	(85,978)
Proceeds from exercise of stock options	13,038	42,448
Proceeds from employee stock purchase plan	13,590	10,563
Net cash used in financing activities	(107,232)	(32,967)
Effect of foreign exchange on cash, cash equivalents and restricted cash	2,640	(1,120)
Net increase (decrease) in cash, cash equivalents and restricted cash	163,059	(293,755)
Cash, cash equivalents and restricted cash at beginning of period	241,483	518,178
Cash, cash equivalents and restricted cash at end of period	404,542	224,423
Supplemental disclosure:
Cash paid for interest	1,438	1,414
Cash paid for operating lease liabilities	14,387	10,984
Cash paid for income taxes	1,827	1,109
Non-cash investing and financing activities:
Property and equipment in accounts payable and accrued expenses and other current liabilities	6,478	4,046
Operating lease right-of-use assets exchanged for lease obligations	27,569	53,754
Derecognition of build-to-suit lease	0	2,479
Fair value of shares issued as consideration for acquisition	$ 48,361	$ 0

Summary of Significant Accounti

Summary of Significant Accounting Policies	6 Months Ended
	Jul. 31, 2020
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 2020 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, 2020 was derived from audited financial statements but does not include all disclosures required by U.S. GAAP. The results of operations for the six months ended July 31, 2020 are not necessarily indicative of the results to be expected for the year ending January 31, 2021 . O ur fiscal year ends on January 3 1. References to fiscal 2021, for example, are to the fiscal year ending January 31, 2021. Certain prior year amounts have been reclassified to conform to current year presentation. These amounts were not material to any of the periods presented. 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. The World Health Organization declared in March 2020 that the outbreak of the coronavirus disease named COVID-19 constitutes a pandemic. We have undertaken measures to protect our employees, partners and customers. There can be no assurance that these measures will be effective, however, or that we can adopt them without adversely affecting our business operations. In addition, the COVID-19 pandemic has created and may continue to create significant uncertainty in global financial markets, which may decrease technology spending, depress demand for our solutions 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, judgments or revise the carrying value of our assets or liabilities. These estimates may change, as new events occur and additional information is obtained, and are 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 There have been no changes to our significant accounting policies described in our 2020 Annual Report on Form 10-K that have had a material impact on our consolidated financial statements and related notes. Concentration of Credit Risk Our financial instruments that are exposed to concentrations of credit risk consist primarily of cash, cash equivalents, marketable securities and accounts receivable. Although we deposit our cash with multiple financial institutions, the deposits, at times, may exceed federally insured limits. We have not experienced any losses on our deposits of cash and cash equivalents. Cash equivalents consist of money market funds which are invested through financial institutions in the U.S. Management believes that the institutions are financially stable and, accordingly, minimal credit risk exists. We perform ongoing credit evaluations of our customers, do not require collateral and maintain allowances for potential credit losses on customers’ accounts using the expected loss model. Investments Investments in marketable securities consist of commercial paper, corporate notes and bonds, as well as U.S. Treasury and government agency securities. Management determines the appropriate classification of investments at the time of purchase and reevaluates such determination at each balance sheet date. Marketable securities are classified as available-for-sale and are carried at fair value in the consolidated balance sheet and are classified as short-term or long-term based on their remaining contractual maturities. We evaluate our investments with unrealized loss positions at the individual security level to determine whether the unrealized loss was related to credit or noncredit factors. We consider whether a credit loss exists based on the extent of the unrealized loss position, any adverse conditions specifically related to the security or the issuer's operating environment, pay structure of the security, the issuer's payment history and any changes in the issuer's credit rating. Estimated credit losses are determined using a discounted cash flow model and recorded as an allowance, with changes in expected credit losses on our investments recorded in “Interest income and other income, net” in the consolidated statements of operations and comprehensive loss. Unrealized gains and losses related to noncredit factors are reflected in “Accumulated other comprehensive income (loss)” on the consolidated balance sheets. Recently Adopted Accounting Pronouncements On February 1, 2020, we adopted Accounting Standards Update (“ASU”) No. 2016-13, Financial Instruments — Credit Losses (Topic 326). The Financial Accounting Standards Board (“FASB”) subsequently issued ASU No. 2019-04, Codification Improvements to Topic 326, Financial Instruments - Credit Losses, Topic 815, Derivatives and Hedging, and Topic 825, Financial Instruments. These updates change the impairment model for most financial assets and require the use of an expected loss model in place of the previously used incurred loss method. Under this model, entities will be required to estimate the lifetime expected credit loss on such instruments and record an allowance to offset the amortized cost basis of the financial asset, resulting in a net presentation of the amount expected to be collected on the financial asset. The effect of adopting ASU 2016-13 and ASU 2019-04 on our consolidated financial statements and related disclosures was not material for the six months ended July 31, 2020. On February 1, 2020, we adopted ASU No. 2018-15, Intangibles—Goodwill and Other—Internal-Use Software (Subtopic 350-40), which aligns the requirements for capitalizing implementation costs incurred in a hosting arrangement that is a service contract with the requirements for capitalizing implementation costs incurred to develop or obtain internal-use software (and hosting arrangements that include an internal use software license). The accounting for the service element of a hosting arrangement that is a service contract is not affected by the amendments in this update. The impact of prospectively adopting ASU 2018-15 on our consolidated financial statements was not material for the six months ended July 31, 2020. Other Recent Accounting Pronouncements In August 2020, the FASB issued 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). The update removes separation models for convertible debt with a cash conversion feature and convertible instruments with a beneficial conversion feature. Such convertible debt will be 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 update 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 amendments in this update are effective for public business entities for fiscal years beginning after December 15, 2021, and interim periods within those fiscal years. The amendment is to be adopted through either a fully retrospective or modified retrospective method of transition. Early adoption is permitted. We are in the process of evaluating the impact of the adoption of the update on our consolidated financial statements.

Revenue and Performance Obligat

Revenue and Performance Obligations	6 Months Ended
	Jul. 31, 2020
Revenue from Contract with Customer [Abstract]
Revenue and Performance Obligations	Revenue and Performance Obligations Subscription revenue is recognized over time and accounted for approximately 95% and 94% of our revenue for the three months ended July 31, 2020 and 2019. It accounted for approximately 95% and 94% of our revenue for the six months ended July 31, 2020 and 2019. As of July 31, 2020, the amount of the transaction price allocated to remaining performance obligations for contracts greater than one year was $849.0 million. We expect to recognize 54% of the transaction price allocated to remaining performance obligations within the 12 months following July 31, 2020, in our consolidated statement of operations and comprehensive loss. Contract assets represent amounts for which we have recognized revenue, pursuant to our revenue recognition policy, for contracts that have not yet been invoiced to our customers where there is a remaining performance obligation, typically for multi-year arrangements. Total contract assets were $17.8 million and $13.4 million as of July 31, 2020 and January 31, 2020, of which $0.8 million and $0.9 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 our satisfaction of 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, 2020 and 2019, we recognized revenue of $375.8 million and $265.7 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) 2020 2019 Deferred Contract Acquisition Costs Beginning balance $ 155,697 $ 115,985 Additions to deferred contract acquisition costs 80,836 39,879 Amortization of deferred contract acquisition costs (36,528) (26,929) Cumulative translation adjustment 677 (1,394) Ending balance $ 200,682 $ 127,541 Deferred Contract Fulfillment Costs Beginning balance $ 8,218 $ 3,432 Additions to deferred contract fulfillment costs 11,578 8,560 Amortization of deferred contract fulfillment costs (8,666) (4,220) Ending balance $ 11,130 $ 7,772

Fair Value Measurements

Fair Value Measurements	6 Months Ended
	Jul. 31, 2020
Fair Value Disclosures [Abstract]
Fair Value Measurements	Fair Value MeasurementsThe following table summarizes our financial assets that are measured at fair value on a recurring basis: July 31, 2020 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (1) Money market funds $ 297,234 $ — $ — $ 297,234 Level 2: Available-for-sale securities Commercial paper 4,996 4 — 5,000 Corporate notes and bonds 205,082 1,136 (12) 206,206 U.S. Treasury securities 34,071 102 — 34,173 U.S. government agency securities 90,524 162 (23) 90,663 Level 2 total 334,673 1,404 (35) 336,042 Total $ 631,907 $ 1,404 $ (35) $ 633,276 January 31, 2020 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (1) Money market funds $ 165,424 $ — $ — $ 165,424 Level 2: Available-for-sale securities Commercial paper 14,919 7 (1) 14,925 Corporate notes and bonds 372,844 891 (31) 373,704 U.S. Treasury securities 90,697 153 (1) 90,849 U.S. government agency securities 175,086 153 (49) 175,190 Level 2 total 653,546 1,204 (82) 654,668 Total $ 818,970 $ 1,204 $ (82) $ 820,092 (1) Included in “cash and cash equivalents” in our consolidated balance sheets as of July 31, 2020 and January 31, 2020, in addition to cash of $107.0 million and $75.8 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 available-for-sale securities as of July 31, 2020, by remaining contractual maturities, were as follows (in thousands): Due in one year or less $ 269,777 Due in one to two years 66,265 $ 336,042 As of July 31, 2020, we had a total of 97 available-for-sale securities, with 17 securities in an unrealized loss position. 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. As of January 31, 2020, we had 178 available-for-sale securities, none of which were considered to be other-than-temporarily impaired. We had no liabilities measured at fair value on a recurring basis as of July 31, 2020 and January 31, 2020. Convertible Senior Notes As of July 31, 2020 and January 31, 2020, the estimated fair value of our 0.5% Convertible Senior Notes (the “Notes”) with aggregate principal amount of $575.0 million was $1.7 billion and $743.5 million. We estimated the fair value 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, net” on our consolidated balance sheets. Refer to Note 9 for further information.

