DOCUSIGN, INC., 10-Q filed on 12/8/2022
Quarterly Report
v3.22.2.2
Cover Page - shares
 9 Months Ended
Oct. 31, 2022
Nov. 30, 2022
Cover [Abstract]    
Document Type 10-Q  
Document Quarterly Report true  
Document Period End Date Oct. 31, 2022  
Document Transition Report false  
Entity File Number 001-38465  
Entity Registrant Name DOCUSIGN, INC.  
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 $0.0001 per share  
Trading Symbol DOCU  
Security Exchange Name NASDAQ  
Entity Current Reporting Status Yes  
Entity Interactive Data Current Yes  
Entity Filer Category Large Accelerated Filer  
Entity Small Business false  
Entity Emerging Growth Company false  
Entity Shell Company false  
Entity Common Stock, Shares Outstanding   201,074,148
Entity Central Index Key 0001261333  
Current Fiscal Year End Date --01-31  
Amendment Flag false  
Document Fiscal Year Focus 2023  
Document Fiscal Period Focus Q3  
v3.22.2.2
CONDENSED CONSOLIDATED BALANCE SHEETS (Unaudited) - USD ($)
$ in Thousands
Oct. 31, 2022
Jan. 31, 2022
Current assets    
Cash and cash equivalents $ 632,620 $ 509,059
Investments—current 342,730 293,763
Accounts receivable, net of allowance for doubtful accounts of $5,203 and $5,807 as of October 31, 2022 and January 31, 2022 422,612 440,950
Contract assets—current 13,609 12,588
Prepaid expenses and other current assets 68,814 63,236
Total current assets 1,480,385 1,319,596
Investments—noncurrent 129,783 94,938
Property and equipment, net 196,127 184,664
Operating lease right-of-use assets 92,155 126,021
Goodwill 352,423 355,058
Intangible assets, net 75,232 98,816
Deferred contract acquisition costs—noncurrent 329,958 311,835
Other assets—noncurrent 75,521 50,337
Total assets 2,731,584 2,541,265
Current liabilities    
Accounts payable 47,176 52,804
Accrued expenses and other current liabilities 96,227 91,377
Accrued compensation 146,297 160,163
Convertible senior notes—current 36,921 0
Contract liabilities—current 1,088,197 1,029,891
Operating lease liabilities—current 34,713 37,404
Total current liabilities 1,449,531 1,371,639
Convertible senior notes, net—noncurrent 684,861 718,487
Contract liabilities—noncurrent 15,242 16,725
Operating lease liabilities—noncurrent 81,237 126,340
Deferred tax liability—noncurrent 10,400 9,316
Other liabilities—noncurrent 21,807 23,255
Total liabilities 2,263,078 2,265,762
Commitments and contingencies (Note 7)
Stockholders’ equity    
Preferred stock, $0.0001 par value; 10,000 shares authorized, 0 shares issued and outstanding as of October 31, 2022 and January 31, 2022 0 0
Common stock, $0.0001 par value; 500,000 shares authorized, 201,069 shares outstanding as of October 31, 2022; 500,000 shares authorized, 198,834 shares outstanding as of January 31, 2022 20 20
Treasury stock, at cost: 10 and 7 shares as of October 31, 2022 and January 31, 2022 (1,785) (1,532)
Additional paid-in capital 2,108,062 1,720,013
Accumulated other comprehensive loss (34,244) (4,809)
Accumulated deficit (1,603,547) (1,438,189)
Total stockholders’ equity 468,506 275,503
Total liabilities and stockholders' equity $ 2,731,584 $ 2,541,265
v3.22.2.2
CONDENSED CONSOLIDATED BALANCE SHEETS (Unaudited) (Parenthetical) - USD ($)
$ in Thousands
Oct. 31, 2022
Jan. 31, 2022
Statement of Financial Position [Abstract]    
Accounts receivable, allowance for credit loss $ 5,203 $ 5,807
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) 201,069,000 198,834,000
Treasury stock, shares (in shares) 10,000 7,000
v3.22.2.2
CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS AND COMPREHENSIVE LOSS (Unaudited) - USD ($)
shares in Thousands, $ in Thousands
 3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Revenue:        
Total revenue $ 645,463 $ 545,463 $ 1,856,339 $ 1,526,385
Cost of revenue:        
Total cost of revenue 129,542 115,975 398,662 334,997
Gross profit 515,921 429,488 1,457,677 1,191,388
Operating expenses:        
Sales and marketing 313,783 275,619 938,062 777,110
Research and development 115,934 102,603 354,693 282,670
General and administrative 85,553 54,624 224,587 168,314
Restructuring and other related charges 28,082 0 28,082 0
Total operating expenses 543,352 432,846 1,545,424 1,228,094
Loss from operations (27,431) (3,358) (87,747) (36,706)
Interest expense (1,456) (1,485) (4,737) (4,826)
Interest income and other income (expense), net 820 (940) (2,827) 4,034
Loss before provision for (benefit from) income taxes (28,067) (5,783) (95,311) (37,498)
Provision for (benefit from) income taxes 1,799 (107) 7,006 2,033
Net loss $ (29,866) $ (5,676) $ (102,317) $ (39,531)
Net loss per share attributable to common stockholders, basic (in usd per share) $ (0.15) $ (0.03) $ (0.51) $ (0.20)
Net loss per share attributable to common stockholders, diluted (in usd per share) $ (0.15) $ (0.03) $ (0.51) $ (0.20)
Weighted-average number of shares used in computing net loss per share attributable to common stockholders, basic (in shares) 201,393 197,597 200,569 195,996
Weighted-average number of shares used in computing net loss per share attributable to common stockholders, diluted (in shares) 201,393 197,597 200,569 195,996
Other comprehensive loss:        
Foreign currency translation loss, net of tax $ (6,787) $ (4,720) $ (23,641) $ (6,142)
Unrealized losses on investments, net of tax (3,011) (415) (5,794) (711)
Other comprehensive loss (9,798) (5,135) (29,435) (6,853)
Comprehensive loss (39,664) (10,811) (131,752) (46,384)
Stock-based compensation expense included in costs and expenses        
Stock-based compensation expense     392,765 290,536
Sales and marketing        
Stock-based compensation expense included in costs and expenses        
Stock-based compensation expense 57,925 49,663 166,574 134,720
Research and development        
Stock-based compensation expense included in costs and expenses        
Stock-based compensation expense 35,506 30,074 108,689 76,811
General and administrative        
Stock-based compensation expense included in costs and expenses        
Stock-based compensation expense 23,384 14,338 58,314 38,103
Restructuring and other related charges        
Stock-based compensation expense included in costs and expenses        
Stock-based compensation expense 5,590 0 5,590 0
Subscription        
Revenue:        
Total revenue 624,055 528,573 1,798,500 1,473,266
Cost of revenue:        
Total cost of revenue 102,524 84,579 315,614 247,105
Subscription | Cost of revenue        
Stock-based compensation expense included in costs and expenses        
Stock-based compensation expense 11,665 8,095 35,272 21,652
Professional services and other        
Revenue:        
Total revenue 21,408 16,890 57,839 53,119
Cost of revenue:        
Total cost of revenue 27,018 31,396 83,048 87,892
Professional services and other | Cost of revenue        
Stock-based compensation expense included in costs and expenses        
Stock-based compensation expense $ 6,767 $ 7,270 $ 18,327 $ 19,250
v3.22.2.2
CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS' EQUITY (Unaudited) - USD ($)
shares in Thousands, $ in Thousands
Total
Cumulative Adjustment
Common Stock
Additional Paid-In Capital
Additional Paid-In Capital
Cumulative Adjustment
Treasury Stock
Accumulated Other Comprehensive Income (Loss)
Accumulated Deficit
Accumulated Deficit
Cumulative Adjustment
Beginning balance (in shares) at Jan. 31, 2021     192,807            
Beginning balance at Jan. 31, 2021 $ 325,737 $ (73,905) $ 19 $ 1,702,254 $ (86,144) $ (1,048) $ 4,964 $ (1,380,452) $ 12,239
Increase (Decrease) in Stockholders' Equity [Roll Forward]                  
Settlement of convertible senior notes due in 2023 (in shares)     619            
Settlement of convertible senior notes due in 2023 (756)   $ 1 (757)          
Exercise of stock options (in shares)     1,468            
Exercise of stock options 21,176     21,176          
Settlement of restricted stock units and employee stock purchase plan (in shares)     2,586            
Tax withholding on net share settlement of restricted stock units and employee stock purchase plan (334,475)     (333,991)   (484)      
Employee stock purchase plan (in shares)     264            
Employee stock purchase plan 46,077     46,077          
Charitable donation of common stock (in shares)     10            
Charitable donation of common stock 3,000     3,000          
Employee stock-based compensation 299,099     299,099          
Net loss (39,531)             (39,531)  
Other comprehensive loss, net (6,853)           (6,853)    
Ending balance (in shares) at Oct. 31, 2021     197,754            
Ending balance at Oct. 31, 2021 239,569   $ 20 1,650,714   (1,532) (1,889) (1,407,744)  
Beginning balance (in shares) at Jul. 31, 2021     196,467            
Beginning balance at Jul. 31, 2021 211,876   $ 20 1,611,897   (1,219) 3,246 (1,402,068)  
Increase (Decrease) in Stockholders' Equity [Roll Forward]                  
Settlement of convertible senior notes due in 2023 (in shares)     32            
Settlement of convertible senior notes due in 2023 (32)     (32)          
Exercise of stock options (in shares)     357            
Exercise of stock options 9,358     9,358          
Settlement of restricted stock units and employee stock purchase plan (in shares)     767            
Tax withholding on net share settlement of restricted stock units and employee stock purchase plan (106,411)     (106,098)   (313)      
Employee stock purchase plan (in shares)     131            
Employee stock purchase plan 22,910     22,910          
Employee stock-based compensation 112,679     112,679          
Net loss (5,676)             (5,676)  
Other comprehensive loss, net (5,135)           (5,135)    
Ending balance (in shares) at Oct. 31, 2021     197,754            
Ending balance at Oct. 31, 2021 $ 239,569   $ 20 1,650,714   (1,532) (1,889) (1,407,744)  
Beginning balance (in shares) at Jan. 31, 2022 198,834   198,834            
Beginning balance at Jan. 31, 2022 $ 275,503   $ 20 1,720,013   (1,532) (4,809) (1,438,189)  
Increase (Decrease) in Stockholders' Equity [Roll Forward]                  
Exercise of stock options (in shares) 755   755            
Exercise of stock options $ 11,009     11,009          
Settlement of restricted stock units and employee stock purchase plan (in shares)     2,081            
Tax withholding on net share settlement of restricted stock units and employee stock purchase plan (69,079)     (68,826)   (253)      
Employee stock purchase plan (in shares)     534            
Employee stock purchase plan $ 36,526     36,526          
Repurchases of common stock (in shares) (1,100)   (1,135)            
Repurchases of common stock $ (63,041)             (63,041)  
Employee stock-based compensation 409,340     409,340          
Net loss (102,317)             (102,317)  
Other comprehensive loss, net $ (29,435)           (29,435)    
Ending balance (in shares) at Oct. 31, 2022 201,069   201,069            
Ending balance at Oct. 31, 2022 $ 468,506   $ 20 2,108,062   (1,785) (34,244) (1,603,547)  
Beginning balance (in shares) at Jul. 31, 2022     200,771            
Beginning balance at Jul. 31, 2022 407,131   $ 20 1,968,852   (1,648) (24,446) (1,535,647)  
Increase (Decrease) in Stockholders' Equity [Roll Forward]                  
Exercise of stock options (in shares)     36            
Exercise of stock options 383     383          
Settlement of restricted stock units and employee stock purchase plan (in shares)     733            
Tax withholding on net share settlement of restricted stock units and employee stock purchase plan (21,607)     (21,470)   (137)      
Employee stock purchase plan (in shares)     270            
Employee stock purchase plan $ 12,375     12,375          
Repurchases of common stock (in shares) (700)   (741)            
Repurchases of common stock $ (38,034)             (38,034)  
Employee stock-based compensation 147,922     147,922          
Net loss (29,866)             (29,866)  
Other comprehensive loss, net $ (9,798)           (9,798)    
Ending balance (in shares) at Oct. 31, 2022 201,069   201,069            
Ending balance at Oct. 31, 2022 $ 468,506   $ 20 $ 2,108,062   $ (1,785) $ (34,244) $ (1,603,547)  
v3.22.2.2
CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (Unaudited) - USD ($)
$ in Thousands
 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Cash flows from operating activities:    
Net loss $ (102,317) $ (39,531)
Adjustments to reconcile net loss to net cash provided by operating activities:    
Depreciation and amortization 63,976 61,163
Amortization of deferred contract acquisition and fulfillment costs 134,381 100,759
Amortization of debt discount and transaction costs 3,725 3,848
Non-cash operating lease costs 20,468 20,176
Stock-based compensation expense 392,765 290,536
Deferred income taxes 3,045 (2,360)
Other 13,540 5,598
Changes in operating assets and liabilities:    
Accounts receivable 18,338 17,969
Prepaid expenses and other current assets (7,593) (12,890)
Deferred contract acquisition and fulfillment costs (161,620) (147,946)
Other assets (15,707) (11,290)
Accounts payable (1,739) 6,703
Accrued expenses and other liabilities 873 11,886
Accrued compensation (15,827) (22,781)
Contract liabilities 56,824 161,047
Operating lease liabilities (33,430) (24,212)
Net cash provided by operating activities 369,702 418,675
Cash flows from investing activities:    
Cash paid for acquisition, net of acquired cash 0 (6,388)
Purchases of marketable securities (402,249) (302,762)
Sales of marketable securities 0 3,070
Maturities of marketable securities 311,769 193,071
Purchases of strategic and other investments (3,625) (750)
Purchases of property and equipment (53,590) (43,926)
Net cash used in investing activities (147,695) (157,685)
Cash flows from financing activities:    
Repayments of convertible senior notes (16) (64,835)
Repurchases of common stock (63,041) 0
Payment of tax withholding obligation on net RSU settlement and ESPP purchase (67,120) (323,109)
Proceeds from exercise of stock options 11,009 21,176
Proceeds from employee stock purchase plan 36,526 46,077
Net cash used in financing activities (82,642) (320,691)
Effect of foreign exchange on cash, cash equivalents and restricted cash (14,652) (2,472)
Net increase (decrease) in cash, cash equivalents and restricted cash 124,713 (62,173)
Cash, cash equivalents and restricted cash at beginning of period [1] 509,679 566,336
Cash, cash equivalents and restricted cash at end of period [1] 634,392 504,163
Supplemental disclosure:    
Cash paid for interest 185 349
Cash paid for operating lease liabilities 28,063 30,178
Cash paid for income taxes 5,630 5,637
Non-cash investing and financing activities:    
Property and equipment in accounts payable and accrued expenses and other current liabilities 726 9,128
Operating lease right-of-use assets exchanged for lease obligations 930 0
Fair value of shares issued as part of the repayments of convertible senior notes $ 2 $ 142,501
[1] $1.8 million of restricted cash was included in Other assets—noncurrent at October 31, 2022. $0.6 million of restricted cash was included in both Prepaid expenses and other current assets and Other assets—noncurrent at January 31, 2022. $0.3 million of restricted cash was included in Prepaid expenses and other current assets at October 31, 2021, and in Other assets—noncurrent at January 31, 2021.
v3.22.2.2
CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (Unaudited) (Parenthetical) - USD ($)
$ in Millions
Oct. 31, 2022
Jan. 31, 2022
Oct. 31, 2021
Jan. 31, 2021
Statement of Cash Flows [Abstract]        
Restricted cash, noncurrent $ 1.8 $ 0.6   $ 0.3
restricted cash, current     $ 0.3  
v3.22.2.2
Summary of Significant Accounting Policies
 9 Months Ended
Oct. 31, 2022
Accounting Policies [Abstract]  
Summary of Significant Accounting Policies Summary of Significant Accounting Policies
Organization and Description of Business

