Coupa Software (COUP) 10-Q 3 Dec 19 2020 Q3 Quarterly report Financial data

Document and Entity Information

Document and Entity Information - shares	9 Months Ended
	Oct. 31, 2019	Nov. 29, 2019
Cover [Abstract]
Document Type	10-Q
Amendment Flag	false
Document Period End Date	Oct. 31, 2019
Document Fiscal Year Focus	2020
Document Fiscal Period Focus	Q3
Trading Symbol	COUP
Entity Registrant Name	COUPA SOFTWARE INC
Entity Central Index Key	0001385867
Current Fiscal Year End Date	--01-31
Entity Filer Category	Large Accelerated Filer
Entity Current Reporting Status	Yes
Entity Small Business	false
Entity Shell Company	false
Entity Emerging Growth Company	false
Entity Common Stock, Shares Outstanding		63,798,628
Entity File Number	001-37901
Entity Tax Identification Number	20-4429448
Entity Address, Address Line One	1855 S. Grant Street
Entity Address, City or Town	San Mateo
Entity Address, State or Province	CA
Entity Address, Postal Zip Code	94402
City Area Code	650
Local Phone Number	931-3200
Document Quarterly Report	true
Document Transition Report	false
Entity Incorporation, State or Country Code	DE
Entity Interactive Data Current	Yes
Security Exchange Name	NASDAQ
Title of 12(b) Security	Common Stock

CONDENSED CONSOLIDATED BALANCE

CONDENSED CONSOLIDATED BALANCE SHEETS - USD ($) $ in Thousands	Oct. 31, 2019	Jan. 31, 2019
Current assets:
Cash and cash equivalents	$ 587,029	$ 141,250
Marketable securities	255,327	180,169
Accounts receivable, net of allowances	79,658	95,274
Prepaid expenses and other current assets	24,017	10,343
Deferred commissions, current portion	10,043	7,324
Total current assets	956,074	434,360
Property and equipment, net	17,807	10,549
Deferred commissions, net of current portion	25,001	18,904
Goodwill	370,869	209,560
Intangible assets, net	96,848	55,925
Operating lease right-of-use assets	31,657
Other assets	13,325	10,766
Total assets	1,511,581	740,064
Current liabilities:
Accounts payable	3,008	5,485
Accrued expenses and other current liabilities	68,432	41,792
Deferred revenue, current portion	189,490	179,967
Operating lease liabilities, current portion	7,395
Current portion of convertible senior notes, net (Note 9)	183,875	174,615
Total current liabilities	452,200	401,859
Convertible senior notes, net (Note 9)	553,280
Deferred revenue, net of current portion	3,026	2,620
Operating lease liabilities, net of current portion	26,024
Other liabilities	17,555	22,304
Total liabilities	1,052,085	426,783
Commitments and contingencies (Note 10)
Stockholders’ equity:
Preferred stock, $0.0001 par value per share; 25,000,000 shares authorized at October 31, 2019 and January 31, 2019; zero shares issued and outstanding at October 31, 2019 and January 31, 2019
Common stock, $0.0001 par value per share; 625,000,000 shares authorized at October 31, 2019 and January 31, 2019; 63,667,275 and 60,455,381 shares issued and outstanding at October 31, 2019 and January 31, 2019, respectively	7	6
Additional paid-in capital	782,043	567,797
Accumulated other comprehensive income (loss)	(918)	335
Accumulated deficit	(321,636)	(254,857)
Total stockholders’ equity	459,496	313,281
Total liabilities and stockholders’ equity	$ 1,511,581	$ 740,064

CONDENSED CONSOLIDATED BALANC_2

CONDENSED CONSOLIDATED BALANCE SHEETS (Parenthetical) - $ / shares	Oct. 31, 2019	Jan. 31, 2019
Statement Of Financial Position [Abstract]
Preferred stock, par value	$ 0.0001	$ 0.0001
Preferred stock, shares authorized	25,000,000	25,000,000
Preferred stock, shares issued	0	0
Preferred stock, shares outstanding	0	0
Common stock, par value	$ 0.0001	$ 0.0001
Common stock, shares authorized	625,000,000	625,000,000
Common stock, shares issued	63,667,275	60,455,381
Common stock, shares outstanding	63,667,275	60,455,381

CONDENSED CONSOLIDATED STATEMEN

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS - USD ($) shares in Thousands	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Revenues:
Revenues	$ 101,784,000	$ 67,455,000	$ 278,267,000	$ 185,458,000
Cost of revenues:
Cost of revenues	37,294,000	21,664,000	99,113,000	58,429,000
Gross profit	64,490,000	45,791,000	179,154,000	127,029,000
Operating expenses:
Research and development	23,460,000	16,077,000	67,838,000	42,693,000
Sales and marketing	39,145,000	25,622,000	112,575,000	76,862,000
General and administrative	18,830,000	14,010,000	56,297,000	40,085,000
Total operating expenses	81,435,000	55,709,000	236,710,000	159,640,000
Loss from operations	(16,945,000)	(9,918,000)	(57,556,000)	(32,611,000)
Interest expense	(13,188,000)	(3,181,000)	(24,874,000)	(9,276,000)
Interest income and other, net	4,076,000	1,112,000	6,479,000	1,562,000
Loss before provision for (benefit from) income taxes	(26,057,000)	(11,987,000)	(75,951,000)	(40,325,000)
Provision for (benefit from) income taxes	260,000	(2,342,000)	(9,172,000)	(1,372,000)
Net loss	$ (26,317,000)	$ (9,645,000)	$ (66,779,000)	$ (38,953,000)
Net loss per share attributable to common stockholders, basic and diluted	$ (0.42)	$ (0.17)	$ (1.08)	$ (0.68)
Weighted-average number of shares used in computing net loss per share attributable to common stockholders, basic and diluted	63,057	58,212	61,973	57,030
Subscription
Revenues:
Revenues	$ 90,175,000	$ 60,559,000	$ 246,614,000	$ 165,899,000
Cost of revenues:
Cost of revenues	23,752,000	13,990,000	63,217,000	36,937,000
Professional Services and Other
Revenues:
Revenues	11,609,000	6,896,000	31,653,000	19,559,000
Cost of revenues:
Cost of revenues	$ 13,542,000	$ 7,674,000	$ 35,896,000	$ 21,492,000

CONDENSED CONSOLIDATED STATEM_2

CONDENSED CONSOLIDATED STATEMENTS OF COMPREHENSIVE LOSS - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Income Statement [Abstract]
Net loss	$ (26,317)	$ (9,645)	$ (66,779)	$ (38,953)
Other comprehensive gain (loss) in relation to defined benefit plans, net of tax	(58)	(22)	(1,463)	87
Changes in unrealized gain (loss) on marketable securities, net of tax	373	(68)	210	(100)
Comprehensive loss	$ (26,002)	$ (9,735)	$ (68,032)	$ (38,966)