Property and Equipment, Net

Property and Equipment, Net	6 Months Ended
	Jul. 31, 2020
Property, Plant and Equipment [Abstract]
Property and Equipment, Net	Property and Equipment, Net Property and equipment consisted of the following: (in thousands) July 31, 2020 January 31, 2020 Computer and network equipment $ 80,716 $ 66,937 Software, including capitalized software development costs 39,387 33,373 Furniture and office equipment 20,483 16,752 Leasehold improvements 76,227 59,564 216,813 176,626 Less: Accumulated depreciation (99,837) (81,228) 116,976 95,398 Work in progress 33,670 32,895 $ 150,646 $ 128,293 As of July 31, 2020 and January 31, 2020 , work in progress consisted of capitalized costs of internally-developed software projects under development and data center build-out projects. As of January 31, 2020, work in progress also included office build out projects, most of which were completed as of July 31, 2020 . For the three months ended July 31, 2020 and 2019, we capitalized $6.8 million and $4.5 million of internally developed software, including $1.9 million and $1.2 million of capitalized stock-based compensation. For the six months ended July 31, 2020 and 2019, we capitalized $11.0 million and $10.4 million of internally developed software, including $2.9 million and $2.6 million of capitalized stock-based compensation. Depreciation expense associated with property and equipment was $10.5 million and $7.9 million for the three months ended July 31, 2020 and 2019, and $20.3 million and $15.1 million for the six months ended

Acquisitions

Acquisitions	6 Months Ended
	Jul. 31, 2020
Business Combinations [Abstract]
Acquisitions	Acquisitions Acquisition of Seal Software Group Limited On May 1, 2020, we completed the acquisition of Seal Software Group Limited (“Seal”), a contract analytics and artificial intelligence (“AI”) technology provider headquartered in Walnut Creek, California. We expect to integrate Seal's technology comprehensively across the DocuSign Agreement Cloud to deliver increased functionality to companies using the Agreement Cloud to prepare, sign, act on and manage agreements. Under the terms of the purchase agreement, we paid $184.7 million in cash, net of cash acquired, transaction costs and working capital adjustments, for Seal’s outstanding stock. Prior to the acquisition, we held a $15.0 million minority investment in Seal’s outstanding stock. As of the acquisition, the fair value of our minority interest, calculated as the difference between the total acquisition consideration and the portion attributable to third party Seal shareholders, approximated the carrying value. Additionally, we granted certain continuing employees of Seal restricted stock units (“RSUs”) with service and performance conditions covering up to 0.1 million shares of our common stock with an aggregate grant date fair value of $11.4 million that will be accounted for as a post-acquisition compensation expense over the vesting period. The performance-based condition will be satisfied upon Seal meeting certain bookings targets for the year ended January 31, 2021. As of July 31, 2020, it was not probable that these targets would be met . We accounted for the transaction as a business combination using the acquisition method of accounting. We allocated the purchase price to the tangible and identifiable intangible assets acquired and liabilities assumed based on their respective estimated fair values on the acquisition date. Fair values were determined using the income and cost approaches. Excess purchase price consideration was recorded as goodwill and is primarily attributable to the assembled workforce and expanded market opportunities when integrating Seal’s AI and analytics capabilities within our existing product offering. The purchase price allocation was prepared on a preliminary basis and is subject to further adjustments as additional information becomes available concerning the fair value of the assets acquired and liabilities assumed. Any adjustments to the purchase price allocation will be made as soon as practicable but no later than one year from the acquisition date. The following table summarizes the preliminary acquisition date fair values of assets acquired and liabilities assumed at the date of acquisition: (in thousands) May 1, 2020 Cash and cash equivalents $ 729 Accounts receivable 9,654 Contract assets 5,813 Prepaid expense and other assets 7,204 Property and equipment 915 Goodwill 114,356 Intangible assets 83,700 Right-of-use Assets 3,130 Accounts payable (854) Accrued compensation (2,697) Contract liabilities (7,745) Accrued expenses and other liabilities (6,523) Lease liabilities (3,126) Deferred tax liability—noncurrent (4,103) $ 200,453 None of the goodwill recognized upon acquisition was deductible for U.K. or U.S. federal income tax purposes. The estimated useful lives of intangible assets, primarily based on the expected period of benefit to us, and fair values of the identifiable intangible assets at acquisition date were as follows: (in thousands, except years) Estimated Fair Value Expected Useful Life Existing technology $ 37,400 5 years Customer relationships—subscription 41,700 10 years Backlog—subscription 4,600 2 years Total intangible assets $ 83,700 The results of operations of Seal, which were not material to our consolidated results of operations, were included in our consolidated statements from the acquisition date. In the three and six months ended July 31, 2020 , we incurred acquisition costs of $5.3 million and $6.0 million. These costs included legal, accounting fees and other costs directly related to the acquisition of Seal and are recognized within operating expenses in our condensed consolidated statements of operations. The following unaudited pro forma information has been prepared for illustrative purposes only and assumes the acquisition occurred on February 1, 2019. It includes pro forma adjustments related to the amortization of acquired intangible assets, share-based compensation expense, professional services revenue and contract acquisitions costs adjustments under the new revenue recognition standard, and contract liabilities fair value adjustment. The unaudited pro forma results have been prepared based on estimates and assumptions, which we believe are reasonable, however, they are not necessarily indicative of the consolidated results of operations had the acquisition occurred on February 1, 2019, or of future results of operations: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Revenue $ 344,596 $ 241,548 $ 648,581 $ 459,566 Net loss (58,422) (81,158) (118,425) (147,683) Net loss per share attributable to common stockholders, basic and diluted (0.32) (0.46) (0.64) (0.85) Acquisition of Liveoak Technologies, Inc. On July 6, 2020, we completed the acquisition of Liveoak Technologies, Inc. (“Liveoak”), a virtual customer engagement and business platform based in Austin, Texas. The company’s platform includes several technologies specific to remote agreements, such as video conferencing, video identity verification, collaborative form-filling, an integration with DocuSign eSignature, and a detailed audit trail. The acquisition enables us to leverage Liveoak's technology and expertise to accelerate the launch of DocuSign Notary, a new product for remote online notarization, where signers and the notary public are in different places. The consideration to acquire Liveoak’s outstanding stock was $48.4 million, which consisted primarily of the fair value of our common stock issued and the fair value of stock options assumed. We recorded approximately $39.9 million of goodwill which is primarily attributed to the assembled workforce and expanded market opportunities for integrating Liveoak’s technology with our existing product offering. The purchase price allocation was prepared on a preliminary basis and is subject to further adjustments as additional information becomes available concerning the fair value of the assets acquired and liabilities assumed. Any adjustments to the purchase price allocation will be made as soon as practicable but no later than one year from the acquisition date. None of the goodwill recognized upon acquisition was deductible for U.S. federal income tax purposes. In the three and six months ended July 31, 2020 , we incurred costs of $1.6 million directly related to the acquisition of Liveoak. These costs are recognized within operating expenses in our condensed consolidated statements of operations. We included the results of operations of Liveoak in our condensed consolidated statements of operations from the acquisition date. These results were not material to our condensed consolidated statements of operations for the three and six months ended July 31, 2020.