DocuSign, Inc. (“we,” “our”, “us”, or “Company”) was incorporated in the State of Washington in April 2003. We merged with and into DocuSign, Inc., a Delaware corporation, in March 2015.

We provide a platform that enables businesses of all sizes to digitally prepare, sign, act on and manage agreements, thereby simplifying and accelerating the process of doing business.

Basis of Presentation and Principles of Consolidation

Our condensed consolidated financial statements include those of DocuSign, Inc. and our subsidiaries. All intercompany accounts and transactions have been eliminated in consolidation. The accompanying condensed consolidated financial statements have been prepared in accordance with United States (“U.S.”) generally accepted accounting principles (“GAAP”) for interim financial information. Certain information and note disclosures normally included in the financial statements prepared in accordance with U.S. GAAP have been condensed or omitted pursuant to the applicable rules and regulations of the Securities and Exchange Commission (“SEC”). Therefore, these unaudited interim consolidated financial statements should be read in conjunction with the consolidated financial statements and related notes included in our fiscal 2022 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, 2022 was derived from audited financial statements but does not include all disclosures required by U.S. GAAP. The results of operations for the three and nine months ended October 31, 2022 are not necessarily indicative of the results to be expected for the year ending January 31, 2023.

Our fiscal year ends on January 31. References to fiscal 2023, for example, are to the fiscal year ending January 31, 2023.

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 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 fair value 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 COVID-19 pandemic and related developments have created and may continue to create significant uncertainty in global financial markets, which may decrease technology spending, depress demand for our products and harm our business and results of operations. As of the date of issuance of the financial statements, we are not aware of any specific event or circumstance that would require us to update our estimates or judgments or revise the carrying value of our assets or liabilities, except for certain subleases that resulted in impairment losses of $3.9 million on operating lease right-of-use assets recorded during the nine months ended October 31, 2021. These estimates may change as new events occur and additional information is obtained, which could be recognized in the condensed consolidated financial statements as soon as they become known. Actual results could differ from those estimates and any such differences may be material to our financial statements.
Significant Accounting Policies

There have been no changes to our significant accounting policies described in our fiscal 2022 Annual Report on Form 10-K that have had a material impact on our condensed consolidated financial statements and related notes.
v3.22.2.2
Revenue
 9 Months Ended
Oct. 31, 2022
Revenue from Contract with Customer [Abstract]  
Revenue Revenue
Subscription revenue is recognized over time and accounted for approximately 97% of our revenue for both the three and nine months ended October 31, 2022 and 2021.