CONDENSED CONSOLIDATED STATEM_3

CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS' EQUITY - USD ($) $ in Thousands	Total	Common Stock	Additional Paid-in Capital	Accumulated Other Comprehensive Income (Loss)	Accumulated Deficit
Balance at Jan. 31, 2018	$ 240,545	$ 6	$ 445,318	$ (298)	$ (204,481)
Balance, shares at Jan. 31, 2018		55,712,342
Issuance of common stock for acquisitions	46,157		46,157
Issuance of common stock for acquisitions, shares		262,144
Issuance of common stock for employee share purchase plan	8,778		8,778
Issuance of common stock for employee share purchase plan, shares		505,717
Exercise of stock options	10,448		10,448
Exercise of stock options, shares		2,228,816
Vesting of early exercised stock options	273		273
Stock-based compensation expense	39,139		39,139
Vested restricted stock units, shares		615,282
Impact of the adoption of new accounting pronouncements	5,148				5,148
Other comprehensive income (loss)	(13)			(13)
Net loss	(38,953)				(38,953)
Balance at Oct. 31, 2018	311,522	$ 6	550,113	(311)	(238,286)
Balance, shares at Oct. 31, 2018		59,324,301
Balance at Jul. 31, 2018	252,687	$ 6	481,543	(221)	(228,641)
Balance, shares at Jul. 31, 2018		57,881,483
Issuance of common stock for acquisitions	46,157		46,157
Issuance of common stock for acquisitions, shares		262,992
Issuance of common stock for employee share purchase plan	4,641		4,641
Issuance of common stock for employee share purchase plan, shares		257,034
Exercise of stock options	3,638		3,638
Exercise of stock options, shares		696,205
Vesting of early exercised stock options	91		91
Stock-based compensation expense	14,043		14,043
Vested restricted stock units, shares		226,587
Other comprehensive income (loss)	(90)			(90)
Net loss	(9,645)				(9,645)
Balance at Oct. 31, 2018	311,522	$ 6	550,113	(311)	(238,286)
Balance, shares at Oct. 31, 2018		59,324,301
Balance at Jan. 31, 2019	313,281	$ 6	567,797	335	(254,857)
Balance, shares at Jan. 31, 2019		60,455,381
Equity component of 2025 Notes, net of issuance costs	246,967		246,967
Purchase of capped calls	(118,738)		(118,738)
Cancellation of common stock issued from acquisitions,shares		(7,784)
Issuance of common stock for employee share purchase plan	11,455		11,455
Issuance of common stock for employee share purchase plan, shares		215,412
Exercise of stock options	13,731	$ 1	13,730
Exercise of stock options, shares		2,164,207
Stock-based compensation expense	60,832		60,832
Vested restricted stock units, shares		840,059
Other comprehensive income (loss)	(1,253)			(1,253)
Net loss	(66,779)				(66,779)
Balance at Oct. 31, 2019	459,496	$ 7	782,043	(918)	(321,636)
Balance, shares at Oct. 31, 2019		63,667,275
Balance at Jul. 31, 2019	454,072	$ 7	750,617	(1,233)	(295,319)
Balance, shares at Jul. 31, 2019		62,727,158
Issuance of common stock for employee share purchase plan	6,059		6,059
Issuance of common stock for employee share purchase plan, shares		106,654
Exercise of stock options	3,189		3,189
Exercise of stock options, shares		524,686
Stock-based compensation expense	22,178		22,178
Vested restricted stock units, shares		308,777
Other comprehensive income (loss)	315			315
Net loss	(26,317)				(26,317)
Balance at Oct. 31, 2019	$ 459,496	$ 7	$ 782,043	$ (918)	$ (321,636)
Balance, shares at Oct. 31, 2019		63,667,275

CONDENSED CONSOLIDATED STATEM_4

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($)	9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018
Cash flows from operating activities
Net loss	$ (66,779,000)	$ (38,953,000)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization	19,165,000	6,720,000
Accretion of discounts on marketable securities, net	374,000	(956,000)
Amortization of deferred commissions	6,675,000	4,127,000
Amortization of debt discount and issuance costs	23,350,000	8,595,000
Stock-based compensation	60,068,000	38,690,000
Other	(637,000)	(374,000)
Changes in operating assets and liabilities net of effects from acquisitions:
Accounts receivable	23,855,000	12,391,000
Prepaid expenses and other current assets	(9,839,000)	(3,304,000)
Other assets	(2,998,000)	(542,000)
Deferred commissions	(15,491,000)	(8,467,000)
Accounts payable	(4,126,000)	2,458,000
Accrued expenses and other liabilities	6,895,000	6,362,000
Deferred revenue	5,365,000	1,216,000
Net cash provided by operating activities	45,877,000	27,963,000
Cash flows from investing activities
Purchases of marketable securities	(318,759,000)	(209,331,000)
Maturities of marketable securities	44,796,000	31,834,000
Sales of marketable securities	199,314,000
Acquisitions, net of cash acquired	(208,505,000)	(49,211,000)
Purchases of property and equipment	(9,862,000)	(4,870,000)
Net cash used in investing activities	(293,016,000)	(231,578,000)
Cash flows from financing activities
Proceeds from issuance of convertible senior notes, net of issuance costs	786,157,000	(639,000)
Purchase of capped calls	(118,738,000)
Proceeds from the exercise of common stock options	14,095,000	10,174,000
Proceeds from issuance of common stock for employee stock purchase plan	11,455,000	8,778,000
Net cash provided by financing activities	692,969,000	18,313,000
Net increase (decrease) in cash, cash equivalents, and restricted cash	445,830,000	(185,302,000)
Cash, cash equivalents, and restricted cash at beginning of year	141,319,000	412,976,000
Cash, cash equivalents, and restricted cash at end of period	587,149,000	227,674,000
Reconciliation of cash, cash equivalents, and restricted cash to the condensed consolidated balance sheets
Cash and cash equivalents	587,029,000	227,606,000
Restricted cash included in other assets	$ 120,000	$ 68,000
Restricted cash, asset, statement of financial position [Extensible List]	us-gaap:OtherAssetsNoncurrent	us-gaap:OtherAssetsNoncurrent
Total cash, cash equivalents, and restricted cash	$ 587,149,000	$ 227,674,000
Supplemental disclosure of cash flow data
Cash paid for income taxes	1,584,000	4,056,000
Cash paid for interest	543,000	426,000
Supplemental disclosure of non-cash investing and financing activities
Vesting of early exercised stock options		273,000
Property and equipment included in accounts payable and accrued expenses and other liabilities	$ 537,000	$ 897,000

Organization and Description of

Organization and Description of Business	9 Months Ended
	Oct. 31, 2019
Organization Consolidation And Presentation Of Financial Statements [Abstract]
Organization and Description of Business	Note 1. Organization and Description of Business Coupa Software Incorporated (the “Company”) was incorporated in the state of Delaware in 2006. The Company provides a comprehensive, cloud-based business spend management (or BSM) platform that provides greater visibility into and control over how companies spend money. The BSM platform enables businesses to achieve savings that drive profitability. The Company is based in San Mateo, California . The Company’s fiscal year ends on January 31.