Goodwill and Intangible Assets,

Goodwill and Intangible Assets, Net	6 Months Ended
	Jul. 31, 2020
Goodwill and Intangible Assets Disclosure [Abstract]
Goodwill and Intangible Assets, Net	Goodwill and Intangible Assets, Net The changes in the carrying amount of goodwill were as follows (in thousands): Balance at January 31, 2020 $ 194,882 Additions—Seal 114,356 Additions—Liveoak 39,921 Cumulative translation adjustment 95 Balance at July 31, 2020 $ 349,254 Intangible assets consisted of the following: As of July 31, 2020 As of January 31, 2020 (in thousands, except years) Weighted-average Remaining Useful Life (Years) Estimated Fair Value Accumulated Amortization Acquisition-related Intangibles, Net Estimated Fair Value Accumulated Amortization Acquisition-related Intangibles, Net Existing technology 4.2 $ 72,994 $ (29,177) $ 43,817 $ 31,594 $ (25,164) $ 6,430 Customer contracts & related relationships 8.4 110,082 (23,877) 86,205 65,782 (19,071) 46,711 Other 1.5 22,534 (17,382) 5,152 17,234 (14,509) 2,725 6.8 $ 205,610 $ (70,436) 135,174 $ 114,610 $ (58,744) 55,866 Cumulative translation adjustment 651 634 Total $ 135,825 $ 56,500 Amortization of finite-lived intangible assets was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Cost of subscription revenue $ 3,132 $ 1,381 $ 4,480 $ 3,008 Sales and marketing 4,284 3,039 7,195 6,145 Total $ 7,416 $ 4,420 $ 11,675 $ 9,153 As of July 31, 2020, future amortization of finite-lived intangibles that will be recorded in cost of revenue and operating expenses is estimated as follows: Fiscal Period: Amount (in thousands) 2021, remainder $ 13,926 2022 24,282 2023 19,906 2024 18,575 2025 17,998 Thereafter 40,487 Total $ 135,174

Contract Balances

Contract Balances	6 Months Ended
	Jul. 31, 2020
Revenue from Contract with Customer [Abstract]
Contract Balances	Revenue and Performance Obligations Subscription revenue is recognized over time and accounted for approximately 95% and 94% of our revenue for the three months ended July 31, 2020 and 2019. It accounted for approximately 95% and 94% of our revenue for the six months ended July 31, 2020 and 2019. As of July 31, 2020, the amount of the transaction price allocated to remaining performance obligations for contracts greater than one year was $849.0 million. We expect to recognize 54% of the transaction price allocated to remaining performance obligations within the 12 months following July 31, 2020, in our consolidated statement of operations and comprehensive loss. Contract assets represent amounts for which we have recognized revenue, pursuant to our revenue recognition policy, for contracts that have not yet been invoiced to our customers where there is a remaining performance obligation, typically for multi-year arrangements. Total contract assets were $17.8 million and $13.4 million as of July 31, 2020 and January 31, 2020, of which $0.8 million and $0.9 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 our satisfaction of 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, 2020 and 2019, we recognized revenue of $375.8 million and $265.7 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) 2020 2019 Deferred Contract Acquisition Costs Beginning balance $ 155,697 $ 115,985 Additions to deferred contract acquisition costs 80,836 39,879 Amortization of deferred contract acquisition costs (36,528) (26,929) Cumulative translation adjustment 677 (1,394) Ending balance $ 200,682 $ 127,541 Deferred Contract Fulfillment Costs Beginning balance $ 8,218 $ 3,432 Additions to deferred contract fulfillment costs 11,578 8,560 Amortization of deferred contract fulfillment costs (8,666) (4,220) Ending balance $ 11,130 $ 7,772

Deferred Contract Acquisition a

Deferred Contract Acquisition and Fulfillment Costs	6 Months Ended
	Jul. 31, 2020
Revenue from Contract with Customer [Abstract]
Deferred Contract Acquisition and Fulfillment Costs	Revenue and Performance Obligations Subscription revenue is recognized over time and accounted for approximately 95% and 94% of our revenue for the three months ended July 31, 2020 and 2019. It accounted for approximately 95% and 94% of our revenue for the six months ended July 31, 2020 and 2019. As of July 31, 2020, the amount of the transaction price allocated to remaining performance obligations for contracts greater than one year was $849.0 million. We expect to recognize 54% of the transaction price allocated to remaining performance obligations within the 12 months following July 31, 2020, in our consolidated statement of operations and comprehensive loss. Contract assets represent amounts for which we have recognized revenue, pursuant to our revenue recognition policy, for contracts that have not yet been invoiced to our customers where there is a remaining performance obligation, typically for multi-year arrangements. Total contract assets were $17.8 million and $13.4 million as of July 31, 2020 and January 31, 2020, of which $0.8 million and $0.9 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 our satisfaction of 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, 2020 and 2019, we recognized revenue of $375.8 million and $265.7 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) 2020 2019 Deferred Contract Acquisition Costs Beginning balance $ 155,697 $ 115,985 Additions to deferred contract acquisition costs 80,836 39,879 Amortization of deferred contract acquisition costs (36,528) (26,929) Cumulative translation adjustment 677 (1,394) Ending balance $ 200,682 $ 127,541 Deferred Contract Fulfillment Costs Beginning balance $ 8,218 $ 3,432 Additions to deferred contract fulfillment costs 11,578 8,560 Amortization of deferred contract fulfillment costs (8,666) (4,220) Ending balance $ 11,130 $ 7,772

Senior Notes

Senior Notes	6 Months Ended
	Jul. 31, 2020
Debt Disclosure [Abstract]
Senior Notes	Senior Notes In September 2018, we issued $575.0 million in aggregate principal amount of the Notes due in 2023, which included the initial purchasers’ exercise in full of their option to purchase an additional $75.0 million principal amount of the Notes, in a private placement to qualified institutional buyers in an offering exempt from registration under the Securities Act of 1933, as amended. The net proceeds from the issuance of the Notes were $560.8 million after deducting the initial purchasers’ discounts and transaction costs. As of July 31, 2020, the conversion conditions described in our 2020 Annual Report on Form 10-K were met. The last reported sales price of our common stock was greater than or equal to 130% of the conversion price for at least 20 trading days during a period of 30 consecutive trading days ending on, and including, the last trading day of the three months ended July 31, 2020. The Notes therefore became convertible on August 1, 2020 and continue to be convertible through October 31, 2020. The net carrying value of the liability component of the Notes was as follows: (in thousands) July 31, 2020 January 31, 2020 Principal $ 575,000 $ 575,000 Less: unamortized debt discount (88,710) (101,461) Less: unamortized transaction costs (7,185) (8,218) Net carrying amount $ 479,105 $ 465,321 As of July 31, 2020 and January 31, 2020, the net carrying amount of the equity component of the Notes was $131.3 million, net of $3.3 million transaction costs. The interest expense recognized related to the Notes was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Contractual interest expense $ 720 $ 719 $ 1,438 $ 1,429 Amortization of debt discount 6,422 6,058 12,751 12,028 Amortization of transaction costs 520 490 1,033 974 Total $ 7,662 $ 7,267 $ 15,222 $ 14,431 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 and incurred costs of $67.6 million related to the transactions. The Capped Calls each have an initial strike price of approximately $71.50 per share, subject to certain adjustments, which corresponds to the initial conversion price of the Notes. The Capped Calls have initial cap prices of $110.00 per share, subject to certain adjustments. The Capped Calls cover, subject to anti-dilution adjustments, approximately 8.0 million shares of common stock. Impact on Loss Per Share In periods when we have net income, the conversion premium on the Notes is included in our diluted earnings per share when the average market price of our common stock exceeds the initial conversion price of $71.50 per share, as we intend and have the ability to settle the principal amount of the Notes in cash upon conversion. We are required under the treasury stock method to compute the potentially dilutive shares of common stock related to the Notes for periods we report net income. However, upon conversion, there will be no economic dilution from the Notes unless the market price of our common stock exceeds the cap price of $110.00 per share, as exercise of the Capped Calls offsets any dilution from the Notes from the conversion price up to the cap price. Capped Calls are excluded from the calculation of diluted earnings per share, as they would be antidilutive.

Leases

Leases	6 Months Ended
	Jul. 31, 2020
Leases [Abstract]
Leases	Leases We lease offices under noncancelable operating lease agreements that expire at various dates through February 2032. As of July 31, 2020, we had no finance leases. Some operating leases contain escalation provisions for adjustments in the consumer price index. The following table is a summary of our lease costs: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Operating lease cost $ 8,621 $ 6,625 $ 16,616 $ 12,331 Short-term lease cost 298 172 463 441 Total lease cost $ 8,919 $ 6,797 $ 17,079 $ 12,772 Future lease payments under noncancelable operating leases as of July 31, 2020, were as follows: Fiscal Period: Amount (in thousands) 2021, remainder $ 18,981 2022 39,297 2023 39,573 2024 39,129 2025 30,802 Thereafter 72,852 Total undiscounted cash flows $ 240,634 Less: imputed interest (32,357) Present value of lease liabilities $ 208,277 The weighted average remaining lease term and discount rate for operating leases as of July 31, 2020 were 7.0 years and 4.3%.