Performance Obligations
    
As of October 31, 2022, the amount of the transaction price allocated to remaining performance obligations for contracts greater than one year was $1.7 billion. We expect to recognize 58% of the transaction price allocated to remaining performance obligations within the 12 months following October 31, 2022 in our condensed consolidated statement of operations and comprehensive loss.

Contract Balances

Contract assets represent amounts for which we have recognized revenue, pursuant to our revenue recognition policy, for contracts that have not yet been fully invoiced to our customers where there remains a performance obligation, typically for our multi-year arrangements. Total contract assets were $13.6 million and $12.6 million as of October 31, 2022 and January 31, 2022. The change in contract assets reflects the difference in timing between the satisfaction of our remaining performance obligations and our contractual right to bill our customers.

Contract liabilities consist of deferred revenue and include payments received in advance of performance under the contract. Such amounts are generally recognized as revenue over the contractual period. For the nine months ended October 31, 2022 and 2021, we recognized revenue of $951.2 million and $730.7 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.

Geographic Information

Revenue by geography is based on the address of the customer as specified in our master subscription agreements with our customers. Revenue by geographic area was as follows:
Three Months Ended October 31,Nine Months Ended October 31,
(in thousands)2022202120222021
U.S.$488,280 $417,296 $1,401,355 $1,183,601 
International157,183 128,167 454,984 342,784 
Total revenue$645,463 $545,463 $1,856,339 $1,526,385
Deferred Contract Acquisition and Fulfillment CostsThe following table represents a rollforward of our deferred contract acquisition and fulfillment costs:
Nine Months Ended October 31,
(in thousands)20222021
Deferred Contract Acquisition Costs:
Beginning balance$315,158 $262,519 
Additions to deferred contract acquisition costs127,071 124,688 
Amortization of deferred contract acquisition costs(99,535)(82,043)
Cumulative translation adjustment(8,001)(2,312)
Ending balance$334,693 $302,852 
Deferred Contract Fulfillment Costs:
Beginning balance$19,088 $12,506 
Additions to deferred contract fulfillment costs34,548 23,258 
Amortization of deferred contract fulfillment costs(34,846)(18,695)
Cumulative translation adjustment(1,088)— 
Ending balance$17,702 $17,069 
v3.22.2.2
Fair Value Measurements
 9 Months Ended
Oct. 31, 2022
Fair Value Disclosures [Abstract]  
Fair Value Measurements Fair Value Measurements
The following table summarizes our financial assets that are measured at fair value on a recurring basis:
October 31, 2022
(in thousands)Amortized CostGross Unrealized GainsGross Unrealized LossesEstimated Fair Value
Level 1:
Cash equivalents(1)
Money market funds$2,941 $— $— $2,941 
Level 2:
Cash equivalents(1)
Commercial paper24,901 — (15)24,886 
Available-for-sale securities
Commercial paper126,481 — (762)125,719 
Corporate notes and bonds323,071 — (5,930)317,141 
Municipal notes and bonds7,976 — (107)7,869 
U.S. governmental securities22,311 — (527)21,784 
Level 2 total504,740 — (7,341)497,399 
Total$507,681 $— $(7,341)$500,340 
January 31, 2022
(in thousands)Amortized CostGross Unrealized GainsGross Unrealized LossesEstimated Fair Value
Level 1:
Cash equivalents(1)
Money market funds$110,716 $— $— $110,716 
Level 2:
Cash equivalents(1)
Commercial paper3,499 — — 3,499 
Available-for-sale securities
Commercial paper126,371 1 (175)126,197 
Corporate notes and bonds243,840 — (1,296)242,544 
U.S. governmental securities20,036 — (76)19,960 
Level 2 total393,746 1 (1,547)392,200 
Total$504,462 $1 $(1,547)$502,916 

(1) Included in “cash and cash equivalents” in our consolidated balance sheets as of October 31, 2022 and January 31, 2022, in addition to cash of $604.8 million and $394.9 million.

We use quoted prices in active markets for identical assets to determine the fair value of our Level 1 investments. The fair value of our Level 2 investments is determined using pricing based on quoted market prices or alternative market observable inputs. The fair value of our Level 3 investments is determined based on an income approach using unobservable inputs.
The fair value of our available-for-sale securities as of October 31, 2022, by remaining contractual maturities, were as follows (in thousands):
Due in one year or less$342,730 
Due in one to two years129,783 
$472,513 

As of October 31, 2022 and January 31, 2022, securities in an unrealized loss position were, individually and in aggregate, not material. An allowance for credit losses was deemed unnecessary for these securities, given the extent of the unrealized loss positions as well as the issuers' high credit ratings and consistent payment history.

We had no liabilities measured at fair value on a recurring basis as of October 31, 2022 and January 31, 2022.

Convertible Senior Notes

We estimated the fair value of the convertible senior notes based on the quoted market prices in an inactive market on the last trading day of the reporting period (Level 2). The Notes are recorded at face value less unamortized debt discount and transaction costs as “Convertible senior notes, net—noncurrent” on our condensed consolidated balance sheets. Refer to Note 6 for further information.

(in thousands)October 31, 2022January 31, 2022
0.5% Convertible Senior Notes due in 2023
Aggregate principal amount$37,083 $37,099 
Fair value amount36,816 65,440 
0% Convertible Senior Notes due in 2024
Aggregate principal amount$690,000 $690,000 
Fair value amount649,152 656,363 
v3.22.2.2
Property and Equipment, Net
 9 Months Ended
Oct. 31, 2022
Property, Plant and Equipment [Abstract]  
Property and Equipment, Net Property and Equipment, Net
Property and equipment consisted of the following:
(in thousands)October 31, 2022January 31, 2022
Computer and network equipment$133,346 $127,799 
Software, including capitalized software development costs84,508 82,537 
Furniture and office equipment20,721 20,939 
Leasehold improvements79,013 79,811 
317,588 311,086 
Less: Accumulated depreciation(202,897)(170,261)
114,691 140,825 
Work in progress81,436 43,839 
     Total$196,127 $184,664 

Depreciation and amortization expense associated with property and equipment was $16.4 million and $14.2 million for the three months ended October 31, 2022 and 2021, and $48.2 million and $42.0 million for the nine months ended October 31, 2022 and 2021. This included amortization expense related to capitalized internally-developed software costs of $4.1 million and $2.5 million for the three months ended October 31, 2022 and 2021, and $13.9 million and $6.6 million for the nine months ended October 31, 2022 and 2021.

For the three months ended October 31, 2022 and 2021, we capitalized $20.7 million and $9.5 million of internally developed software, including $6.1 million and $2.5 million of capitalized stock-based compensation expense in the three months ended October 31, 2022 and 2021. For the nine months ended October 31, 2022 and 2021, we
capitalized $47.7 million and $26.6 million of internally developed software, including $13.8 million and $6.7 million of capitalized stock-based compensation expense in the nine months ended October 31, 2022 and 2021.
v3.22.2.2
Deferred Contract Acquisition and Fulfillment Costs
 9 Months Ended
Oct. 31, 2022
Revenue from Contract with Customer [Abstract]  
Deferred Contract Acquisition and Fulfillment Costs Revenue
Subscription revenue is recognized over time and accounted for approximately 97% of our revenue for both the three and nine months ended October 31, 2022 and 2021.

Performance Obligations
    
As of October 31, 2022, the amount of the transaction price allocated to remaining performance obligations for contracts greater than one year was $1.7 billion. We expect to recognize 58% of the transaction price allocated to remaining performance obligations within the 12 months following October 31, 2022 in our condensed consolidated statement of operations and comprehensive loss.

Contract Balances

Contract assets represent amounts for which we have recognized revenue, pursuant to our revenue recognition policy, for contracts that have not yet been fully invoiced to our customers where there remains a performance obligation, typically for our multi-year arrangements. Total contract assets were $13.6 million and $12.6 million as of October 31, 2022 and January 31, 2022. The change in contract assets reflects the difference in timing between the satisfaction of our remaining performance obligations and our contractual right to bill our customers.

Contract liabilities consist of deferred revenue and include payments received in advance of performance under the contract. Such amounts are generally recognized as revenue over the contractual period. For the nine months ended October 31, 2022 and 2021, we recognized revenue of $951.2 million and $730.7 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.