Significant Accounting Policies

Significant Accounting Policies	9 Months Ended
	Oct. 31, 2019
Accounting Policies [Abstract]
Significant Accounting Policies	Note 2. Significant Accounting Policies Basis of Presentation The accompanying unaudited condensed consolidated financial statements have been prepared using accounting principles generally accepted in the United States of America (“GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in the financial statements prepared in accordance with GAAP have been condensed or omitted pursuant to such rules and regulations. These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and related notes included in the Company’s Annual Report on Form 10-K for the year ended January 31, 2019 filed with the SEC on March 27, 2019 (the “Form 10-K”). The condensed consolidated financial statements include the results of the Company and its wholly-owned subsidiaries. All significant intercompany transactions and balances have been eliminated during consolidation. The condensed consolidated balance sheet as of January 31, 2019, included herein, was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by GAAP on an annual reporting basis. There have been no changes to the significant accounting policies described in the Form 10-K for the year ended January 31, 2019 except for changes applied due to the adoption of Accounting Standard Codification 842, Leases. Refer to the “Updated Significant Accounting Policy” and “Recently Adopted Accounting Pronouncements” sections below for further information. Use of Estimates The preparation of consolidated financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities as of the date of the consolidated financial statements and the reported amounts of revenue and expenses during the reporting period. On an ongoing basis, management evaluates its significant estimates including, but not limited to, the valuation of accounts receivable, the lives of tangible and intangible assets, stock-based compensation, the fair value of contingent stock consideration, the valuation of acquired intangible assets and the recoverability or impairment of tangible and intangible assets, including goodwill, revenue recognition, the fair value of marketable securities, convertible senior notes fair value, the benefit period of deferred commissions, provision for (benefit from) income taxes, and the discount rate used to calculate operating lease liabilities. Management bases its estimates on historical experience and on various other market-specific and relevant assumptions that management believes to be reasonable under the circumstances. Actual results could differ from those estimates and such differences could be material to the financial position and results of operations. Concentration of Risk Financial instruments that potentially subject the Company to a concentration of credit risk consist of cash and cash equivalents, marketable securities, and accounts receivable. Cash deposits exceed amounts insured by the Federal Deposit Insurance Corporation and the Securities Investor Protection Corporation. The Company has not experienced any losses on its deposits of cash and cash equivalents to date. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on significant customers during the period. Comprehensive Loss Comprehensive loss is defined as the change in equity of a business enterprise during a period from transactions and other events and circumstances from non-owner sources. The Company’s comprehensive loss consists of net loss, other comprehensive gain (loss) in relation to defined benefits plans, net of tax, and changes in unrealized gain (loss) on marketable securities, net of tax. The other comprehensive gain (loss) in relation to defined benefits plans represents net deferred gains and losses and prior service costs and credits for the defined benefit pension plans. Revenue Recognition The Company derives its revenues primarily from subscription fees and professional services fees. Revenues are recognized when control of these services are transferred to the Company’s customers in an amount that reflects the consideration expected to be entitled to in exchange for those services. Revenues are recognized net of applicable taxes imposed on the related transaction. The Company’s revenue recognition policy follows guidance from Accounting Standards Codification 606, Revenue from Contracts with Customers (Topic 606) . The Company determines revenue recognition through the following five-step framework: • Identification of the contract, or contracts, with a customer; • Identification of the performance obligations in the contract; • Determination of the transaction price; • Allocation of the transaction price to the performance obligations in the contract; and • Recognition of revenue when, or as, the Company satisfies a performance obligation. Subscription Revenues The Company offers subscriptions to its cloud-based business spend management platform, including procurement, invoicing and expense management. Subscription revenues consist primarily of fees to provide the Company’s customers access to its cloud-based platform, which includes routine customer support. Subscription contracts do not provide customers with the right to take possession of the software, are non-cancelable, and do not contain general rights of return. Generally, revenues are recognized ratably over the contractual term of the arrangement, beginning on the date that the service is made available to the customer. Subscription contracts typically have a term of three years with invoicing occurring in annual installments at the beginning of each year in the subscription period. Subscription revenues also include fees to provide support and updates to legacy Exari customers. The support and update revenues associated with these customers are recognized ratably over the contract term. Professional Services Revenues and Other The Company offers professional services which primarily include deployment services, optimization services, and training. Professional services are generally sold on a fixed-fee or time-and-materials basis. For services billed on a fixed-fee basis, invoicing typically occurs in advance, and revenue is recognized over time based on the proportion performed. For services billed on a time-and-materials basis, revenue is recognized over time as services are performed. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on disaggregated revenue during the period. Significant Judgments The Company’s contracts with customers often include promises to transfer multiple products and services to a customer. For these contracts, the Company accounts for individual performance obligations separately if they are distinct. Subscription and professional services are both distinct performance obligations that are accounted for separately. In contracts with multiple performance obligations, the transaction price is allocated to separate performance obligations on a relative standalone selling price basis. The determination of standalone selling price (“SSP”) for each distinct performance obligation requires judgment. The Company determines SSP for performance obligations based on overall pricing objectives, which take into consideration market conditions and entity-specific factors. This includes a review of historical data related to the size of arrangements, the cloud applications being sold, customer demographics and the numbers and types of users within the arrangements. The Company uses a range of amounts to estimate SSP for performance obligations. There is typically more than one SSP for individual products and services due to the stratification of those products and services by considerations such as size and type of customer. Contract Balances The timing of revenue recognition may differ from the timing of invoicing for contracts with customers. The Company records a receivable when revenue is recognized prior to invoicing. Deferred revenue primarily consists of billings or payments received in advance of revenue recognition. Subscription and fixed-fee professional services arrangements are commonly billed in advance, recognized as deferred revenue, and then amortized as revenue over time. However, other professional services arrangements, primarily those recognized on a time-and-materials basis, are billed in arrears following services that have been rendered. This may result in revenue recognition greater than invoiced amounts which results in a receivable balance. Receivables represent an unconditional right to payment. As of October 31, 2019 and January 31, 2019, the balance of accounts receivable, net of the allowance for doubtful accounts, was $79.7 million and $95.3 million, respectively. Of these balances, $5.3 million and $1.5 million represent unbilled receivable amounts as of October 31, 2019 and January 31, 2019, respectively. As of October 31, 2019, the Company also had long-term unbilled receivables of approximately $881,000 which was included in Other assets on the condensed consolidated balance sheet. When the timing of revenue recognition differs from the timing of invoicing, the Company uses judgment to determine whether the contract includes a significant financing component requiring adjustment to the transaction price. Various factors are considered in this determination including the duration of the contract, payment terms, and other circumstances. Generally, the Company determined that contracts do not include a significant financing component. The Company applies the practical expedient for instances where, at contract inception, the expected timing difference between when promised goods or services are transferred and associated payment will be one year or less. Payment terms vary by contract type, however arrangements typically stipulate a requirement for the customer to pay within 30 days. At any point in the contract term, transaction price may be allocated to performance obligations that are unsatisfied or are partially unsatisfied. These amounts relate to remaining performance obligations on non-cancelable contracts which include both the deferred revenue balance and amounts that will be invoiced and recognized as revenue in future periods. As of October 31, 2019, approximately $593.3 million of revenue is expected to be recognized from remaining performance obligations, a majority of which is related to multi-year subscription arrangements. The Company expects to recognize revenue on approximately three-fourths Accounts Receivable and Allowance for Doubtful Accounts The Company extends credit to its customers in the normal course of business and does not require cash collateral or other security to support the collection of customer receivables. The Company estimates the amount of uncollectible accounts receivable at the end of each reporting period based on the aging of the receivable balance, historical experience, and communications with customers, and provides a reserve when needed. Accounts receivable are written off when deemed uncollectible. The allowance for doubtful accounts was not material at October 31, 2019 and January 31, 2019. Deferred Revenue Deferred revenue consists of customer billings or payments received in advance of the recognition of revenue and is recognized as revenue as the revenue recognition criteria are met. The Company generally invoices its customers annually for the forthcoming year of service. Accordingly, the Company’s deferred revenue balance does not include revenue for future years of multiple year non-cancellable contracts that have not yet been billed. During the three months ended October 31, 2019, the Company recognized revenue of $81.5 million that was included in the deferred revenue balance as of July 31, 2019. During the nine months ended October 31, 2019, the Company recognized revenue of $160.6 million that was included in the deferred revenue balance as of January 31, 2019. Deferred Commissions Commissions are earned by sales personnel upon the execution of the sales contract by the customer, and commission payments are made shortly after they are earned. Commission costs can be associated specifically with subscription and professional services arrangements. Commissions earned by the Company’s sales personnel are considered incremental and recoverable costs of obtaining a contract with a customer. These costs are deferred and then amortized over a period of benefit of five years. The Company determined the period of benefit by taking into consideration its past experience with customers, future cash flows expected from customers, industry peers and other available information. The Company capitalized commission costs of $5.6 million and $3.2 million and amortized $2.4 million and $1.5 million to sales and marketing expense in the accompanying condensed consolidated statements of operations during the three months ended October 31, 2019 and 2018, respectively. The Company capitalized commission costs of $15.5 million and $17.5 million and amortized $6.7 million and $4.2 million to sales and marketing expense in the accompanying condensed consolidated statements of operations during the nine months ended October 31, 2019 and 2018, respectively. Updated Significant Accounting Policy Leases Leases arise from contracts which convey the right to control the use of identified property or equipment for a period of time in exchange for consideration. The Company’s leasing arrangements are primarily for office space used to conduct operations. The Company determines whether contracts include a lease at the inception of the contract. Leases are classified at commencement as either operating or finance leases. As of October 31, 2019, all of the Company’s leases are classified as operating leases. Rent expense for operating leases is recognized using the straight-line method over the term of the agreement beginning on the lease commencement date. At commencement, the Company records a lease liability at the present value of future lease payments, net of any future lease incentives to be received. Lease agreements may include options to renew the lease term, which is not included in the lease periods to calculate future lease payments unless it is reasonably certain the Company will renew the lease. The Company estimates its incremental borrowing rate (“IBR”) based on the information available at the lease commencement date in determining the present value of lease payments. In determining the appropriate IBR, the Company considers information including, but not limited to, the lease term and the currency in which the arrangement is denominated. At commencement, the Company also records a corresponding right-of-use asset, which is calculated based on the amount of the lease liability, adjusted for any advance lease payments made and initial direct costs incurred. Right-of-use assets are subject to evaluation for impairment or disposal on a basis consistent with other long-lived assets. As of October 31, 2019, the Company was not a lessor in leasing arrangements or a party to any sublease arrangements. Recent Accounting Guidance Recently Adopted Accounting Pronouncements In February 2016, the FASB issued a new accounting standard update on leases. Accounting Standards Codification (“ASC”) 842, Leases. The new lease standard (“ASC 842”) establishes a right-of-use model that requires a lessee to record a right-of-use asset and a lease liability on the balance sheet for all leases with terms longer than 12 months. The Company adopted the new lease standard effective on February 1, 2019, and elected to apply practical expedients permitted under the transition guidance that allows the Company to use the beginning of the period of adoption (February 1, 2019) as the date of initial application. As a result, prior period comparative financial information was not recast under the new standard and continues to be presented under the prior lease accounting standards. Other practical expedients include the Company’s election to not separate non-lease components from lease components, and not reassess lease classification, treatment of initial direct costs, or whether an existing or expired contract contains a lease. The Company also elected to apply the short-term lease exception for all leases. Under the short-term lease exception, the Company will not recognize right-of-use assets or lease liabilities for leases that, at the commencement date, have a remaining lease term of 12 months or less. The adoption of the new lease standard on February 1, 2019, resulted in the recognition of operating lease right-of-use assets of $27.3 million and operating lease liabilities of $28.9 million on the condensed consolidated balance sheet. In connection with the adoption of this standard, deferred rent of $1.6 million, which was previously recorded in accrued and other current liabilities on the condensed consolidated balance sheet, was derecognized. In January 2017, the FASB issued ASU No. 2017-04, Intangibles-Goodwill and Other (Topic 350): Simplifying the Test for Goodwill Impairment (“ASU 2017-04”), which simplifies the accounting for goodwill impairments by eliminating step two from the goodwill impairment test. Instead, if the carrying amount of a reporting unit exceeds its fair value, an impairment loss will be recognized in an amount equal to that excess, limited to the total amount of goodwill allocated to that reporting unit. ASU 2017-04 also clarifies the requirements for excluding and allocating foreign currency translation adjustments to reporting units related to an entity’s testing of reporting units for goodwill impairment, and clarifies that an entity should consider income tax effects from any tax-deductible goodwill on the carrying amount of the reporting unit when measuring the goodwill impairment loss, if applicable. The guidance is effective for annual reporting periods beginning after December 15, 2019 and interim periods within those fiscal years. The Company early adopted this standard on February 1, 2019, and the adoption did not have an impact on the Company’s condensed consolidated financial statements. In February 2018, the FASB issued ASU No. 2018-02, Reclassification of Certain Tax Effects from Accumulated Other Comprehensive Income (“ASU 2018-02”), which provides the option to reclassify certain income tax effects related to the Tax Cuts and Jobs Act passed in December of 2017 between accumulated other comprehensive income and retained earnings and also requires additional disclosures. ASU 2018-02 is effective for all entities for fiscal years beginning after December 15, 2018, and interim periods within those fiscal years, with early adoption permitted. The Company adopted this standard on February 1, 2019, and the adoption did not have an impact on the Company’s condensed consolidated financial statements In June 2018, the FASB issued ASU No. 2018-07, Compensation - Stock Compensation (Topic 718): Improvements to Non-Employee Share-Based Payment Accounting (“ASU 2018-07”), with an intent to reduce cost and complexity and to improve financial reporting for share-based payments issued to non-employees. The amendments in ASU 2018-07 provide for the simplification of the measurement of share-based payment transactions for acquiring goods and services from non-employees. Currently, the accounting requirements for nonemployee and employee share-based payment transactions are significantly different. This standard expands the scope of Topic 718 to include share-based payments issued to nonemployees for goods or services, aligning the accounting for share-based payments to nonemployees and employees. ASU 2018-17 is effective for annual reporting periods beginning after December 15, 2018, including interim periods within those periods, and early adoption is permitted. The Company adopted this standard on February 1, 2019, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements. In August 2018, the FASB issued ASU No. 2018-15, Intangibles—Goodwill and Other—Internal-use Software (subtopic 350-40): Customer’s Accounting for Implementation Costs Incurred in a Cloud Computing Arrangement that is a Service Contract (“ASU 2018-15”) . The amendment 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 effective date is for fiscal years beginning after December 15, 2019, including interim periods within those fiscal years, with early adoption allowed. The Company early adopted the standard effective February 1, 2019, using the prospective approach, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements. New Accounting Pronouncements Not Yet Adopted In August 2018, the FASB issued ASU No. 2018-14, which amends FASB ASC Topic 715, "Compensation - Retirement Benefits." The amendments in this guidance modify the disclosure requirements for employers that sponsor defined benefit pension or other postretirement plans. The amendments in this guidance remove disclosures that no longer are considered cost beneficial, clarify the specific requirements of disclosures and add disclosure requirements identified as relevant. This guidance is effective for annual reporting periods ending after December 15, 2020, with early adoption permitted, and is required to be adopted retrospectively. The Company is currently evaluating the timing and method of adoption and the related impact of ASU 2018-14 on its consolidated financial statements. In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments, which requires the measurement and recognition of expected credit losses for financial assets held at amortized cost, including trade receivables. ASU No. 2016-13 replaces the existing incurred loss impairment model with an expected loss model that requires the use of forward-looking information to calculate credit loss estimates. It also eliminates the concept of other-than-temporary impairment and requires credit losses related to available-for-sale debt securities to be recorded through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. This guidance is effective for annual reporting periods beginning after December 15, 2019, with early adoption permitted. Entities will apply the amendments using a modified retrospective approach. The Company is currently evaluating the timing and method of adoption and the related impact of ASU 2016-13 on its consolidated financial statements.