Commitments and Contingencies

Commitments and Contingencies	6 Months Ended
	Jul. 31, 2020
Commitments and Contingencies Disclosure [Abstract]
Commitments and Contingencies	Commitments and ContingenciesAs of July 31, 2020, we had unused letters of credit outstanding associated with our various operating leases totaling $9.4 million. We have entered into certain noncancelable 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, 2020, our future noncancelable minimum payments due under these contractual obligations with a remaining term of more than one year were as follows: Fiscal Period: Amount (in thousands) 2021, remainder $ 7,941 2022 16,619 2023 3,505 2024 2,883 2025 1,844 Thereafter 3,566 Total $ 36,358 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, 2020, and January 31, 2020. 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, 2020
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, 2020, 32.1 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 9.1 million shares occurred on February 1, 2020. Stock Options Option activity for the three months ended July 31, 2020 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, 2020 6,882 $ 14.39 5.38 $ 441,247 Assumed 9 22.22 Exercised (1,300) 9.97 Canceled/expired (14) 18.25 Outstanding at July 31, 2020 5,577 $ 15.42 5.46 $ 1,123,149 Vested and expected to vest at July 31, 2020 5,566 $ 15.42 5.46 $ 1,120,956 Exercisable at July 31, 2020 5,188 $ 15.27 5.38 $ 1,045,726 As of July 31, 2020, our total unrecognized compensation cost related to stock option grants was $2.7 million. We expect to recognize this expense over the remaining weighted-average period of approximately 0.5 years. RSUs 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 three months ended July 31, 2020 was as follows: (in thousands, except per share data) Number of Units Weighted-Average Grant Date Fair Value Unvested at January 31, 2020 13,859 $ 46.28 Granted 3,415 132.12 Vested (3,253) 38.73 Canceled (671) $ 47.82 Unvested at July 31, 2020 13,350 $ 70.00 As of July 31, 2020, our total unrecognized compensation cost related to RSUs was $717.8 million. We expect to recognize this expense over the remaining weighted-average period of approximately 2.5 years. 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 by accumulating funds, normally through payroll deductions, of up to 15% of their earnings. 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, 2020, 0.3 million shares of our common stock were purchased under the ESPP. Compensation expense related to the ESPP was $2.9 million and $2.1 million for the three months ended July 31, 2020 and 2019, and $4.8 million and $4.0 million for the six months ended July 31, 2020 and 2019.

Net Loss per Share Attributable

Net Loss per Share Attributable to Common Stockholders	6 Months Ended
	Jul. 31, 2020
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) 2020 2019 2020 2019 Numerator: Net loss attributable to common stockholders $ (64,560) $ (68,632) $ (112,364) $ (114,354) Denominator: Weighted-average common shares outstanding 184,862 175,389 183,930 173,773 Net loss per share attributable to common stockholders: Basic and diluted $ (0.35) $ (0.39) $ (0.61) $ (0.66) 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) 2020 2019 RSUs 13,350 15,893 Stock options 5,577 9,752 ESPP 227 288 Convertible senior notes 5,390 — Total antidilutive securities 24,544 25,933

Income Taxes

Income Taxes	6 Months Ended
	Jul. 31, 2020
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. Our income tax provision was $0.8 million and $1.2 million for the three months ended July 31, 2020 and 2019. Our income tax provision was $3.0 million and $2.5 million for the six months ended July 31, 2020 and 2019. The overall increase in the tax provision was primarily driven by higher foreign tax expenses, resulting from higher year-over-year earnings in certain foreign jurisdictions as we continue to scale our foreign operations to support our ongoing international growth. 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 U.S. and certain foreign jurisdictions, and the variability and uncertainty of 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, 2020, our gross unrecognized tax benefits totaled $14.9 million, excluding related accrued interest and penalties, of which $2.9 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.

Geographic Information

Geographic Information	6 Months Ended
	Jul. 31, 2020
Segment Reporting [Abstract]
Geographic Information	Geographic Information We 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 agreement. Revenue by geographic area was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 U.S. $ 275,494 $ 193,736 $ 517,662 $ 370,002 International 66,715 41,876 121,564 79,572 Total revenue $ 342,209 $ 235,612 $ 639,226 $ 449,574 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, 2020 and 2019 . 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, 2020 January 31, 2020 U.S. 216,110 $ 182,288 International 102,849 95,838 Total long-lived assets $ 318,959 $ 278,126

Summary of Significant Accoun_2

Summary of Significant Accounting Policies (Policies)	6 Months Ended
	Jul. 31, 2020
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 2020 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, 2020 was derived from audited financial statements but does not include all disclosures required by U.S. GAAP. The results of operations for the six months ended July 31, 2020 are not necessarily indicative of the results to be expected for the year ending January 31, 2021 .
Basis of Presentation	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 2020 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, 2020 was derived from audited financial statements but does not include all disclosures required by U.S. GAAP. The results of operations for the six months ended July 31, 2020 are not necessarily indicative of the results to be expected for the year ending January 31, 2021 .
Fiscal Year	O ur fiscal year ends on January 3 1. References to fiscal 2021, for example, are to the fiscal year ending January 31, 2021. Certain prior year amounts have been reclassified to conform to current year presentation. These amounts were not material to any of the periods presented.
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.
Concentration of Credit Risk	Concentration of Credit Risk Our financial instruments that are exposed to concentrations of credit risk consist primarily of cash, cash equivalents, marketable securities and accounts receivable. Although we deposit our cash with multiple financial institutions, the deposits, at times, may exceed federally insured limits. We have not experienced any losses on our deposits of cash and cash equivalents. Cash equivalents consist of money market funds which are invested through financial institutions in the U.S. Management believes that the institutions are financially stable and, accordingly, minimal credit risk exists.
Investments	Investments Investments in marketable securities consist of commercial paper, corporate notes and bonds, as well as U.S. Treasury and government agency securities. Management determines the appropriate classification of investments at the time of purchase and reevaluates such determination at each balance sheet date. Marketable securities are classified as available-for-sale and are carried at fair value in the consolidated balance sheet and are classified as short-term or long-term based on their remaining contractual maturities. We evaluate our investments with unrealized loss positions at the individual security level to determine whether the unrealized loss was related to credit or noncredit factors. We consider whether a credit loss exists based on the extent of the unrealized loss position, any adverse conditions specifically related to the security or the issuer's operating environment, pay structure of the security, the issuer's payment history and any changes in the issuer's credit rating. Estimated credit losses are determined using a discounted cash flow model and recorded as an allowance, with changes in expected credit losses on our investments recorded in “Interest income and other income, net” in the consolidated statements of operations and comprehensive loss. Unrealized gains and losses related to noncredit factors are reflected in “Accumulated other comprehensive income (loss)” on the consolidated balance sheets.
Recently Adopted Accounting Pronouncements and Other Recent Accounting Pronouncements	Recently Adopted Accounting Pronouncements On February 1, 2020, we adopted Accounting Standards Update (“ASU”) No. 2016-13, Financial Instruments — Credit Losses (Topic 326). The Financial Accounting Standards Board (“FASB”) subsequently issued ASU No. 2019-04, Codification Improvements to Topic 326, Financial Instruments - Credit Losses, Topic 815, Derivatives and Hedging, and Topic 825, Financial Instruments. These updates change the impairment model for most financial assets and require the use of an expected loss model in place of the previously used incurred loss method. Under this model, entities will be required to estimate the lifetime expected credit loss on such instruments and record an allowance to offset the amortized cost basis of the financial asset, resulting in a net presentation of the amount expected to be collected on the financial asset. The effect of adopting ASU 2016-13 and ASU 2019-04 on our consolidated financial statements and related disclosures was not material for the six months ended July 31, 2020. On February 1, 2020, we adopted ASU No. 2018-15, Intangibles—Goodwill and Other—Internal-Use Software (Subtopic 350-40), which aligns the requirements for capitalizing implementation costs incurred in a hosting arrangement that is a service contract with the requirements for capitalizing implementation costs incurred to develop or obtain internal-use software (and hosting arrangements that include an internal use software license). The accounting for the service element of a hosting arrangement that is a service contract is not affected by the amendments in this update. The impact of prospectively adopting ASU 2018-15 on our consolidated financial statements was not material for the six months ended July 31, 2020. Other Recent Accounting Pronouncements In August 2020, the FASB issued 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). The update removes separation models for convertible debt with a cash conversion feature and convertible instruments with a beneficial conversion feature. Such convertible debt will be 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 update 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 amendments in this update are effective for public business entities for fiscal years beginning after December 15, 2021, and interim periods within those fiscal years. The amendment is to be adopted through either a fully retrospective or modified retrospective method of transition. Early adoption is permitted. We are in the process of evaluating the impact of the adoption of the update on our consolidated financial statements.