Geographic Information

Revenue by geography is based on the address of the customer as specified in our master subscription agreements with our customers. Revenue by geographic area was as follows:
Three Months Ended October 31,Nine Months Ended October 31,
(in thousands)2022202120222021
U.S.$488,280 $417,296 $1,401,355 $1,183,601 
International157,183 128,167 454,984 342,784 
Total revenue$645,463 $545,463 $1,856,339 $1,526,385
Deferred Contract Acquisition and Fulfillment CostsThe following table represents a rollforward of our deferred contract acquisition and fulfillment costs:
Nine Months Ended October 31,
(in thousands)20222021
Deferred Contract Acquisition Costs:
Beginning balance$315,158 $262,519 
Additions to deferred contract acquisition costs127,071 124,688 
Amortization of deferred contract acquisition costs(99,535)(82,043)
Cumulative translation adjustment(8,001)(2,312)
Ending balance$334,693 $302,852 
Deferred Contract Fulfillment Costs:
Beginning balance$19,088 $12,506 
Additions to deferred contract fulfillment costs34,548 23,258 
Amortization of deferred contract fulfillment costs(34,846)(18,695)
Cumulative translation adjustment(1,088)— 
Ending balance$17,702 $17,069 
v3.22.2.2
Debt
 9 Months Ended
Oct. 31, 2022
Debt Disclosure [Abstract]  
Debt Debt
Convertible Senior Notes

In September 2018, we issued $575.0 million in aggregate principal amount of the 0.5% Convertible Senior Notes due in 2023 (“2023 Notes”). The net proceeds from the issuance of the 2023 Notes were $560.8 million after deducting the initial purchasers’ discounts and transaction costs. Based upon the reported sales price of our common stock, the 2023 Notes became convertible on August 1, 2020 and continued to be convertible through July 31, 2022. During the three months ended October 31, 2022, the 2023 Notes did not meet the conversion terms and are not convertible.

In January 2021, we issued $690.0 million in aggregate principal amount of the 0% Convertible Senior Notes due in 2024 (“2024 Notes,” and together with the 2023 Notes, the “Notes”). The net proceeds from the issuance of the 2024 Notes were $677.3 million after deducting the initial purchasers’ discounts and transaction costs. As of October 31, 2022, the conversion conditions for the 2024 Notes described in our fiscal 2022 Annual Report on Form 10-K were not met.

Conversions of the 2023 Notes

In the three months ended October 31, 2022, we did not receive conversion notices on our 2023 Notes. Settlements were immaterial during the nine months ended October 31, 2022. The 2023 Notes are within one year of maturity and are therefore classified as current liability in our consolidated balance sheets as of October 31, 2022.
The net carrying amounts of the Notes were as follows:
(in thousands)October 31, 2022January 31, 2022
2023 Notes:
Principal$37,083 $37,099 
Less: unamortized transaction costs(162)(303)
Net carrying value of current and noncurrent liability component$36,921 $36,796 
2024 Notes:
Principal$690,000 $690,000 
Less: unamortized transaction costs(5,138)(8,309)
Net carrying value of noncurrent liability component$684,862 $681,691 

The effective interest rate on the 2023 Notes was 1.0%. The effective interest rate on the 2024 notes was 0.6%. Interest expense recognized related to the Notes was as follows:
Three Months Ended October 31,Nine Months Ended October 31,
(in thousands)2022202120222021
Contractual interest expense$46 $41 $139 $143 
Amortization of transaction costs1,105 1,116 3,309 3,432 
Total$1,151 $1,157 $3,448 $3,575 

Capped Calls

To minimize the potential economic dilution to our common stock upon conversion of the Notes, we entered into privately-negotiated capped call transactions (“Capped Calls”) with certain counterparties.

The material terms of the capped call transactions were as follows:
(in thousands, except per share amounts)2023 Notes2024 Notes
Aggregate cost of capped calls$67,563 $31,395 
Initial strike price per share (1)
$71.50 $420.24 
Initial cap price per share (1)
$110.00 $525.30 
Shares of our common stock covered by the capped calls (1)
8,042 1,642 
(1) Subject to adjustments for certain events, such as merger events and tender offers, and anti-dilution adjustments

Impact on Loss Per Share

In periods when we have net income, the shares of our common stock subject to the Notes outstanding during the period are included in our diluted earnings per share under the if-converted method. Capped Calls are excluded from the calculation of diluted earnings per share, as they would be antidilutive.

Upon conversion, there will be no economic dilution from the Notes unless the market price of our common stock exceeds the cap prices listed above in the Capped Calls section, as exercise of the Capped Calls offsets any dilution from the Notes from the conversion price up to the cap price. As of October 31, 2022, the market price of our common stock did not exceed the $110.00 per share cap price associated with the 2023 Notes nor the $525.30 cap price associated with the 2024 Notes; therefore, the Notes would not have caused economic dilution if converted.

Revolving Credit Facility

In January 2021, we entered into a credit agreement with a syndicate of banks. The credit agreement extended a senior secured revolving credit facility (the “Credit Facility”) to us in an aggregate principal amount of $500.0 million, which amount may be increased by an additional $250.0 million subject to the terms of the credit agreement. We may use the proceeds of future borrowings under the credit facility to finance working capital, for capital expenditures and for other general corporate purposes, including permitted acquisitions.
The Credit Facility matures in January 2026 and requires us to comply with customary affirmative and negative covenants. We were in compliance with all covenants as of October 31, 2022. As of October 31, 2022, there were no outstanding borrowings under the Credit Facility. The Credit Facility is subject to customary fees for loan facilities of this type, including ongoing commitment fees at a rate between 0.25% and 0.30% per annum on the daily undrawn balance.
v3.22.2.2
Commitments and Contingencies
 9 Months Ended
Oct. 31, 2022
Commitments and Contingencies Disclosure [Abstract]  
Commitments and Contingencies Commitments and Contingencies
As of October 31, 2022, we had outstanding unused letters of credit associated with our various operating leases totaling $5.3 million.

We have entered into certain noncancellable contractual arrangements that require future purchases of goods and services. These arrangements primarily relate to cloud infrastructure support and sales and marketing activities. As of October 31, 2022, the future noncancellable minimum payments due under these contractual obligations with a remaining term of more than one year were as follows:
Fiscal Period:Amount (in thousands)
2023, remainder$16,522 
202447,669 
202525,138 
202611,762 
20274,899 
Thereafter3,284 
Total$109,274 

In May 2022, the Company entered into an agreement with a public cloud computing service provider. Under the agreement, the minimum commitment is $175.0 million through fiscal 2028. As of October 31, 2022, the remaining commitment was $165.5 million. The remaining commitment is excluded from the table above.

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 October 31, 2022, and January 31, 2022. 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.

DocuSign, Inc. Securities Litigation and Related Derivative Litigation

On February 8, 2022, a putative securities class action was filed in the U.S. District Court for the Northern District of California, captioned Weston v. DocuSign, Inc., et al., Case No. 3:22-cv-00824, naming DocuSign and certain of our current and former officers as defendants. An amended complaint was filed on July 8, 2022. As amended, the suit purports to allege claims under Sections 10(b) and 20(a) of the Securities Exchange Act of 1934, and Rule 10b-5 promulgated thereunder, based on allegedly false and misleading statements about our business and prospects during the course of the COVID-19 pandemic. As amended, the suit is purportedly brought on behalf of purchasers of our
securities between June 4, 2020 and June 9, 2022. We moved to dismiss the amended complaint on September 16, 2022.

An earlier action alleging similar claims against the same defendants, captioned Collins v. DocuSign, Inc., et al., Case No. 3:22-cv-00851, filed in the Eastern District of New York and subsequently transferred to the Northern District of California, was voluntarily dismissed on February 14, 2022.

Four putative shareholder derivative cases have been filed containing allegations based on or similar to those in the securities class action. The cases were filed on May 17, 2022, in the U.S. District Court for the District of Delaware, captioned Potteti v. Springer, et al., Case No. 1:22-cv-00652; on May 19, 2022 in the U.S. District Court for the Northern District of California, captioned Lapin v. Springer, et al., Case No. 3:22-cv-02980; on May 20, 2022, in the U.S. District Court for the Northern District of California, captioned Votto v. Springer, et al., Case No. 3:22-cv-02987; and on September 20, 2022 in the U.S. District Court for the Northern District of California, captioned Fox v. Springer, et al., Case No. 3:22-cv-05343. Each case is allegedly brought on the Company’s behalf. The suits name the Company as a nominal defendant and, depending on the particular case, the members of our board of directors or, in certain instances, current or former officers, as defendants. While the complaints vary, they are based largely on the same underlying allegations as the securities class action suit described above, as well as, in certain instances, alleged insider trading. Collectively, these lawsuits purport to assert claims for, among other things, breach of fiduciary duty, aiding and abetting such breach, corporate waste, unjust enrichment, and under Sections 10(b) and 21D of the Securities Exchange Act of 1934. The complaints seek to recover unspecified damages and other relief on the Company’s behalf. By court order dated July 19, 2022, the two cases in the Northern District of California (Lapin and Votto) have been consolidated and stayed in light of the securities class action and no response to the complaints in the action will be due unless and until the stay is lifted. The third case in the Northern District of California (Fox) was related to the other derivative suits and assigned to the same judge, and was similarly stayed by order of the court on December 2, 2022. The Delaware suit (Potteti) was voluntarily dismissed on September 1, 2022, and then re-filed in the Delaware Court of Chancery on September 22, 2022, under the caption Pottetti v. Springer, et al., Case No. C.A. 2022-0852-PAF. The Delaware Court of Chancery issued an order on September 30, 2022 staying the action in light of the securities class action and no response to the complaint will be due unless and until the stay is lifted.