Marketable Securities

Marketable Securities	9 Months Ended
	Oct. 31, 2019
Investments Debt And Equity Securities [Abstract]
Marketable Securities	Note 3 . Marketable Securities The following is a summary of available-for-sale marketable securities, excluding those securities classified within cash and cash equivalents on the condensed consolidated balance sheets (in thousands): October 31, 2019 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. treasury securities $ 156,506 $ 237 $ — $ 156,743 Corporate notes and bonds 57,875 87 — 57,962 Commercial paper 20,365 — — 20,365 Asset backed securities 20,234 23 — 20,257 Total marketable securities $ 254,980 $ 347 $ — $ 255,327 January 31, 2019 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. agency obligations $ 40,284 $ 16 $ (5 ) $ 40,295 U.S. treasury securities 84,805 29 (4 ) 84,830 Corporate notes and bonds 29,322 10 (6 ) 29,326 Commercial paper 14,876 — — 14,876 Asset backed securities 10,835 9 (2 ) 10,842 Total marketable securities $ 180,122 $ 64 $ (17 ) $ 180,169 As of October 31, 2019, the fair values of available-for-sale marketable securities, by remaining contractual maturity, were as follows (in thousands): Due within one year $ 231,050 Due in one year through five years 24,277 $ 255,327 The Company does not believe that any unrealized losses represent other-than-temporary impairments based on its evaluation of available evidence. To determine whether a decline in value is other-than-temporary, the Company evaluates, among other factors: the duration and extent to which the fair value has been less than the carrying value and its intent and ability to retain the marketable securities for a period of time sufficient to allow for any anticipated recovery in fair value. The Company considers all marketable securities as available for use in current operations, including those with maturity dates beyond one year, and therefore classifies these securities as current assets in the accompanying condensed consolidated balance sheets. No marketable securities were sold during the three months ended October 31, 2019.