Fair Value Measurements (Tables

Fair Value Measurements (Tables)	6 Months Ended
	Jul. 31, 2020
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, 2020 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (1) Money market funds $ 297,234 $ — $ — $ 297,234 Level 2: Available-for-sale securities Commercial paper 4,996 4 — 5,000 Corporate notes and bonds 205,082 1,136 (12) 206,206 U.S. Treasury securities 34,071 102 — 34,173 U.S. government agency securities 90,524 162 (23) 90,663 Level 2 total 334,673 1,404 (35) 336,042 Total $ 631,907 $ 1,404 $ (35) $ 633,276 January 31, 2020 (in thousands) Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Level 1: Cash equivalents (1) Money market funds $ 165,424 $ — $ — $ 165,424 Level 2: Available-for-sale securities Commercial paper 14,919 7 (1) 14,925 Corporate notes and bonds 372,844 891 (31) 373,704 U.S. Treasury securities 90,697 153 (1) 90,849 U.S. government agency securities 175,086 153 (49) 175,190 Level 2 total 653,546 1,204 (82) 654,668 Total $ 818,970 $ 1,204 $ (82) $ 820,092 (1) Included in “cash and cash equivalents” in our consolidated balance sheets as of July 31, 2020 and January 31, 2020, in addition to cash of $107.0 million and $75.8 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, 2020, by remaining contractual maturities, were as follows (in thousands): Due in one year or less $ 269,777 Due in one to two years 66,265 $ 336,042

Property and Equipment, Net (Ta

Property and Equipment, Net (Tables)	6 Months Ended
	Jul. 31, 2020
Property, Plant and Equipment [Abstract]
Property and equipment	Property and equipment consisted of the following: (in thousands) July 31, 2020 January 31, 2020 Computer and network equipment $ 80,716 $ 66,937 Software, including capitalized software development costs 39,387 33,373 Furniture and office equipment 20,483 16,752 Leasehold improvements 76,227 59,564 216,813 176,626 Less: Accumulated depreciation (99,837) (81,228) 116,976 95,398 Work in progress 33,670 32,895 $ 150,646 $ 128,293

Acquisitions (Tables)

Acquisitions (Tables)	6 Months Ended
	Jul. 31, 2020
Business Combinations [Abstract]
Schedule of assets acquired and liabilities assumed	The following table summarizes the preliminary acquisition date fair values of assets acquired and liabilities assumed at the date of acquisition: (in thousands) May 1, 2020 Cash and cash equivalents $ 729 Accounts receivable 9,654 Contract assets 5,813 Prepaid expense and other assets 7,204 Property and equipment 915 Goodwill 114,356 Intangible assets 83,700 Right-of-use Assets 3,130 Accounts payable (854) Accrued compensation (2,697) Contract liabilities (7,745) Accrued expenses and other liabilities (6,523) Lease liabilities (3,126) Deferred tax liability—noncurrent (4,103) $ 200,453
Schedule of identifiable intangible assets estimated useful lives	The estimated useful lives of intangible assets, primarily based on the expected period of benefit to us, and fair values of the identifiable intangible assets at acquisition date were as follows: (in thousands, except years) Estimated Fair Value Expected Useful Life Existing technology $ 37,400 5 years Customer relationships—subscription 41,700 10 years Backlog—subscription 4,600 2 years Total intangible assets $ 83,700
Schedule of unaudited pro forma results	The following unaudited pro forma information has been prepared for illustrative purposes only and assumes the acquisition occurred on February 1, 2019. It includes pro forma adjustments related to the amortization of acquired intangible assets, share-based compensation expense, professional services revenue and contract acquisitions costs adjustments under the new revenue recognition standard, and contract liabilities fair value adjustment. The unaudited pro forma results have been prepared based on estimates and assumptions, which we believe are reasonable, however, they are not necessarily indicative of the consolidated results of operations had the acquisition occurred on February 1, 2019, or of future results of operations: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Revenue $ 344,596 $ 241,548 $ 648,581 $ 459,566 Net loss (58,422) (81,158) (118,425) (147,683) Net loss per share attributable to common stockholders, basic and diluted (0.32) (0.46) (0.64) (0.85)

Goodwill and Intangible Asset_2

Goodwill and Intangible Assets, Net (Tables)	6 Months Ended
	Jul. 31, 2020
Goodwill and Intangible Assets Disclosure [Abstract]
Schedule of carrying amount of goodwill	The changes in the carrying amount of goodwill were as follows (in thousands): Balance at January 31, 2020 $ 194,882 Additions—Seal 114,356 Additions—Liveoak 39,921 Cumulative translation adjustment 95 Balance at July 31, 2020 $ 349,254
Schedule of intangible assets	Intangible assets consisted of the following: As of July 31, 2020 As of January 31, 2020 (in thousands, except years) Weighted-average Remaining Useful Life (Years) Estimated Fair Value Accumulated Amortization Acquisition-related Intangibles, Net Estimated Fair Value Accumulated Amortization Acquisition-related Intangibles, Net Existing technology 4.2 $ 72,994 $ (29,177) $ 43,817 $ 31,594 $ (25,164) $ 6,430 Customer contracts & related relationships 8.4 110,082 (23,877) 86,205 65,782 (19,071) 46,711 Other 1.5 22,534 (17,382) 5,152 17,234 (14,509) 2,725 6.8 $ 205,610 $ (70,436) 135,174 $ 114,610 $ (58,744) 55,866 Cumulative translation adjustment 651 634 Total $ 135,825 $ 56,500
Schedule of amortization of finite-lived intangible assets	Amortization of finite-lived intangible assets was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Cost of subscription revenue $ 3,132 $ 1,381 $ 4,480 $ 3,008 Sales and marketing 4,284 3,039 7,195 6,145 Total $ 7,416 $ 4,420 $ 11,675 $ 9,153
Schedule of future amortization of finite-lived intangibles	As of July 31, 2020, future amortization of finite-lived intangibles that will be recorded in cost of revenue and operating expenses is estimated as follows: Fiscal Period: Amount (in thousands) 2021, remainder $ 13,926 2022 24,282 2023 19,906 2024 18,575 2025 17,998 Thereafter 40,487 Total $ 135,174

Deferred Contract Acquisition_2

Deferred Contract Acquisition and Fulfillment Costs (Tables)	6 Months Ended
	Jul. 31, 2020
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) 2020 2019 Deferred Contract Acquisition Costs Beginning balance $ 155,697 $ 115,985 Additions to deferred contract acquisition costs 80,836 39,879 Amortization of deferred contract acquisition costs (36,528) (26,929) Cumulative translation adjustment 677 (1,394) Ending balance $ 200,682 $ 127,541 Deferred Contract Fulfillment Costs Beginning balance $ 8,218 $ 3,432 Additions to deferred contract fulfillment costs 11,578 8,560 Amortization of deferred contract fulfillment costs (8,666) (4,220) Ending balance $ 11,130 $ 7,772

Senior Notes (Tables)

Senior Notes (Tables)	6 Months Ended
	Jul. 31, 2020
Debt Disclosure [Abstract]
Schedule of convertible debt	The net carrying value of the liability component of the Notes was as follows: (in thousands) July 31, 2020 January 31, 2020 Principal $ 575,000 $ 575,000 Less: unamortized debt discount (88,710) (101,461) Less: unamortized transaction costs (7,185) (8,218) Net carrying amount $ 479,105 $ 465,321 As of July 31, 2020 and January 31, 2020, the net carrying amount of the equity component of the Notes was $131.3 million, net of $3.3 million transaction costs. The interest expense recognized related to the Notes was as follows: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Contractual interest expense $ 720 $ 719 $ 1,438 $ 1,429 Amortization of debt discount 6,422 6,058 12,751 12,028 Amortization of transaction costs 520 490 1,033 974 Total $ 7,662 $ 7,267 $ 15,222 $ 14,431

Leases (Tables)