DocuSign Civil Litigation

On October 25, 2022, an action was filed in the Delaware Court of Chancery, captioned Daniel D. Springer v. Mary Agnes Wilderotter and DocuSign, Inc., Civil Action No. 2022-0963-LWW, concerning Mr. Springer’s resignation from our board of directors ("Board"). Mr. Springer is seeking relief determining that he did not resign from his position on our Board and remains a director, and for an award of attorneys’ fees and costs associated with the civil action. The Company maintains that Mr. Springer previously resigned from his position on our Board (as previously disclosed on a Current Report on Form 8-K filed on October 11, 2022), is no longer a director, and is not entitled to any relief. Additionally, our Board Chair, Mary Agnes Wilderotter, is named as a defendant, although Mr. Springer seeks no separate relief from her. On November 15, 2022, the Delaware Court of Chancery issued a status quo order providing that until the first business day following the Chancery Court’s final judgment on the merits in such litigation, our board of directors will consist of the following nine individuals: Teresa Briggs, Blake J. Irving, Mr. Springer, James Beer, Cain A. Hayes, Enrique Salem, Peter Solvik, Allan Thygesen and Ms. Wilderotter. The case is currently set for trial in March 2023. We served an answer to the complaint and moved to dismiss Defendant Wilderotter from the case on November 23, 2022.
v3.22.2.2
Stockholders' Equity
 9 Months Ended
Oct. 31, 2022
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”).

As of October 31, 2022, 40.1 million shares of our common stock were available for issuance under the 2018 Plan.
Restricted Stock Units

Restricted stock unit (“RSU”) activity for the nine months ended October 31, 2022 was as follows:
(in thousands, except per share data)Number of UnitsWeighted-Average Grant Date Fair Value
Unvested at January 31, 20227,843 $146.52 
Granted16,211 67.67 
Vested(3,286)108.02 
Canceled(3,096)120.24 
Unvested at October 31, 202217,672 $85.82 

As of October 31, 2022, the weighted-average grant date fair value of unvested RSUs subject to market-based vesting conditions was $97.5 million.

As of October 31, 2022, our total unrecognized compensation cost related to RSUs was $1.1 billion. We expect to recognize this expense over the remaining weighted-average period of approximately 3.2 years.

Stock Options
    
Option activity for the nine months ended October 31, 2022 was as follows:
(in thousands, except years and per share data)Number of OptionsWeighted-Average Exercise Price Per ShareWeighted-Average Remaining Contractual Term (Years)Aggregate Intrinsic Value
Outstanding at January 31, 2022, all vested and exercisable3,105 $16.41 4.45$339,286 
Exercised(755)14.57 
Canceled/expired(10)17.25 
Outstanding at October 31, 2022, all vested and exercisable2,340 $17.00 3.71$73,161 

As of October 31, 2022, there was no remaining unrecognized compensation cost related to stock option grants.

2018 Employee Stock Purchase Plan

The Employee Stock Purchase Plan (“ESPP”) allows eligible employees to purchase shares of our common stock at a discounted price, normally through payroll deductions, subject to the terms of the ESPP and applicable law. As of October 31, 2022, 9.4 million shares of our common stock were reserved for issuance under the ESPP.

Compensation expense related to the ESPP was $5.4 million and $4.8 million for the three months ended October 31, 2022 and 2021, and $17.3 million and $13.9 million for the nine months ended October 31, 2022 and 2021.

Stock Repurchase Program

In March 2022, our board of directors authorized a stock repurchase program of up to $200.0 million of our outstanding common stock. During the three months ended October 31, 2022, we repurchased and cancelled 0.7 million shares of common stock at an average price of $51.28 per share, for an aggregate amount of $38.0 million. During the nine months ended October 31, 2022, we repurchased and cancelled 1.1 million shares of common stock at an average price of $55.52 per share, for an aggregate amount of $63.0 million.
v3.22.2.2
Restructuring and Other Related Charges
 9 Months Ended
Oct. 31, 2022
Restructuring and Related Activities [Abstract]  
Restructuring and Other Related Charges Restructuring and Other Related Charges
During the third quarter of fiscal 2023, the Board of Directors authorized a restructuring plan (the “Restructuring Plan”) that is designed to improve operating margin and support our growth, scale and profitability objectives. We expect to incur costs associated with the Restructuring Plan related to employee termination benefits and other costs mainly in the third and fourth quarters of fiscal 2023. These amounts will be recorded to the Restructuring and other related charges within our consolidated statements of operations and comprehensive loss as they are incurred.

For the three months and nine months ended October 31, 2022, restructuring and other related charges were $28.1 million, and primarily composed of $27.0 million for employee termination benefits, which included stock-based compensation expense of $5.6 million.

The following table summarizes our restructuring liabilities during the nine months ended October 31, 2022:
(in thousands)January 31, 2022AccrualsCash PaymentsOctober 31, 2022
Employee termination benefits$— $21,027 $(17,621)$3,406 
Other— 830 — 830 
Total$— $21,857 $(17,621)$4,236 
v3.22.2.2
Net Loss per Share Attributable to Common Stockholders
 9 Months Ended
Oct. 31, 2022
Earnings Per Share [Abstract]  
Net Loss per Share Attributable to Common Stockholders Net Loss per Share Attributable to Common Stockholders
The following table presents the calculation of basic and diluted net loss per share attributable to common stockholders for periods presented:
Three Months Ended October 31,Nine Months Ended October 31,
(in thousands, except per share data)2022202120222021
Numerator:
Net loss attributable to common stockholders$(29,866)$(5,676)$(102,317)$(39,531)
Denominator:
Weighted-average common shares outstanding201,393 197,597 200,569 195,996 
Net loss per share attributable to common stockholders:
Basic and diluted$(0.15)$(0.03)$(0.51)$(0.20)

Outstanding potentially dilutive securities that were excluded from the diluted per share calculations because they would have been antidilutive are as follows:
October 31,
(in thousands)20222021
RSUs15,201 8,739 
Stock options2,340 3,330 
ESPP551 136 
Convertible senior notes2,161 2,344 
Total antidilutive securities20,253 14,549 
v3.22.2.2
Income Taxes
 9 Months Ended
Oct. 31, 2022
Income Tax Disclosure [Abstract]  
Income Taxes Income Taxes
Our tax provision from income taxes for interim periods is determined using an estimate of our annual effective tax rate, adjusted for discrete items, if any, that are taken into account in the relevant period. Each quarter, we update our estimate of the annual effective tax rate, and if our estimated tax rate changes, we make a cumulative adjustment. There were no material discrete items in the quarter.

Our income tax provision was $1.8 million and income tax benefit was $0.1 million for the three months ended October 31, 2022 and 2021. Our income tax provision was $7.0 million and $2.0 million for the nine months ended October 31, 2022 and 2021.
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 our operating results. In the event we determine our deferred tax assets are realizable based on our assessment of relevant factors, an adjustment to the valuation allowance may increase income in the period such determination is made.

As of October 31, 2022, our gross unrecognized tax benefits totaled $51.4 million, excluding related accrued interest and penalties, of which $12.8 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 estimate that the total unrecognized tax benefits could decrease by $3.9 million within the next 12 months.

We are subject to taxation in the U.S. and various foreign jurisdictions. Our tax years from inception in 2003 through October 31, 2022 remain subject to examination by U.S. and California taxing authorities, as well as taxing authorities in various other state and foreign jurisdictions. We are under examination by the Israel Tax Authority for the period January 1, 2016 through January 31, 2021. We are not under examination in any other material jurisdiction. We believe that adequate amounts have been reserved in all jurisdictions.
v3.22.2.2
Summary of Significant Accounting Policies (Policies)
 9 Months Ended
Oct. 31, 2022
Accounting Policies [Abstract]  
Principles of Consolidation Our condensed consolidated financial statements include those of DocuSign, Inc. and our subsidiaries. All intercompany accounts and transactions have been eliminated in consolidation. The accompanying condensed consolidated financial statements have been prepared in accordance with United States (“U.S.”) generally accepted accounting principles (“GAAP”) for interim financial information. Certain information and note disclosures normally included in the financial statements prepared in accordance with U.S. GAAP have been condensed or omitted pursuant to the applicable rules and regulations of the Securities and Exchange Commission (“SEC”). Therefore, these unaudited interim consolidated financial statements should be read in conjunction with the consolidated financial statements and related notes included in our fiscal 2022 Annual Report on Form 10-K.
Basis of Presentation Our condensed consolidated financial statements are unaudited and have been prepared on a basis consistent with that used to prepare the audited annual consolidated financial statements and, in our opinion, include all adjustments of a normal recurring nature necessary for the fair statement of our financial position, results of operations and cash flows. Our condensed consolidated balance sheet as of January 31, 2022 was derived from audited financial statements but does not include all disclosures required by U.S. GAAP. The results of operations for the three and nine months ended October 31, 2022 are not necessarily indicative of the results to be expected for the year ending January 31, 2023.
Fiscal Year Our fiscal year ends on January 31. References to fiscal 2023, for example, are to the fiscal year ending January 31, 2023.
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 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 fair value 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.
v3.22.2.2
Revenue (Tables)
 9 Months Ended
Oct. 31, 2022
Revenue from Contract with Customer [Abstract]  
Revenues by Geographic Area Revenue by geographic area was as follows:
Three Months Ended October 31,Nine Months Ended October 31,
(in thousands)2022202120222021
U.S.$488,280 $417,296 $1,401,355 $1,183,601 
International157,183 128,167 454,984 342,784 
Total revenue$645,463 $545,463 $1,856,339 $1,526,385
v3.22.2.2
Fair Value Measurements (Tables)
 9 Months Ended
Oct. 31, 2022
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:
October 31, 2022
(in thousands)Amortized CostGross Unrealized GainsGross Unrealized LossesEstimated Fair Value
Level 1:
Cash equivalents(1)
Money market funds$2,941 $— $— $2,941 
Level 2:
Cash equivalents(1)
Commercial paper24,901 — (15)24,886 
Available-for-sale securities
Commercial paper126,481 — (762)125,719 
Corporate notes and bonds323,071 — (5,930)317,141 
Municipal notes and bonds7,976 — (107)7,869 
U.S. governmental securities22,311 — (527)21,784 
Level 2 total504,740 — (7,341)497,399 
Total$507,681 $— $(7,341)$500,340 
January 31, 2022
(in thousands)Amortized CostGross Unrealized GainsGross Unrealized LossesEstimated Fair Value
Level 1:
Cash equivalents(1)
Money market funds$110,716 $— $— $110,716 
Level 2:
Cash equivalents(1)
Commercial paper3,499 — — 3,499 
Available-for-sale securities
Commercial paper126,371 1 (175)126,197 
Corporate notes and bonds243,840 — (1,296)242,544 
U.S. governmental securities20,036 — (76)19,960 
Level 2 total393,746 1 (1,547)392,200 
Total$504,462 $1 $(1,547)$502,916 