Business Combinations

Business Combinations	9 Months Ended
	Oct. 31, 2019
Business Combinations [Abstract]
Business Combinations	Note 4 . Business Combinations Exari Group, Inc. On May 6, 2019, the Company completed the acquisition of Exari Group, Inc. (“Exari”) for consideration of approximately $214.6 million in cash. The acquisition extends the Company’s BSM platform with advanced contract lifecycle management capabilities to enable companies to comprehensively manage their contract lifecycle and operationalize their contracts against spend transactions. The acquisition was accounted for as a business combination and, accordingly, the total fair value of purchase consideration was allocated to the tangible and intangible assets acquired and liabilities assumed based on their fair values on the acquisition date. The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): May 6, 2019 Cash and cash equivalents $ 6,337 Accounts receivable 8,181 Intangible assets 57,000 Other assets 5,792 Goodwill 161,512 Accounts payable and other current liabilities (4,982 ) Deferred revenue (4,565 ) Deferred tax liability, net (10,943 ) Other non-current liabilities (3,716 ) Total consideration $ 214,616 The purchase price allocation is preliminary. The Company continues to collect information with regards to its estimates and assumptions, including potential liabilities and contingencies. The Company will record adjustments to the fair value of the net assets acquired and goodwill within the measurement period, if necessary. The goodwill recognized was primarily attributed to increased synergies that are expected to be achieved from the integration of Exari and is partially deductible for income tax purposes. The Company determined the fair values of intangible assets acquired and liabilities assumed with the assistance of third - party valuation consultants. Based on this valuation, the intangible assets acquired were (in thousands): Fair Value Useful life (in Years) Developed technology $ 45,400 3 to 5 Customer relationships 11,100 5 Trademarks 500 1 Total intangible assets $ 57,000 The Company incurred costs related to this acquisition of approximately $2.8 million for the nine months ended October 31, 2019. All acquisition related costs were expensed as incurred and have been recorded in general and administrative expenses in the accompanying condensed consolidated statements of operations. The revenue and earnings of the acquired business have been included in the Company’s results since the acquisition date. The following unaudited pro forma financial information presents combined revenues for each of the periods presented, as if Exari had been acquired as of the beginning of the comparable prior annual reporting period, giving effect on a pro forma basis to purchase accounting adjustments. The below pro forma total revenue is presented based on the new revenue standards, or ASC 606, for all periods presented. Pro forma net earnings of the Company for the three and nine months ended October 31, 2019 and 2018, assuming that the Exari acquisition had occurred at the beginning of each period presented, would not be materially different from the results reported. The unaudited pro forma information presented below is for informational purposes only and is not necessarily indicative of the Company’s consolidated results of operations of the combined business had the acquisition actually occurred at the beginning of the Company’s fiscal year 2019 or of the results of the Company’s future operations of the combined business (in thousands). Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Pro forma total revenue $ 101,784 $ 73,761 $ 284,545 $ 207,178 Hiperos, LLC On December 7, 2018, the Company acquired all the outstanding equity securities of Hiperos, LLC, a Delaware limited liability company, and GTCR/Opus Blocker Corp., a Delaware corporation, (together herein referred to as “Hiperos”) for a purchase price of approximately $94.8 million in cash. Approximately $8.6 million of the purchase consideration is being held in escrow for 18 months after the transaction closing date. Hiperos is a third-party risk management provider, and the acquisition enables the Company’s business spend management solution with the advanced technology to extensively evaluate risks inherent in a customer’s supplier base. The acquisition was accounted for as a business combination and, accordingly, the total fair value of purchase consideration was allocated to the tangible and intangible assets acquired and liabilities assumed based on their fair values on the acquisition date. The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): December 7, 2018 Cash and cash equivalent $ 167 Accounts receivable 3,904 Intangible assets 17,585 Other assets 1,025 Goodwill 83,891 Accounts payable and other current liabilities (2,792 ) Deferred revenue (7,938 ) Other non-current liabilities (1,000 ) Total consideration $ 94,842 The Company continues to collect information with regards to its estimates and assumptions and will record any adjustments to the Company’s preliminary estimates to goodwill provided that the Company is within the measurement period. The goodwill recognized was primarily attributed to increased synergies that are expected to be achieved from the integration of Hiperos and is partially deductible for income tax purposes. The Company determined the fair values of intangible assets acquired and liabilities assumed with the assistance of third-party valuation consultants. Based on this valuation, the intangible assets acquired are (in thousands): Fair Value Useful life (in Years) Developed technology $ 10,000 6 Customer relationships 7,400 5 Trademarks 185 1 Total intangible assets $ 17,585 The Company incurred costs related to this acquisition of approximately $1.0 million for the year ended January 31, 2019. All acquisition related costs were expensed as incurred and have been recorded in general and administrative expenses in the accompanying condensed consolidated statements of operations. Vinimaya, Inc. (d/b/a Aquiire) On October 12, 2018, the Company completed its acquisition of Vinimaya, Inc. which conducted business as Aquiire. Aquiire is a real-time supplier catalog search company, and the acquisition extended the Company’s capability to deliver a comprehensive business-to-business shopping experience spanning real-time, cached, and localized catalog search. The acquisition was accounted for as a business combination and, accordingly, the total fair value of purchase consideration was allocated to the tangible and intangible assets acquired and liabilities assumed based on their fair values on the acquisition date. The total fair value of the purchase consideration was approximately $49.5 million, comprised of $30.5 million in cash (of which $3.8 million is being held back by the Company for 18 months after closing of the acquisition) and 300,560 shares of the Company’s common stock with fair value of approximately $19.0 million (of which 37,570 shares are being held back by the Company for 18 months after closing of the acquisition). The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): October 12, 2018 Accounts receivable $ 1,511 Intangible assets 12,400 Other assets 1,104 Goodwill 42,101 Accounts payable and other liabilities (1,610 ) Deferred revenue (2,609 ) Deferred tax liability, net (3,377 ) Total consideration $ 49,520 Other assets include indemnification assets totaling approximately $1.1 million due to an assumed liability for which the seller is responsible. The goodwill recognized was primarily attributed to increased synergies that are expected to be achieved from the integration of Aquiire and is not expected to be deductible for income tax purposes. The Company determined the fair values of intangible assets acquired and liabilities assumed with the assistance of third-party valuation consultants. Based on this valuation, the intangible assets acquired are (in thousands): Fair Value Useful life (in Years) Developed technology $ 8,900 5 Customer relationships 3,500 5 Total intangible assets $ 12,400 The Company incurred costs related to this acquisition of approximately $517,000 during the year ended January 31, 2019. All acquisition related costs were expensed as incurred and have been recorded in general and administrative expenses in the accompanying condensed consolidated statements of operations. The revenue and earnings of the acquired business have been included in the Company’s results since the acquisition date and are not material to the Company’s condensed consolidated financial results. Pro forma results of operations for this acquisition have not been presented as the financial impact on the Company’s condensed consolidated financial statements would be immaterial. DCR Workforce, Inc. On August 1, 2018, the Company completed the acquisition of the technology assets of DCR Workforce Inc. ("DCR") for aggregate cash consideration of $25.0 million paid at closing (of which $3.8 million is being held back by the Company until the second anniversary after closing of the acquisition) and contingent stock consideration that may be earned and issued in the future. The maximum contingent stock consideration that may be earned and issued is up to 668,740 shares of the Company’s common stock. The payout of the contingent stock consideration will be determined based on the achievement of distinct revenue performance targets for each of three separate measurement periods that continue through December 31, 2022. The acquisition was accounted for as a business combination. The contingent stock consideration for each of three separate measurement periods may individually result in the delivery of a fixed number of shares and as a result it was classified as equity on the Company’s condensed consolidated balance sheet. The fair value of the contingent consideration as of the acquisition date was determined using the Monte Carlo simulation method. This estimate was based on level 3 inputs under the fair value measurement and disclosure guidance which are not observable in the market including estimated amount and timing of future revenues and discount rate. During the year ended January 31, 2019, the revenue performance target for the first measurement period ending October 31, 2019 has been fully met, and therefore the Company issued 291,602 shares of the Company’s common stock to the shareholders of DCR in the fourth quarter ending January 31, 2019. The aggregate fair value of purchase consideration of $52.2 million, comprised of $25.0 million cash consideration and $27.2 million stock consideration, was allocated to the tangible and intangible assets acquired and liabilities assumed based on their fair values on the acquisition date. The major classes of assets to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): August 1, 2018 Other current assets $ 46 Intangible assets 12,800 Goodwill 39,361 Total consideration $ 52,207 There were no liabilities assumed by the Company for the DCR acquisition. The goodwill recognized was primarily attributed to increased synergies that are expected to be achieved from the integration of DCR and is expected to be deductible for income tax purposes. The Company determined the fair values of intangible assets acquired with the assistance of third-party valuation consultants. Based on this valuation, the intangible assets acquired are as follows (in thousands): Fair Value Useful life (in Years) Developed technology $ 9,500 5 Customer relationships 3,300 5 Total intangible assets $ 12,800 The Company incurred costs related to this acquisition of approximately $327,000 during year ended January 31, 2019. All acquisition related costs were expensed as incurred and have been recorded in general and administrative expenses in the accompanying condensed consolidated statements of operations. The revenue and earnings of the acquired business have been included in the Company’s results since the acquisition date. Pro forma results of operations for this acquisition have not been presented as the financial impact to the Company’s condensed consolidated financial statements would be immaterial. In conjunction with the acquisition of technology assets of DCR, the Company signed a license agreement with DCR pursuant to which the Company granted DCR a limited, non-sublicensable, non-transferable, and nonexclusive license right to use certain of the intellectual property that the Company acquired from DCR.