Leases (Tables)	6 Months Ended
	Jul. 31, 2020
Leases [Abstract]
Operating lease costs	The following table is a summary of our lease costs: Three Months Ended July 31, Six Months Ended July 31, (in thousands) 2020 2019 2020 2019 Operating lease cost $ 8,621 $ 6,625 $ 16,616 $ 12,331 Short-term lease cost 298 172 463 441 Total lease cost $ 8,919 $ 6,797 $ 17,079 $ 12,772
Future lease payments	Future lease payments under noncancelable operating leases as of July 31, 2020, were as follows: Fiscal Period: Amount (in thousands) 2021, remainder $ 18,981 2022 39,297 2023 39,573 2024 39,129 2025 30,802 Thereafter 72,852 Total undiscounted cash flows $ 240,634 Less: imputed interest (32,357) Present value of lease liabilities $ 208,277

Commitments and Contingencies (

Commitments and Contingencies (Tables)	6 Months Ended
	Jul. 31, 2020
Commitments and Contingencies Disclosure [Abstract]
Schedule of noncancelable contractual obligations	As of July 31, 2020, our future noncancelable minimum payments due under these contractual obligations with a remaining term of more than one year were as follows: Fiscal Period: Amount (in thousands) 2021, remainder $ 7,941 2022 16,619 2023 3,505 2024 2,883 2025 1,844 Thereafter 3,566 Total $ 36,358

Stockholders' Equity (Tables)

Stockholders' Equity (Tables)	6 Months Ended
	Jul. 31, 2020
Equity [Abstract]
Schedule of stock option activity	Option activity for the three months ended July 31, 2020 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, 2020 6,882 $ 14.39 5.38 $ 441,247 Assumed 9 22.22 Exercised (1,300) 9.97 Canceled/expired (14) 18.25 Outstanding at July 31, 2020 5,577 $ 15.42 5.46 $ 1,123,149 Vested and expected to vest at July 31, 2020 5,566 $ 15.42 5.46 $ 1,120,956 Exercisable at July 31, 2020 5,188 $ 15.27 5.38 $ 1,045,726
Schedule of RSU activity	RSU activity for the three months ended July 31, 2020 was as follows: (in thousands, except per share data) Number of Units Weighted-Average Grant Date Fair Value Unvested at January 31, 2020 13,859 $ 46.28 Granted 3,415 132.12 Vested (3,253) 38.73 Canceled (671) $ 47.82 Unvested at July 31, 2020 13,350 $ 70.00

Net Loss per Share Attributab_2

Net Loss per Share Attributable to Common Stockholders (Tables)	6 Months Ended
	Jul. 31, 2020
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) 2020 2019 2020 2019 Numerator: Net loss attributable to common stockholders $ (64,560) $ (68,632) $ (112,364) $ (114,354) Denominator: Weighted-average common shares outstanding 184,862 175,389 183,930 173,773 Net loss per share attributable to common stockholders: Basic and diluted $ (0.35) $ (0.39) $ (0.61) $ (0.66)
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) 2020 2019 RSUs 13,350 15,893 Stock options 5,577 9,752 ESPP 227 288 Convertible senior notes 5,390 — Total antidilutive securities 24,544 25,933

Geographic Information (Tables)

Geographic Information (Tables)	6 Months Ended
	Jul. 31, 2020
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) 2020 2019 2020 2019 U.S. $ 275,494 $ 193,736 $ 517,662 $ 370,002 International 66,715 41,876 121,564 79,572 Total revenue $ 342,209 $ 235,612 $ 639,226 $ 449,574
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, 2020 January 31, 2020 U.S. 216,110 $ 182,288 International 102,849 95,838 Total long-lived assets $ 318,959 $ 278,126

Revenue and Performance Oblig_2

Revenue and Performance Obligations - Additional Information (Details) - USD ($) $ in Millions	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Disaggregation of Revenue [Line Items]
Remaining performance obligations	$ 849		$ 849
Product concentration risk | Revenue | Subscription
Disaggregation of Revenue [Line Items]
Concentration risk percentage	95.00%	94.00%	95.00%	94.00%

Revenue and Performance Oblig_3

Revenue and Performance Obligations - Remaining Performance Obligations (Details) - Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date [Axis]: 2020-08-01	Jul. 31, 2020
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction [Line Items]
Remaining performance obligation, percentage	54.00%
Remaining performance obligations, period of recognition	12 months

Fair Value Measurements - Asset

Fair Value Measurements - Assets and Liabilities Measured at Fair Value on a Recurring Basis (Details) - USD ($) $ in Thousands	Jul. 31, 2020	Jan. 31, 2020
Available-for-sale securities
Amortized Cost	$ 631,907	$ 818,970
Gross Unrealized Gains	1,404	1,204
Gross Unrealized Losses	(35)	(82)
Estimated Fair Value	633,276	820,092
Cash	107,000	75,800
Short-term Investments
Available-for-sale securities
Estimated Fair Value	336,042
Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	334,673	653,546
Gross Unrealized Gains	1,404	1,204
Gross Unrealized Losses	(35)	(82)
Estimated Fair Value	336,042	654,668
Commercial paper | Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	4,996	14,919
Gross Unrealized Gains	4	7
Gross Unrealized Losses	0	(1)
Estimated Fair Value	5,000	14,925
Corporate notes and bonds | Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	205,082	372,844
Gross Unrealized Gains	1,136	891
Gross Unrealized Losses	(12)	(31)
Estimated Fair Value	206,206	373,704
U.S. Treasury securities | Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	34,071	90,697
Gross Unrealized Gains	102	153
Gross Unrealized Losses	0	(1)
Estimated Fair Value	34,173	90,849
U.S. government agency securities | Level 2 | Short-term Investments
Available-for-sale securities
Amortized Cost	90,524	175,086
Gross Unrealized Gains	162	153
Gross Unrealized Losses	(23)	(49)
Estimated Fair Value	90,663	175,190
Money market funds | Level 1 | Cash and Cash Equivalents
Available-for-sale securities
Amortized Cost	297,234	165,424
Gross Unrealized Gains	0	0
Gross Unrealized Losses	0	0
Estimated Fair Value	$ 297,234	$ 165,424

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, 2020	Jan. 31, 2020
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]
Total available-for-sale securities	$ 633,276	$ 820,092
Short-term Investments
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]
Due in one year or less	269,777
Due in one to two years	66,265
Total available-for-sale securities	$ 336,042

Fair Value Measurements - Narra

Fair Value Measurements - Narrative (Details)	Jul. 31, 2020USD ($)security	Jan. 31, 2020USD ($)security	Sep. 30, 2018USD ($)
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]
Number of available-for-sale securities | security	97	178
Number of available-for-sale securities in an unrealized loss position | security	17	0
Level 2
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]
Fair value of debt | $	$ 1,700,000,000	$ 743,500,000
Convertible Debt | Convertible Senior Notes Due 2023
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]
Debt interest rate percentage	0.50%
Aggregate principal amount of debt issued | $	$ 575,000,000		$ 575,000,000

Property and Equipment, Net (De

Property and Equipment, Net (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019	Jan. 31, 2020
Property, Plant and Equipment [Line Items]
Property and equipment, net	$ 150,646		$ 150,646		$ 128,293
Capitalized software costs	6,800	$ 4,500	11,000	$ 10,400
Capitalized stock-based compensation	1,900	1,200	2,900	2,600
Depreciation expense	10,500	$ 7,900	20,300	$ 15,100
Computer and network equipment
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	80,716		80,716		66,937
Software, including capitalized software development costs
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	39,387		39,387		33,373
Furniture and office equipment
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	20,483		20,483		16,752
Leasehold improvements
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	76,227		76,227		59,564
Property and equipment, excluding work in progress
Property, Plant and Equipment [Line Items]
Property, plant and equipment, gross	216,813		216,813		176,626
Less: Accumulated depreciation	(99,837)		(99,837)		(81,228)
Property and equipment, net	116,976		116,976		95,398
Work in progress
Property, Plant and Equipment [Line Items]
Property and equipment, net	$ 33,670		$ 33,670		$ 32,895