(1) Included in “cash and cash equivalents” in our consolidated balance sheets as of October 31, 2022 and January 31, 2022, in addition to cash of $604.8 million and $394.9 million.
Fair Value of Available-for-sale Marketable Securities by Remaining Contractual Maturities The fair value of our available-for-sale securities as of October 31, 2022, by remaining contractual maturities, were as follows (in thousands):
Due in one year or less$342,730 
Due in one to two years129,783 
$472,513 
Schedule of Convertible Senior Notes
(in thousands)October 31, 2022January 31, 2022
0.5% Convertible Senior Notes due in 2023
Aggregate principal amount$37,083 $37,099 
Fair value amount36,816 65,440 
0% Convertible Senior Notes due in 2024
Aggregate principal amount$690,000 $690,000 
Fair value amount649,152 656,363 
v3.22.2.2
Property and Equipment, Net (Tables)
 9 Months Ended
Oct. 31, 2022
Property, Plant and Equipment [Abstract]  
Schedule of Property and Equipment Property and equipment consisted of the following:
(in thousands)October 31, 2022January 31, 2022
Computer and network equipment$133,346 $127,799 
Software, including capitalized software development costs84,508 82,537 
Furniture and office equipment20,721 20,939 
Leasehold improvements79,013 79,811 
317,588 311,086 
Less: Accumulated depreciation(202,897)(170,261)
114,691 140,825 
Work in progress81,436 43,839 
     Total$196,127 $184,664 
v3.22.2.2
Deferred Contract Acquisition and Fulfillment Costs (Tables)
 9 Months Ended
Oct. 31, 2022
Revenue from Contract with Customer [Abstract]  
Schedule of Deferred Contract Costs The following table represents a rollforward of our deferred contract acquisition and fulfillment costs:
Nine Months Ended October 31,
(in thousands)20222021
Deferred Contract Acquisition Costs:
Beginning balance$315,158 $262,519 
Additions to deferred contract acquisition costs127,071 124,688 
Amortization of deferred contract acquisition costs(99,535)(82,043)
Cumulative translation adjustment(8,001)(2,312)
Ending balance$334,693 $302,852 
Deferred Contract Fulfillment Costs:
Beginning balance$19,088 $12,506 
Additions to deferred contract fulfillment costs34,548 23,258 
Amortization of deferred contract fulfillment costs(34,846)(18,695)
Cumulative translation adjustment(1,088)— 
Ending balance$17,702 $17,069 
v3.22.2.2
Debt (Tables)
 9 Months Ended
Oct. 31, 2022
Debt Disclosure [Abstract]  
Schedule of Convertible Debt The net carrying amounts of the Notes were as follows:
(in thousands)October 31, 2022January 31, 2022
2023 Notes:
Principal$37,083 $37,099 
Less: unamortized transaction costs(162)(303)
Net carrying value of current and noncurrent liability component$36,921 $36,796 
2024 Notes:
Principal$690,000 $690,000 
Less: unamortized transaction costs(5,138)(8,309)
Net carrying value of noncurrent liability component$684,862 $681,691 
Interest expense recognized related to the Notes was as follows:
Three Months Ended October 31,Nine Months Ended October 31,
(in thousands)2022202120222021
Contractual interest expense$46 $41 $139 $143 
Amortization of transaction costs1,105 1,116 3,309 3,432 
Total$1,151 $1,157 $3,448 $3,575 
Schedule of Capped Calls
The material terms of the capped call transactions were as follows:
(in thousands, except per share amounts)2023 Notes2024 Notes
Aggregate cost of capped calls$67,563 $31,395 
Initial strike price per share (1)
$71.50 $420.24 
Initial cap price per share (1)
$110.00 $525.30 
Shares of our common stock covered by the capped calls (1)
8,042 1,642 
(1) Subject to adjustments for certain events, such as merger events and tender offers, and anti-dilution adjustments
v3.22.2.2
Commitments and Contingencies (Tables)
 9 Months Ended
Oct. 31, 2022
Commitments and Contingencies Disclosure [Abstract]  
Schedule of Noncancelable Contractual Obligations As of October 31, 2022, the future noncancellable minimum payments due under these contractual obligations with a remaining term of more than one year were as follows:
Fiscal Period:Amount (in thousands)
2023, remainder$16,522 
202447,669 
202525,138 
202611,762 
20274,899 
Thereafter3,284 
Total$109,274 
v3.22.2.2
Stockholders' Equity (Tables)
 9 Months Ended
Oct. 31, 2022
Equity [Abstract]  
Schedule of RSU Activity Restricted stock unit (“RSU”) activity for the nine months ended October 31, 2022 was as follows:
(in thousands, except per share data)Number of UnitsWeighted-Average Grant Date Fair Value
Unvested at January 31, 20227,843 $146.52 
Granted16,211 67.67 
Vested(3,286)108.02 
Canceled(3,096)120.24 
Unvested at October 31, 202217,672 $85.82 
Schedule of Stock Option Activity Option activity for the nine months ended October 31, 2022 was as follows:
(in thousands, except years and per share data)Number of OptionsWeighted-Average Exercise Price Per ShareWeighted-Average Remaining Contractual Term (Years)Aggregate Intrinsic Value
Outstanding at January 31, 2022, all vested and exercisable3,105 $16.41 4.45$339,286 
Exercised(755)14.57 
Canceled/expired(10)17.25 
Outstanding at October 31, 2022, all vested and exercisable2,340 $17.00 3.71$73,161 
v3.22.2.2
Restructuring and Other Related Charges (Tables)
 9 Months Ended
Oct. 31, 2022
Restructuring and Related Activities [Abstract]  
Schedule of Restructuring Liabilities Roll Forward
The following table summarizes our restructuring liabilities during the nine months ended October 31, 2022:
(in thousands)January 31, 2022AccrualsCash PaymentsOctober 31, 2022
Employee termination benefits$— $21,027 $(17,621)$3,406 
Other— 830 — 830 
Total$— $21,857 $(17,621)$4,236 
v3.22.2.2
Net Loss per Share Attributable to Common Stockholders (Tables)
 9 Months Ended
Oct. 31, 2022
Earnings Per Share [Abstract]  
Schedule of Calculation of Basic and Diluted Loss Per Share The following table presents the calculation of basic and diluted net loss per share attributable to common stockholders for periods presented:
Three Months Ended October 31,Nine Months Ended October 31,
(in thousands, except per share data)2022202120222021
Numerator:
Net loss attributable to common stockholders$(29,866)$(5,676)$(102,317)$(39,531)
Denominator:
Weighted-average common shares outstanding201,393 197,597 200,569 195,996 
Net loss per share attributable to common stockholders:
Basic and diluted$(0.15)$(0.03)$(0.51)$(0.20)
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:
October 31,
(in thousands)20222021
RSUs15,201 8,739 
Stock options2,340 3,330 
ESPP551 136 
Convertible senior notes2,161 2,344 
Total antidilutive securities20,253 14,549 
v3.22.2.2
Summary of Significant Accounting Policies (Details)
$ in Millions
 9 Months Ended
Oct. 31, 2021
USD ($)
Accounting Policies [Abstract]  
Operating lease, impairment loss $ 3.9
v3.22.2.2
Revenue - Narrative (Details) - USD ($)
$ in Millions
 3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Jan. 31, 2022
Disaggregation of Revenue [Line Items]          
Remaining performance obligations $ 1,700.0   $ 1,700.0    
Contract assets $ 13.6   13.6   $ 12.6
Revenue recognized that was included in contract liability balance at the beginning of the period     $ 951.2 $ 730.7  
Payment term     30 days    
Product concentration risk | Revenue | Subscription          
Disaggregation of Revenue [Line Items]          
Concentration risk percentage 97.00% 97.00% 97.00% 97.00%  
v3.22.2.2
Revenue - Performance Obligation (Details) - Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date [Axis]: 2022-11-01
Oct. 31, 2022
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction [Line Items]  
Remaining performance obligation, percentage 58.00%
Remaining performance obligations, period of recognition 12 months
v3.22.2.2
Revenue - Revenue by Geographic Information (Details) - USD ($)
$ in Thousands
 3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Revenues from External Customers and Long-Lived Assets [Line Items]        
Total revenue $ 645,463 $ 545,463 $ 1,856,339 $ 1,526,385
U.S.        
Revenues from External Customers and Long-Lived Assets [Line Items]        
Total revenue 488,280 417,296 1,401,355 1,183,601
International        
Revenues from External Customers and Long-Lived Assets [Line Items]        
Total revenue $ 157,183 $ 128,167 $ 454,984 $ 342,784
v3.22.2.2
Fair Value Measurements - Assets and Liabilities Measured at Fair Value on a Recurring Basis (Details) - USD ($)