Fair Value Measurements

Fair Value Measurements	9 Months Ended
	Oct. 31, 2019
Fair Value Disclosures [Abstract]
Fair Value Measurements	Note 5 . Fair Value Measurements Fair value is the exchange price that would be received for an asset or paid to transfer a liability (an exit price) in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Subsequent changes in fair value of these financial assets and liabilities are recognized in earnings or other comprehensive loss when they occur. When determining the fair value measurements for assets and liabilities which are required to be recorded at fair value, the Company considers the principal or most advantageous market in which the Company would transact and the market-based risk measurement or assumptions that market participants would use in pricing the assets or liabilities, such as inherent risk, transfer restrictions and credit risk. The Company applies the following fair value hierarchy, which prioritizes the inputs used to measure fair value into three levels and bases the categorization within the hierarchy upon the lowest level of input that is available and significant to the fair value measurement: • Level 1 - Quoted prices in active markets for identical assets or liabilities. • Level 2 - Observable inputs other than quoted price in active markets for identical assets or similar assets or liabilities in inactive markets, or other inputs that are observable or can be corroborated by observable market data for substantially full term of assets or liabilities. • Level 3 - Inputs that are generally unobservable and typically reflect management’s estimates of assumptions that market participants would use in pricing the assets or liabilities. The following table summarizes the Company’s fair value hierarchy for its financial assets measured at fair value on a recurring basis (in thousands): Level 1 Level 2 Level 3 Total October 31, 2019 Cash equivalents: (1) Money market funds $ 97,437 $ — $ — $ 97,437 Marketable securities: U.S. treasury securities — 156,743 — 156,743 Corporate notes and bonds — 57,962 — 57,962 Commercial paper — 20,365 — 20,365 Asset backed securities — 20,257 — 20,257 January 31, 2019 Cash equivalents: (1) Money market funds $ 118,204 $ — $ — $ 118,204 U.S. agency obligations — 6,986 — 6,986 Commercial paper — 2,997 — 2,997 Marketable securities: U.S. agency obligations — 40,295 — 40,295 U.S. treasury securities — 84,830 — 84,830 Corporate notes and bonds — 29,326 — 29,326 Commercial paper — 14,876 — 14,876 Asset backed securities — 10,842 — 10,842 (1) Included in cash and cash equivalents. The Company has $805 million in aggregate principal amount of 0.125% convertible senior notes due in 2025 (the “2025 Notes”) and $230.0 million in aggregate principal amount of 0.375% convertible senior notes due in 2023 (the “2023 Notes” and together with the 2025 Notes, the “Convertible Notes”), outstanding as of October 31, 2019. Refer to Note 9 – Convertible Senior Notes for further details on the Convertible Notes. The Company carries the Convertible Notes at face value less unamortized discount and issuance costs on its condensed consolidated balance sheets and presents the fair value for disclosure purposes only. The estimated fair value of the 2025 Notes and 2023 Notes, based on a market approach as of October 31, 2019 was approximately $922.5 million and $714.6 million, respectively, which represents a Level 2 valuation. The estimated fair value of the 2023 Notes, based on a market approach as of January 31, 2019 was approximately $428.4 million which represents a Level 2 valuation. The estimated fair value was determined based on the estimated or actual bids and offers of the Convertible Notes in an over-the-counter market on the last trade completed prior to the end of the period.

Property and Equipment, Net

Property and Equipment, Net	9 Months Ended
	Oct. 31, 2019
Property Plant And Equipment [Abstract]
Property and Equipment, Net	Note 6 . Property and Equipment, net Property and equipment consisted of the following (in thousands): October 31, January 31, 2019 2019 Furniture and equipment $ 6,051 $ 3,595 Software development costs 31,380 23,444 Leasehold improvements 1,812 1,255 Construction in progress 98 183 Total property and equipment 39,341 28,477 Less: accumulated depreciation and amortization (21,534 ) (17,928 ) Property and equipment, net $ 17,807 $ 10,549 Depreciation and amortization expense related to property and equipment, excluding software development costs, was approximately $438,000 and $205,000 for the three months ended October 31, 2019 and 2018, respectively, and $1.2 million and $581,000 for the nine months ended October 31, 2019 and 2018, respectively. Amortization expense related to software development costs was approximately $1.1 million and $753,000 for the three months ended October 31, 2019 and 2018, respectively, and $2.4

Goodwill and Other Intangible A

Goodwill and Other Intangible Assets	9 Months Ended
	Oct. 31, 2019
Goodwill And Intangible Assets Disclosure [Abstract]
Goodwill and Other Intangible Assets	Note 7 . Goodwill and Other Intangible Assets Goodwill The following tables represent the changes in goodwill (in thousands): Balance at January 31, 2019 $ 209,560 Additions from acquisition 161,512 Adjustment (203 ) Balance at October 31, 2019 $ 370,869 The goodwill acquired during the nine months ended October 31, 2019 was from the Exari acquisition. Please see Note 4 for further information on the Exari acquisition. Other Intangible Assets The following table summarizes the other intangible assets balances (in thousands): As of October 31, 2019 January 31, 2019 Weighted Average Remaining Useful Lives (in years) Gross Carrying Amount Accumulated Amortization Net Carrying Amount Gross Carrying Amount Accumulated Amortization Net Carrying Amount Developed technology 4.1 $ 93,836 $ (20,934 ) 72,902 $ 48,435 $ (9,198 ) $ 39,237 Customer relationships 4.1 29,994 (6,323 ) 23,671 18,894 (2,363 ) 16,531 Trademarks 0.6 845 (570 ) 275 345 (188 ) 157 Total other intangible assets $ 124,675 $ (27,827 ) $ 96,848 $ 67,674 $ (11,749 ) $ 55,925 The increase in the intangible assets balances during the nine months ended October 31, 2019, was primarily attributed to the Exari acquisition. Please see Note 4 for further information on the Exari acquisition. Amortization expense related to other intangible assets was approximately $6.5 million and $1.9 million for the three months ended October 31, 2019 and 2018, respectively, and $16.1 million and $4.0 million for the nine months ended October 31, 2019 and 2018, respectively. As of October 31, 2019, the future amortization expense of other intangible assets is as follows (in thousands): Year Ending January 31, 2020 (remaining three months) $ 6,514 2021 25,609 2022 25,053 2023 20,500 2024 15,435 Thereafter 3,737 Total $ 96,848

Common Stock and Stockholders'