Acquisitions - Narrative (Detai

Acquisitions - Narrative (Details) - USD ($) $ in Thousands, shares in Millions	Jul. 06, 2020	May 01, 2020	Jul. 31, 2020	Apr. 30, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Business Acquisition [Line Items]
Cash paid for acquisition, net of acquired cash						$ 180,370	$ 0
Revenue from acquisition included in consolidated statements of operations from acquisition date			$ 342,209		$ 235,612	639,226	$ 449,574
Acquisition costs			5,300			6,000
Seal Software Group Limited
Business Acquisition [Line Items]
Cash paid for acquisition, net of acquired cash		$ 184,700
Strategic investment held prior to acquisition				$ 15,000
Goodwill acquired during period						114,356
Liveoak Technologies, Inc.
Business Acquisition [Line Items]
Consideration to acquire outstanding stock	$ 48,400
Goodwill acquired during period	$ 39,900					39,921
Acquisition costs			$ 1,600			$ 1,600
RSUs with vesting conditions | Seal Software Group Limited
Business Acquisition [Line Items]
Granted (in shares)		0.1
Grant date fair value of RSUs		$ 11,400

Acquisitions - Assets Acquired

Acquisitions - Assets Acquired and Liabilities Assumed (Details) - USD ($) $ in Thousands	Jul. 31, 2020	May 01, 2020	Jan. 31, 2020
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Net [Abstract]
Goodwill	$ 349,254		$ 194,882
Seal Software Group Limited
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Net [Abstract]
Cash and cash equivalents		$ 729
Accounts receivable		9,654
Contract assets		5,813
Prepaid expense and other assets		7,204
Property and equipment		915
Goodwill		114,356
Intangible assets		83,700
Right-of-use Assets		3,130
Accounts payable		(854)
Accrued compensation		(2,697)
Contract liabilities		(7,745)
Accrued expenses and other liabilities		(6,523)
Lease liabilities		(3,126)
Deferred tax liability—noncurrent		(4,103)
Total assets acquired and liabilities assumed		$ 200,453

Acquisitions - Intangible Asset

Acquisitions - Intangible Assets Acquired (Details) - Seal Software Group Limited $ in Thousands	May 01, 2020USD ($)
Acquired Finite-Lived Intangible Assets [Line Items]
Estimated Fair Value	$ 83,700
Existing technology
Acquired Finite-Lived Intangible Assets [Line Items]
Estimated Fair Value	$ 37,400
Expected Useful Life	5 years
Customer relationships—subscription
Acquired Finite-Lived Intangible Assets [Line Items]
Estimated Fair Value	$ 41,700
Expected Useful Life	10 years
Backlog—subscription
Acquired Finite-Lived Intangible Assets [Line Items]
Estimated Fair Value	$ 4,600
Expected Useful Life	2 years

Acquisitions - Pro Forma Result

Acquisitions - Pro Forma Results (Details) - USD ($) $ / shares in Units, $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Business Acquisition, Pro Forma Information [Abstract]
Revenue	$ 344,596	$ 241,548	$ 648,581	$ 459,566
Net loss	$ (58,422)	$ (81,158)	$ (118,425)	$ (147,683)
Net loss per share attributable to common stockholders, basic (in usd per share)	$ (0.32)	$ (0.46)	$ (0.64)	$ (0.85)
Net loss per share attributable to common stockholders, diluted (in usd per share)	$ (0.32)	$ (0.46)	$ (0.64)	$ (0.85)

Goodwill and Intangible Asset_3

Goodwill and Intangible Assets, Net - Goodwill (Details) - USD ($) $ in Thousands	Jul. 06, 2020	Jul. 31, 2020
Goodwill [Roll Forward]
Balance at January 31, 2020		$ 194,882
Cumulative translation adjustment		95
Balance at July 31, 2020		349,254
Seal Software Group Limited
Goodwill [Roll Forward]
Additions		114,356
Liveoak Technologies, Inc.
Goodwill [Roll Forward]
Additions	$ 39,900	$ 39,921

Goodwill and Intangible Asset_4

Goodwill and Intangible Assets, Net - Intangible Assets (Details) - USD ($) $ in Thousands	6 Months Ended
	Jul. 31, 2020	Jan. 31, 2020
Finite-Lived Intangible Assets, Net [Abstract]
Weighted-average Remaining Useful Life (Years)	6 years 9 months 18 days
Estimated Fair Value	$ 205,610	$ 114,610
Accumulated Amortization	(70,436)	(58,744)
Acquisition-related intangibles, net, excluding cumulative translation adjustment	135,174	55,866
Cumulative translation adjustment	651	634
Acquisition-related Intangibles, Net	$ 135,825	56,500
Existing technology
Finite-Lived Intangible Assets, Net [Abstract]
Weighted-average Remaining Useful Life (Years)	4 years 2 months 12 days
Estimated Fair Value	$ 72,994	31,594
Accumulated Amortization	(29,177)	(25,164)
Acquisition-related intangibles, net, excluding cumulative translation adjustment	$ 43,817	6,430
Customer contracts & related relationships
Finite-Lived Intangible Assets, Net [Abstract]
Weighted-average Remaining Useful Life (Years)	8 years 4 months 24 days
Estimated Fair Value	$ 110,082	65,782
Accumulated Amortization	(23,877)	(19,071)
Acquisition-related intangibles, net, excluding cumulative translation adjustment	$ 86,205	46,711
Other
Finite-Lived Intangible Assets, Net [Abstract]
Weighted-average Remaining Useful Life (Years)	1 year 6 months
Estimated Fair Value	$ 22,534	17,234
Accumulated Amortization	(17,382)	(14,509)
Acquisition-related intangibles, net, excluding cumulative translation adjustment	$ 5,152	$ 2,725

Goodwill and Intangible Asset_5

Goodwill and Intangible Assets, Net - Amortization (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Finite-Lived Intangible Assets [Line Items]
Amortization of finite-lived intangible assets	$ 7,416	$ 4,420	$ 11,675	$ 9,153
Cost of subscription revenue
Finite-Lived Intangible Assets [Line Items]
Amortization of finite-lived intangible assets	3,132	1,381	4,480	3,008
Sales and marketing
Finite-Lived Intangible Assets [Line Items]
Amortization of finite-lived intangible assets	$ 4,284	$ 3,039	$ 7,195	$ 6,145

Goodwill and Intangible Asset_6

Goodwill and Intangible Assets, Net - Future Amortization (Details) - USD ($) $ in Thousands	Jul. 31, 2020	Jan. 31, 2020
Finite-Lived Intangible Assets, Amortization Expense, Maturity Schedule [Abstract]
2021, remainder	$ 13,926
2022	24,282
2023	19,906
2024	18,575
2025	17,998
Thereafter	40,487
Acquisition-related intangibles, net, excluding cumulative translation adjustment	$ 135,174	$ 55,866

Contract Balances (Details)

Contract Balances (Details) - USD ($) $ in Millions	6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jan. 31, 2020
Revenue from Contract with Customer [Abstract]
Contract assets	$ 17.8		$ 13.4
Contract assets, noncurrent	0.8		$ 0.9
Revenue recognized that was included in contract liability balance at the beginning of the period	$ 375.8	$ 265.7
Payment term	30 days

Deferred Contract Acquisition_3

Deferred Contract Acquisition and Fulfillment Costs (Details) - USD ($) $ in Thousands	6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019
Capitalized Contract Cost, Net [Roll Forward]
Amortization of deferred contract acquisition costs	$ (45,194)	$ (31,149)
Deferred Contract Acquisition Costs
Capitalized Contract Cost, Net [Roll Forward]
Beginning balance	155,697	115,985
Additions to deferred contract acquisition costs	80,836	39,879
Amortization of deferred contract acquisition costs	(36,528)	(26,929)
Cumulative translation adjustment	677	(1,394)
Ending balance	200,682	127,541
Deferred Contract Fulfillment Costs
Capitalized Contract Cost, Net [Roll Forward]
Beginning balance	8,218	3,432
Additions to deferred contract acquisition costs	11,578	8,560
Amortization of deferred contract acquisition costs	(8,666)	(4,220)
Ending balance	$ 11,130	$ 7,772

Senior Notes - Narrative (Detai

Senior Notes - Narrative (Details) $ / shares in Units, shares in Millions	1 Months Ended	6 Months Ended
	Sep. 30, 2018USD ($)$ / sharesshares	Jul. 31, 2020USD ($)trading_day
Debt Conversion [Line Items]
Threshold trading days | trading_day		20
Threshold consecutive trading days | trading_day		30
Convertible Senior Notes Due 2023 | Convertible Debt
Debt Conversion [Line Items]
Aggregate principal amount of debt issued	$ 575,000,000	$ 575,000,000
Additional principal amount purchased	75,000,000
Proceeds from issuance of debt	$ 560,800,000
Threshold percentage of convertible stock price trigger		130.00%
Carrying amount of equity component		$ 131,300,000
Transaction costs attributable to equity components		$ 3,300,000
Conversion price (in usd per share) | $ / shares	$ 71.50
Capped Calls
Debt Conversion [Line Items]
Costs incurred for capped calls	$ 67,600,000
Conversion price (in usd per share) | $ / shares	$ 71.50
Initial cap price (in usd per share) | $ / shares	$ 110
Shares covered by capped calls (in shares) | shares	8