$ in Thousands
Oct. 31, 2022
Jan. 31, 2022
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost $ 507,681 $ 504,462
Gross Unrealized Gains 0 1
Gross Unrealized Losses (7,341) (1,547)
Estimated Fair Value 500,340 502,916
Cash 604,800 394,900
Level 2 | Available-for-sale securities    
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost 504,740 393,746
Gross Unrealized Gains 0 1
Gross Unrealized Losses (7,341) (1,547)
Estimated Fair Value 497,399 392,200
Money market funds | Level 1 | Cash equivalents    
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost 2,941 110,716
Gross Unrealized Gains 0 0
Gross Unrealized Losses 0 0
Estimated Fair Value 2,941 110,716
Commercial paper | Level 2 | Cash equivalents    
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost 24,901 3,499
Gross Unrealized Gains 0 0
Gross Unrealized Losses (15) 0
Estimated Fair Value 24,886 3,499
Commercial paper | Level 2 | Available-for-sale securities    
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost 126,481 126,371
Gross Unrealized Gains 0 1
Gross Unrealized Losses (762) (175)
Estimated Fair Value 125,719 126,197
Corporate notes and bonds | Level 2 | Available-for-sale securities    
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost 323,071 243,840
Gross Unrealized Gains 0 0
Gross Unrealized Losses (5,930) (1,296)
Estimated Fair Value 317,141 242,544
Municipal notes and bonds | Level 2 | Available-for-sale securities    
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost 7,976  
Gross Unrealized Gains 0  
Gross Unrealized Losses (107)  
Estimated Fair Value 7,869  
U.S. governmental securities | Level 2 | Available-for-sale securities    
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]    
Amortized Cost 22,311 20,036
Gross Unrealized Gains 0 0
Gross Unrealized Losses (527) (76)
Estimated Fair Value $ 21,784 $ 19,960
v3.22.2.2
Fair Value Measurements - Fair Value of Available-for-Sale Marketable Securities by Remaining Contractual Maturities (Details) - Short-term Investments
$ in Thousands
Oct. 31, 2022
USD ($)
Fair Value, Balance Sheet Grouping, Financial Statement Captions [Line Items]  
Due in one year or less $ 342,730
Due in one to two years 129,783
Total available-for-sale securities $ 472,513
v3.22.2.2
Fair Value Measurements - Fair Value of Convertible Notes (Details) - Convertible Debt - USD ($)
$ in Thousands
Oct. 31, 2022
Jan. 31, 2022
Jan. 31, 2021
Sep. 30, 2018
2023 Notes:        
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation [Line Items]        
Debt interest rate percentage       0.50%
Principal $ 37,083 $ 37,099    
Fair value amount 36,816 65,440    
Convertible Senior Notes Due 2024        
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation [Line Items]        
Debt interest rate percentage     0.00%  
Principal 690,000 690,000    
Fair value amount $ 649,152 $ 656,363    
v3.22.2.2
Property and Equipment, Net (Details) - USD ($)
$ in Thousands
 3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Jan. 31, 2022
Property, Plant and Equipment [Line Items]          
Property and equipment, net $ 196,127   $ 196,127   $ 184,664
Depreciation expense 16,400 $ 14,200 48,200 $ 42,000  
Capitalized computer software, amortization 4,100 2,500 13,900 6,600  
Capitalized software costs 20,700 9,500 47,700 26,600  
Capitalized stock-based compensation 6,100 $ 2,500 13,800 $ 6,700  
Property and equipment, excluding work in progress          
Property, Plant and Equipment [Line Items]          
Property, plant and equipment, gross 317,588   317,588   311,086
Less: Accumulated depreciation (202,897)   (202,897)   (170,261)
Property and equipment, net 114,691   114,691   140,825
Computer and network equipment          
Property, Plant and Equipment [Line Items]          
Property, plant and equipment, gross 133,346   133,346   127,799
Software, including capitalized software development costs          
Property, Plant and Equipment [Line Items]          
Property, plant and equipment, gross 84,508   84,508   82,537
Furniture and office equipment          
Property, Plant and Equipment [Line Items]          
Property, plant and equipment, gross 20,721   20,721   20,939
Leasehold improvements          
Property, Plant and Equipment [Line Items]          
Property, plant and equipment, gross 79,013   79,013   79,811
Work in progress          
Property, Plant and Equipment [Line Items]          
Property and equipment, net $ 81,436   $ 81,436   $ 43,839
v3.22.2.2
Deferred Contract Acquisition and Fulfillment Costs (Details) - USD ($)
$ in Thousands
 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Capitalized Contract Cost, Net [Roll Forward]    
Amortization of deferred contract acquisition costs $ (134,381) $ (100,759)
Deferred Contract Acquisition Costs:    
Capitalized Contract Cost, Net [Roll Forward]    
Beginning balance 315,158 262,519
Additions to deferred contract acquisition costs 127,071 124,688
Amortization of deferred contract acquisition costs (99,535) (82,043)
Cumulative translation adjustment (8,001) (2,312)
Ending balance 334,693 302,852
Deferred Contract Fulfillment Costs:    
Capitalized Contract Cost, Net [Roll Forward]    
Beginning balance 19,088 12,506
Additions to deferred contract acquisition costs 34,548 23,258
Amortization of deferred contract acquisition costs (34,846) (18,695)
Cumulative translation adjustment (1,088) 0
Ending balance $ 17,702 $ 17,069
v3.22.2.2
Debt - Narrative (Details) - USD ($)
 1 Months Ended 9 Months Ended
Jan. 31, 2021
Sep. 30, 2018
Oct. 31, 2022
Jan. 31, 2022
Convertible Senior Notes Due 2023 | Capped Calls        
Debt Conversion [Line Items]        
Initial cap price (in usd per share)     $ 110.00  
Convertible Senior Notes Due 2023 | Convertible Debt        
Debt Conversion [Line Items]        
Principle on face amount of debt   $ 575,000,000    
Debt interest rate percentage   0.50%    
Proceeds from issuance of debt   $ 560,800,000    
Debt instrument, effective interest rate 1.00%      
Carrying value of debt     $ 36,921,000 $ 36,796,000
Convertible Senior Notes Due 2023 | Convertible Debt | Capped Calls        
Debt Conversion [Line Items]        
Initial cap price (in usd per share)     $ 110.00  
Convertible Senior Notes Due 2024 | Capped Calls        
Debt Conversion [Line Items]        
Initial cap price (in usd per share)     $ 525.30  
Convertible Senior Notes Due 2024 | Convertible Debt        
Debt Conversion [Line Items]        
Principle on face amount of debt $ 690,000,000      
Debt interest rate percentage 0.00%      
Proceeds from issuance of debt $ 677,300,000      
Debt instrument, effective interest rate 0.60%      
Carrying value of debt     $ 684,862,000 $ 681,691,000
Convertible Senior Notes Due 2024 | Convertible Debt | Capped Calls        
Debt Conversion [Line Items]        
Initial cap price (in usd per share)     $ 525.30  
Credit Facility | Revolving Credit Facility        
Debt Conversion [Line Items]        
Line of credit, maximum borrowing capacity $ 500,000,000      
Line of credit, additional borrowing amount $ 250,000,000      
Carrying value of debt     $ 0  
Credit Facility | Revolving Credit Facility | Minimum        
Debt Conversion [Line Items]        
Line of credit, commitment fee percentage on undrawn balance     0.25%  
Credit Facility | Revolving Credit Facility | Maximum        
Debt Conversion [Line Items]        
Line of credit, commitment fee percentage on undrawn balance     0.30%  
v3.22.2.2
Debt - Carrying Value of Liability Component (Details) - Convertible Debt - USD ($)
$ in Thousands
Oct. 31, 2022
Jan. 31, 2022
2023 Notes:    
Debt Instrument [Line Items]    
Principal $ 37,083 $ 37,099
Less: unamortized transaction costs (162) (303)
Net carrying value of current and noncurrent liability component 36,921 36,796
2024 Notes:    
Debt Instrument [Line Items]    
Principal 690,000 690,000
Less: unamortized transaction costs (5,138) (8,309)
Net carrying value of current and noncurrent liability component $ 684,862 $ 681,691
v3.22.2.2
Debt - Interest Expense (Details) - Convertible Debt - USD ($)
$ in Thousands
 3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Debt Instrument [Line Items]        
Contractual interest expense $ 46 $ 41 $ 139 $ 143
Amortization of transaction costs 1,105 1,116 3,309 3,432
Total $ 1,151 $ 1,157 $ 3,448 $ 3,575