Common Stock and Stockholders' Equity	9 Months Ended
	Oct. 31, 2019
Equity [Abstract]
Common Stock and Stockholders' Equity	Note 8 . Common Stock and Stockholders’ Equity Common Stock Each share of common stock has the right to one vote. Preferred Stock As of October 31, 2019 2016 Equity Incentive Plan The 2016 Equity Incentive Plan (the “2016 Plan”) was approved by the Company’s stockholders in September 2016. The 2016 Plan provides for the grant of incentive stock options, nonstatutory stock options, restricted stock, restricted stock units, stock appreciation rights and performance cash awards. Awards could be granted under the 2016 Plan beginning on the effective date of the registration statement, October 5, 2016. The 2016 Plan replaced the Company’s 2006 Stock Plan; however, awards outstanding under the 2006 Stock Plan will continue to be governed by their existing terms. As of October 31, 2019, the Company had 7,733,847 shares of its common stock available for future issuance under the 2016 Plan. The number of shares reserved for issuance under the 2016 Plan will automatically increase on the first day of each fiscal year during the term of the 2016 Plan by a number of shares equal to 5% of its outstanding shares of common stock on the last day of the prior fiscal year. The number and class of shares reserved under the Company’s 2016 Plan will be adjusted in the event of a stock split, stock dividend or other changes in its capitalization. The following table summarizes stock option activity under the Company’s 2006 Stock Plan and the 2016 Plan during the nine months ended October 31, 2019 (aggregate intrinsic value in thousands): Options Outstanding Outstanding Stock Options Weighted- Average Exercise Price Weighted- Average Remaining Contractual (in Years) Aggregate Intrinsic Value Balance at January 31, 2019 6,850,928 11.44 6.84 $ 517,353 Option grants 132,383 94.47 — — Options exercised (2,164,147 ) 6.34 — — Options forfeited (36,706 ) 8.83 — — Balance at October 31, 2019 4,782,458 16.07 6.51 $ 580,685 Exercisable at October 31, 2019 3,605,761 9.57 6.12 $ 461,235 The options exercisable as of October 31, 2019 include options that can be exercised prior to vesting. The aggregate intrinsic value of options vested and exercisable as of October 31, 2019 is calculated based on the difference between the exercise price and the fair value of the Company’s common stock as of October 31, 2019. The aggregate intrinsic value of exercised options was $238.0 million and $121.2 million for the nine months ended October 31, 2019 and 2018, respectively, and is calculated based on the difference between the exercise price and the fair value of the Company’s common stock as of the exercise date. The weighted-average grant date fair value of options granted was $41.81 and $21.56 per share for the nine months ended October 31, 2019 and 2018, respectively. The total grant date fair value of options vested was Restricted Stock Units (“RSUs”) The following table summarizes the activity related to the Company’s RSUs during the nine months ended October 31, 2019: Number of RSUs Outstanding Weighted- Average Grant Date Fair Value Awarded and unvested at January 31, 2019 2,792,117 $ 42.62 Awards granted 1,361,518 $ 100.81 Awards vested (840,059 ) $ 46.93 Awards forfeited (216,232 ) $ 60.75 Awarded and unvested at October 31, 2019 3,097,344 $ 65.77 2016 Employee Stock Purchase Plan The Board of Directors adopted the 2016 Employee Stock Purchase Plan (the “ESPP”) in September 2016 and it has been approved by the Company’s stockholders. The ESPP allows eligible employees to purchase shares of common stock through payroll deductions and is intended to qualify under Section 423 of the Internal Revenue Code. As of October 31, 2019, the Company had 1,319,891 shares of its common stock available for future issuance under the ESPP. The number of shares reserved for issuance under the ESPP will automatically increase on the first day of each fiscal year during the term of the ESPP by a number of shares equal to the least of (i) 1% of its outstanding shares of common stock on the last day of the prior fiscal year, (ii) 1,250,000 shares or (iii) a lesser number of shares determined by the Board of Directors. The number and class of shares reserved under the ESPP will be adjusted in the event of a stock split, stock dividend or other changes in its capitalization. Each offering period will last a number of months determined by the administrator, up to a maximum of 27 months. The initial offering period began on the effective date of the Company’s initial public offering, October 5, 2016, and ended on September 15, 2018, and new 24 month offering periods will begin on each March 16 and September 16 thereafter. Currently, each offering period consists of four consecutive purchase periods, of approximately six months duration, at the end of which payroll contributions are used to purchase shares of the Company’s common stock. Participants may purchase the Company’s common stock through payroll deductions, up to a maximum of 15% of their eligible compensation. Participants may withdraw from the ESPP and receive a refund of their accumulated payroll contributions at any time prior to a purchase date. Unless changed by the administrator, the purchase price for each share of common stock purchased under the ESPP will be 85% of the lower of the fair market value per share on the first day of the applicable offering period (or, in the case of the initial offering period, the price at which one share of common stock is offered to the public in its initial public offering) or the fair market value per share on the applicable purchase date. As of October 31, 2019, 1,162,253 shares of common stock were purchased under the 2016 ESPP. The Company selected the Black-Scholes option-pricing model as the method for determining the estimated fair value for the Company’s 2016 ESPP. As of October 31, 2019, total unrecognized compensation cost related to the 2016 ESPP was $7.4 million which will be amortized over a weighted-average period of approximately 1.3 years. Market-based Options In September 2016, the Board of Directors of the Company granted 544,127 stock options to the Chief Executive Officer (the “2016 CEO Grant”) under the 2006 Stock Plan with an exercise price of $13.04 per share is eligible to vest based on the achievement of market capital appreciation targets after the consummation of the initial public offering, as well as continuous service over a four-year an exercise price of $48.47 per share is eligible to vest based on the achievement of a stock price appreciation target as well as continuous service over a four-year As of October 31, 2019 October 31, 2019 $ 1.3 million Stock-based Compensation The Company’s total stock-based compensation expense as of the dates indicated was as follows (in thousands): Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Cost of revenue: Subscription $ 1,886 $ 1,152 $ 5,045 $ 3,076 Professional services and other 2,113 1,071 5,581 3,086 Research and development 5,517 3,046 14,640 8,551 Sales and marketing 6,135 3,899 17,034 10,732 General and administrative 6,304 4,652 17,768 13,245 Total $ 21,955 $ 13,820 $ 60,068 $ 38,690 Stock-based compensation capitalized in capitalized software development costs was approximately $1.8 million and $806,000 at October 31, 2019 and 2018, respectively. As of October 31, 2019, there was approximately $13.8 million of total unrecognized compensation cost related to unvested stock options granted to employees and non-employee service providers under the Company’s 2006 Stock Plan and 2016 Equity Incentive Plan. This unrecognized compensation cost is expected to be recognized over an estimated weighted-average amortization period of approximately 1.9 years. As of October 31, 2019, there was approximately $189.8 million of total unrecognized compensation cost related to unvested restricted stock units granted to employees under the 2016 Equity Incentive Plan. This unrecognized compensation cost is expected to be recognized over an estimated weighted-average amortization period of approximately 2.7 years. The fair values of the Company’s stock options granted during the three and nine months ended October 31, 2019 and 2018 were estimated using the following assumptions: Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Employee Stock Options: Expected term (in years) — — 6.0 6.0 Volatility — — 42.7% 42.2% Risk-free interest rate — — 2.4% 2.8% Dividend yield — — — — Employee Stock Purchase Plan: Expected term (in years) 0.5 - 2.0 0.5 - 2.0 0.5 - 2.0 0.5 - 2.0 Volatility 44.4% - 55.9% 31.1% - 34.1% 44.4% - 65.9% 31.1% - 34.1% Risk-free interest rate 1.7% - 1.9% 2.4% - 2.8% 1.7% - 2.5% 2.0% - 2.8% Dividend yield — — — — Market-based Award Expected term (in years) — — — 7.1 Volatility — — — 43.7% Risk-free interest rate — — — 2.8% Dividend yield — — — — These assumptions and estimates are as follows: • Fair Value of Common Stock . The Company used the publicly quoted price as reported on the Nasdaq Global Select Market as the fair value of its common stock. • Expected Term . The expected term represents the weighted-average period that the stock options are expected to remain outstanding. To determine the expected term, the Company generally applies the simplified approach in which the expected term of an award is presumed to be the mid-point between the vesting date and the expiration date of the award as the Company does not have sufficient historical exercise data to provide a reasonable basis for an estimate of expected term. The expected term for the employee stock purchase plan ranges from six months, the length of one purchase period, to two years, the length of one offering period. • Risk-Free Interest Rate . The Company bases the risk-free interest rate on the yields of U.S. Treasury securities with maturities approximately equal to the term of employee stock option awards. • Expected Volatility. Prior to the first quarter of fiscal year 2020, the Company used the historic volatility of publicly traded peer companies as an estimate for expected volatility to determine the fair value of stock options and the shares granted under the ESPP. In considering peer companies, characteristics such as industry, stage of development, size and financial leverage were considered. Beginning from the first quarter of fiscal year 2020, the Company began to use its own sufficient historical trading prices to calculate the expected volatility in determining the fair value of the shares granted under the ESPP. In addition, beginning from the first quarter of fiscal year 2020, the Company began using its own historical volatility in combination with publicly traded peers’ volatility to determine the expected volatility of stock options.