Senior Notes - Carrying Value o

Senior Notes - Carrying Value of Liability Component (Details) - Convertible Senior Notes Due 2023 - Convertible Debt - USD ($) $ in Thousands	Jul. 31, 2020	Jan. 31, 2020
Debt Instrument [Line Items]
Principal	$ 575,000	$ 575,000
Less: unamortized debt discount	(88,710)	(101,461)
Less: unamortized transaction costs	(7,185)	(8,218)
Net carrying amount	$ 479,105	$ 465,321

Senior Notes - Interest Expense

Senior Notes - Interest Expense (Details) - Convertible Debt - Convertible Senior Notes Due 2023 - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Debt Instrument [Line Items]
Contractual interest expense	$ 720	$ 719	$ 1,438	$ 1,429
Amortization of debt discount	6,422	6,058	12,751	12,028
Amortization of transaction costs	520	490	1,033	974
Total	$ 7,662	$ 7,267	$ 15,222	$ 14,431

Leases - Narrative (Details)

Leases - Narrative (Details)	Jul. 31, 2020contract
Leases [Abstract]
Number of lease contracts	0
Operating lease, weighted average remaining lease term (in years)	7 years
Weighted average discount rate (as percent)	4.30%

Leases - Operating Lease Costs

Leases - Operating Lease Costs (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Leases [Abstract]
Operating lease cost	$ 8,621	$ 6,625	$ 16,616	$ 12,331
Short-term lease cost	298	172	463	441
Total lease cost	$ 8,919	$ 6,797	$ 17,079	$ 12,772

Leases - Future Lease Payments

Leases - Future Lease Payments (Details) $ in Thousands	Jul. 31, 2020USD ($)
Future lease payments due:
2021, remainder	$ 18,981
2022	39,297
2023	39,573
2024	39,129
2025	30,802
Thereafter	72,852
Total undiscounted cash flows	240,634
Less: imputed interest	(32,357)
Present value of lease liabilities	$ 208,277

Commitments and Contingencies -

Commitments and Contingencies - Narrative (Details) $ in Millions	Jul. 31, 2020USD ($)
Commitments and Contingencies Disclosure [Abstract]
Letters of credit outstanding	$ 9.4

Commitments and Contingencies_2

Commitments and Contingencies - Future Purchase Obligations (Details) $ in Thousands	Jul. 31, 2020USD ($)
Purchase Obligation, Fiscal Year Maturity [Abstract]
2021, remainder	$ 7,941
2022	16,619
2023	3,505
2024	2,883
2025	1,844
Thereafter	3,566
Total	$ 36,358

Stockholders' Equity - Narrativ

Stockholders' Equity - Narrative (Details) $ in Thousands, shares in Millions	3 Months Ended		6 Months Ended
	Jul. 31, 2020USD ($)planshares	Jul. 31, 2019USD ($)	Jul. 31, 2020USD ($)planshares	Jul. 31, 2019USD ($)	Jul. 31, 2018USD ($)	Jan. 31, 2020shares	Feb. 01, 2019shares
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Number of stock-based compensation plans | plan	3		3
Unrecognized compensation cost, options | $	$ 2,700		$ 2,700
Employee stock purchase plan, compensation expense | $			$ 122,318	$ 98,063
Stock options
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Unrecognized compensation cost, remaining weighted-average period for recognition			6 months
RSUs
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Unrecognized compensation cost, remaining weighted-average period for recognition			2 years 6 months
Service period			4 years
Unrecognized compensation cost, RSUs | $	717,800		$ 717,800
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			0.3
Employee stock purchase plan, compensation expense | $	$ 2,900	$ 2,100	$ 4,800		$ 4,000
2018 Plan
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Reserved for future issuance (in shares) | shares	32.1		32.1
Annual increase in shares reserved, percentage of total shares			5.00%
Number of shares reserved for future issuance | shares							9.1
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	6.5		6.5			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 - Stock Op

Stockholders' Equity - Stock Option Activity (Details) $ / shares in Units, shares in Thousands, $ in Thousands	6 Months Ended	12 Months Ended
	Jul. 31, 2020USD ($)$ / sharesshares	Jan. 31, 2020USD ($)$ / sharesshares
Number of Options
Beginning balance (in shares) | shares	6,882
Assumed (in shares) | shares	9
Options exercised (in shares) | shares	(1,300)
Options canceled/expired (in shares) | shares	(14)
Ending balance (in shares) | shares	5,577	6,882
Vested and expected to vest (in shares) | shares	5,566
Exercisable (in shares) | shares	5,188
Weighted-Average Exercise Price Per Share
Beginning balance (in usd per share) | $ / shares	$ 14.39
Options assumed (in usd per share) | $ / shares	22.22
Options exercised (in usd per share) | $ / shares	9.97
Options canceled/expired (in usd per share) | $ / shares	18.25
Ending balance (in usd per share) | $ / shares	15.42	$ 14.39
Vested and expected to vest (in usd per share) | $ / shares	15.42
Exercisable (in usd per share) | $ / shares	$ 15.27
Weighted-Average Remaining Contractual Term
Balance	5 years 5 months 15 days	5 years 4 months 17 days
Vested and expected to vest	5 years 5 months 15 days
Exercisable	5 years 4 months 17 days
Aggregate Intrinsic Value
Balance | $	$ 1,123,149	$ 441,247
Vested and expected to vest | $	1,120,956
Exercisable | $	$ 1,045,726

Stockholders' Equity - RSU Acti

Stockholders' Equity - RSU Activity (Details) - RSUs shares in Thousands	6 Months Ended
	Jul. 31, 2020$ / sharesshares
Number of Units
Unvested at beginning of period (in shares) | shares	13,859
Granted (in shares) | shares	3,415
Vested (in shares) | shares	(3,253)
Canceled (in shares) | shares	(671)
Unvested at end of period (in shares) | shares	13,350
Weighted-Average Grant Date Fair Value
Unvested at beginning of period (in usd per share) | $ / shares	$ 46.28
Granted (in usd per share) | $ / shares	132.12
Vested (in usd per share) | $ / shares	38.73
Canceled (in usd per share) | $ / shares	47.82
Unvested at end of period (in usd per share) | $ / shares	$ 70

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, shares in Thousands, $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Numerator:
Net loss attributable to common stockholders	$ (64,560)	$ (68,632)	$ (112,364)	$ (114,354)
Denominator:
Weighted-average common shares outstanding (in shares)	184,862	175,389	183,930	173,773
Net loss per share attributable to common stockholders:
Net loss per share attributable to common stockholders, basic and diluted (in usd per share)	$ (0.35)	$ (0.39)	$ (0.61)	$ (0.66)

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, 2020	Jul. 31, 2019
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	24,544	25,933
RSUs
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	13,350	15,893
Stock options
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	5,577	9,752
ESPP
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	227	288
Convertible senior notes
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]
Antidilutive securities (in shares)	5,390	0

Income Taxes (Details)

Income Taxes (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020	Jul. 31, 2019	Jul. 31, 2020	Jul. 31, 2019
Income Tax Disclosure [Abstract]
Provision for income taxes	$ 842	$ 1,168	$ 2,975	$ 2,514
Unrecognized tax benefits	14,900		14,900
Unrecognized tax benefits that would impact effective tax rate	$ 2,900		$ 2,900

Geographic Information (Details

Geographic Information (Details) $ in Thousands	3 Months Ended		6 Months Ended
	Jul. 31, 2020USD ($)	Jul. 31, 2019USD ($)	Jul. 31, 2020USD ($)segment	Jul. 31, 2019USD ($)	Jan. 31, 2020USD ($)
Revenues from External Customers and Long-Lived Assets [Line Items]
Number of operating segments | segment			1
Number of reportable segments | segment			1
Total revenue	$ 342,209	$ 235,612	$ 639,226	$ 449,574
Total long-lived assets	318,959		318,959		$ 278,126
U.S.
Revenues from External Customers and Long-Lived Assets [Line Items]
Total revenue	275,494	193,736	517,662	370,002
Total long-lived assets	216,110		216,110		182,288
International
Revenues from External Customers and Long-Lived Assets [Line Items]
Total revenue	66,715	$ 41,876	121,564	$ 79,572
Total long-lived assets	$ 102,849		$ 102,849		$ 95,838