v3.22.2.2
Debt - Schedule of Capped Calls (Details) - Capped Calls
$ / shares in Units, shares in Thousands, $ in Thousands
 9 Months Ended
Oct. 31, 2022
USD ($)
$ / shares
shares
2023 Notes:  
Option Indexed to Issuer's Equity [Line Items]  
Initial cap price (in usd per share) $ 110.00
2024 Notes:  
Option Indexed to Issuer's Equity [Line Items]  
Initial cap price (in usd per share) $ 525.30
Convertible Debt | 2023 Notes:  
Option Indexed to Issuer's Equity [Line Items]  
Aggregate cost of capped calls | $ $ 67,563
Initial strike price (in usd per share) $ 71.50
Initial cap price (in usd per share) $ 110.00
Shares covered by capped calls (in shares) | shares 8,042
Convertible Debt | 2024 Notes:  
Option Indexed to Issuer's Equity [Line Items]  
Aggregate cost of capped calls | $ $ 31,395
Initial strike price (in usd per share) $ 420.24
Initial cap price (in usd per share) $ 525.30
Shares covered by capped calls (in shares) | shares 1,642
v3.22.2.2
Commitments and Contingencies - Narrative (Details)
$ in Millions
Oct. 31, 2022
USD ($)
board_member
May 31, 2022
USD ($)
May 17, 2022
putative_case
Commitments and Contingencies Disclosure [Abstract]      
Letters of credit outstanding $ 5.3    
Minimum commitment $ 165.5 $ 175.0  
Number of putative shareholder derivative cases filed | putative_case     4
Number of board members | board_member 9    
v3.22.2.2
Commitments and Contingencies - Future Purchase Obligations (Details)
$ in Thousands
Oct. 31, 2022
USD ($)
Purchase Obligation, Fiscal Year Maturity [Abstract]  
2023, remainder $ 16,522
2024 47,669
2025 25,138
2026 11,762
2027 4,899
Thereafter 3,284
Total $ 109,274
v3.22.2.2
Stockholders' Equity - Narrative (Details)
$ / shares in Units, shares in Thousands
 3 Months Ended 9 Months Ended
Oct. 31, 2022
USD ($)
plan
$ / shares
shares
Oct. 31, 2021
USD ($)
Oct. 31, 2022
USD ($)
plan
$ / shares
shares
Oct. 31, 2021
USD ($)
Mar. 31, 2022
USD ($)
Jan. 31, 2022
shares
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Number of stock-based compensation plans | plan 3   3      
Unrecognized compensation cost, options $ 0   $ 0      
Employee stock purchase plan, compensation expense     $ 392,765,000 $ 290,536,000    
Stock repurchase program, authorized amount         $ 200,000,000  
Repurchases of common stock (in shares) | shares 700   1,100      
Average price per share of stock repurchased (in usd per share) | $ / shares $ 51.28   $ 55.52      
Aggregate purchase price of stock repurchased $ 38,034,000   $ 63,041,000      
RSUs            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Unrecognized compensation cost, RSUs $ 1,100,000,000   $ 1,100,000,000      
Unrecognized compensation cost, remaining weighted-average period for recognition     3 years 2 months 12 days      
RSUs outstanding (in shares) | shares 17,672   17,672     7,843
RSUs | Market Based Vesting Conditions            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
RSUs outstanding (in shares) | shares 97,500   97,500      
ESPP            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Employee stock purchase plan, compensation expense $ 5,400,000 $ 4,800,000 $ 17,300,000 $ 13,900,000    
2018 Plan            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Reserved for future issuance (in shares) | shares 40,100   40,100      
2018 ESPP            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Reserved for future issuance (in shares) | shares 9,400   9,400      
v3.22.2.2
Stockholders' Equity - RSU Activity (Details) - RSUs
shares in Thousands
 9 Months Ended
Oct. 31, 2022
$ / shares
shares
Number of Units  
Unvested at beginning of period (in shares) | shares 7,843
Granted (in shares) | shares 16,211
Vested (in shares) | shares (3,286)
Canceled (in shares) | shares (3,096)
Unvested at end of period (in shares) | shares 17,672
Weighted-Average Grant Date Fair Value  
Unvested at beginning of period (in usd per share) | $ / shares $ 146.52
Granted (in usd per share) | $ / shares 67.67
Vested (in usd per share) | $ / shares 108.02
Canceled (in usd per share) | $ / shares 120.24
Unvested at end of period (in usd per share) | $ / shares $ 85.82
v3.22.2.2
Stockholders' Equity - Stock Option Activity (Details)
$ / shares in Units, shares in Thousands, $ in Thousands
 9 Months Ended 12 Months Ended
Oct. 31, 2022
USD ($)
$ / shares
shares
Jan. 31, 2022
USD ($)
$ / shares
shares
Number of Options    
Beginning balance (in shares) | shares 3,105  
Exercised (in shares) | shares (755)  
Canceled/expired (in shares) | shares (10)  
Ending balance (in shares) | shares 2,340 3,105
Weighted-Average Exercise Price Per Share    
Beginning balance (in usd per share) | $ / shares $ 16.41  
Exercised (in usd per share) | $ / shares 14.57  
Canceled/expired (in usd per share) | $ / shares 17.25  
Ending balance (in usd per share) | $ / shares $ 17.00 $ 16.41
Weighted-Average Remaining Contractual Term (Years)    
Outstanding balance 3 years 8 months 15 days 4 years 5 months 12 days
Aggregate Intrinsic Value    
Outstanding balance | $ $ 73,161 $ 339,286
v3.22.2.2
Restructuring and Related Activities - Narrative (Details) - USD ($)
$ in Thousands
 3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Restructuring Cost and Reserve [Line Items]        
Restructuring and other related charges $ 28,082 $ 0 $ 28,082 $ 0
Stock-based compensation expense     392,765 $ 290,536
Employee termination benefits        
Restructuring Cost and Reserve [Line Items]        
Restructuring and other related charges 27,000   27,000  
Stock-based compensation expense $ 5,600   $ 5,600  
v3.22.2.2
Restructuring and Related Activities - Schedule of Restructuring Liabilities Roll forward (Details)
$ in Thousands
 9 Months Ended
Oct. 31, 2022
USD ($)
Restructuring Reserve [Roll Forward]  
Restructuring, beginning balance $ 0
Accruals 21,857
Cash Payments (17,621)
Restructuring, ending balance 4,236
Employee termination benefits  
Restructuring Reserve [Roll Forward]  
Restructuring, beginning balance 0
Accruals 21,027
Cash Payments (17,621)
Restructuring, ending balance 3,406
Other  
Restructuring Reserve [Roll Forward]  
Restructuring, beginning balance 0
Accruals 830
Cash Payments 0
Restructuring, ending balance $ 830
v3.22.2.2
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 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Numerator:        
Net loss attributable to common stockholders, basic $ (29,866) $ (5,676) $ (102,317) $ (39,531)
Net loss attributable to common stockholders, diluted $ (29,866) $ (5,676) $ (102,317) $ (39,531)
Denominator:        
Weighted-average common shares outstanding, basic (in shares) 201,393 197,597 200,569 195,996
Weighted-average common shares outstanding, diluted (in shares) 201,393 197,597 200,569 195,996
Net loss per share attributable to common stockholders:        
Basic (in usd per share) $ (0.15) $ (0.03) $ (0.51) $ (0.20)
Diluted (in usd per share) $ (0.15) $ (0.03) $ (0.51) $ (0.20)
v3.22.2.2
Net Loss per Share Attributable to Common Stockholders - Antidilutive Securities (Details) - shares
shares in Thousands
 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]    
Antidilutive securities (in shares) 20,253 14,549
RSUs    
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]    
Antidilutive securities (in shares) 15,201 8,739
Stock options    
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]    
Antidilutive securities (in shares) 2,340 3,330
ESPP    
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]    
Antidilutive securities (in shares) 551 136
Convertible senior notes    
Antidilutive Securities Excluded from Computation of Earnings Per Share [Line Items]    
Antidilutive securities (in shares) 2,161 2,344
v3.22.2.2
Income Taxes (Details) - USD ($)
$ in Thousands
 3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
Income Tax Disclosure [Abstract]        
Provision for (benefit from) income taxes $ 1,799 $ (107) $ 7,006 $ 2,033
Unrecognized tax benefits 51,400   51,400  
Unrecognized tax benefits that would impact effective tax rate 12,800   12,800  
Amount of decrease in unrecognized tax benefits that is reasonably possible $ 3,900   $ 3,900  
v3.22.2.2
Label Element Value
Accounting Standards Update [Extensible Enumeration] us-gaap_AccountingStandardsUpdateExtensibleList Accounting Standards Update 2020-06 [Member]