Convertible Senior Notes

Convertible Senior Notes	9 Months Ended
	Oct. 31, 2019
Debt Disclosure [Abstract]
Convertible Senior Notes	Note 9 . Convertible Senior Notes 2025 Notes In June 2019, the Company entered into a Purchase Agreement (the “Purchase Agreement”) with certain counterparties relating to the Company’s sale of $805.0 million aggregate principal amount of its 0.125% Convertible Senior Notes due 2025 to the counterparties in a private placement in reliance on Section 4(a)(2) of the Securities Act of 1933, as amended (the “Securities Act”), and for initial resale by the Initial Purchasers to qualified institutional buyers pursuant to the exemption from registration provided by Rule 144A under the Securities Act. The 2025 Notes consisted of a $700.0 million initial placement and an overallotment option that provided the initial purchasers of the 2025 Notes with the option to purchase an additional $105.0 million of the 2025 Notes, which was exercised in full by the counterparties prior to the 2025 Notes issuance. On June 11, 2019, for a total of $805.0 million, the 2025 Notes were issued in accordance with an Indenture (the “Indenture”) between the Company and Wilmington Trust, National Association, as trustee. The net proceeds from the issuance of the 2025 Notes were $667.4 million, net of debt issuance costs, including the underwriting discount and the cash used to purchase the capped call, discussed below. The 2025 Notes are senior, unsecured obligations of the Company, and interest is payable semi-annually in cash at a rate of 0.125% per annum on June 15 and December 15 of each year, beginning on December 15, 2019. The 2025 Notes will mature on June 15, 2025 unless redeemed, repurchased or converted prior to such date. Prior to the close of business on the business day immediately preceding March 15, 2025, the 2025 Notes are convertible at the option of holders during certain periods, upon satisfaction of certain conditions. On or after March 15, 2025, the 2025 Notes are convertible at any time until the close of business on the second scheduled trading day immediately preceding the maturity date. The 2025 Notes will have an initial conversion rate of 6.2658 shares of common stock per $1,000 principal (equivalent to an initial conversion price of approximately $159.60 per share of its common stock). The conversion rate is subject to customary adjustments for certain events as described in the Indenture. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock or a combination of cash and shares of its common stock, at its election. It is the Company’s current intent to settle conversions of the 2025 Notes through combination settlement, which involves repayment of the principal portion in cash and any excess of the conversion value over the principal amount in shares of its common stock. Holders may convert their 2025 Notes, at their option, prior to the close of business on the business day immediately preceding March 15, 2025, in multiples of $1,000 principal amount, only under the following circumstances: • during any fiscal quarter commencing after the fiscal quarter ending on October 31, 2019 (and only during such fiscal quarter), if the last reported sale price of its common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding fiscal quarter is greater than or equal to 130% of the conversion price on each applicable trading day; • during the five business day period after any five consecutive trading day period (the “Measurement Period”) in which the trading price per $1,000 principal amount of the 2025 Notes for each trading day of the Measurement Period was less than 98% of the product of the last reported sales price of the Company’s common stock and the conversion rate on each such trading day; • after the Company’s issuance of a notice of redemption and prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or • upon the occurrence of specified corporate events, as defined in the Indenture. If the Company undergoes a fundamental change, as described in the Indenture, subject to certain conditions, holders may require the Company to repurchase for cash all or any portion of their 2025 Notes. The fundamental change repurchase price is equal to 100% of the principal amount of the 2025 Notes to be repurchased, plus accrued and unpaid interest up to, but excluding, the fundamental change repurchase date. If holders elect to convert their 2025 Notes in connection with a make-whole fundamental change or during a redemption period, as described in the Indenture, the Company will, to the extent provided in the Indenture, increase the conversion rate applicable to the 2025 Notes. The 2025 Notes are the Company’s senior unsecured obligations and rank senior in right of payment to any of its indebtedness that is expressly subordinated in right of payment to the 2025 Notes, and equal in right of payment to any of its indebtedness that is not so subordinated. The 2025 Notes are effectively junior in right of payment to any of the Company’s secured indebtedness to the extent of the value of the assets securing such indebtedness; and structurally junior to all indebtedness and other liabilities (including trade payables) and any preferred equity of its current or future subsidiaries. The Indenture contains customary events of default with respect to the 2025 Notes and provides that upon certain events of default occurring and continuing, the Trustee may, and the Trustee at the request of holders of at least 25% in principal amount of the 2025 Notes shall declare all principal and accrued and unpaid interest, if any, of the 2025 Notes to be due and payable. In case of certain events of bankruptcy, insolvency or reorganization, involving the Company, all of the principal of and accrued and unpaid interest on the 2025 Notes will automatically become due and payable. In accounting for the issuance of the 2025 Notes, the Company separated the 2025 Notes into liability and equity components. The carrying amount of the liability component was calculated by measuring the fair value of a similar liability that does not have an associated convertible feature. The carrying amount of the equity component representing the conversion option was determined by deducting the fair value of the liability component from the par value of the 2025 Notes as a whole. The difference between the principal amount of the 2025 Notes and the liability component, equal to $252.9 million (the “debt discount”), is amortized to interest expense using the effective interest method over the term of the 2025 Notes. The equity component of the 2025 Notes will not be remeasured as long as it continues to meet the conditions for equity classification. The Company incurred $18.8 million of transaction costs related to the issuance of the 2025 Notes. The Company allocated the total amount incurred to the liability and equity components using the same proportions as the proceeds from the 2025 Notes. Issuance costs attributable to the liability component are being amortized to interest expense over the term of the 2025 Notes using the effective interest method, and issuance costs attributable to the equity component are included along with the equity component in stockholders' equity. 2023 Notes In January 2018, the Company issued 2023 Notes in aggregate principal amount of $230.0 million in a private placement to qualified institutional buyers pursuant to Rule144A under the Securities Act of 1933, as amended The net proceeds from the issuance of the Convertible Notes are $200.4 million, net of debt issuance costs, including the underwriting discount and the cash used to purchase the capped call, discussed below. The 2023 Notes have an initial conversion rate of 22.4685 shares of common stock per $1,000 principal (equivalent to an initial conversion price of approximately $44.5068 per share of its common stock). The interest rate is fixed at 0.375% per annum for the 2023 Notes and is payable semi-annually in arrears on July 15 and January 15 of each year, which commenced on July 15, 2018. Refer to the Company’s consolidated financial statements for the year ended January 31, 2019 for details of the issuance of 2023 Notes. The 2025 Notes and 2023 Notes consisted of the following (in thousands): As of As of October 31, 2019 January 31, 2019 2025 Notes (1) 2023 Notes 2023 Notes Liability: Principal $ 805,000 $ 230,000 $ 230,000 Unamortized debt discount and issuance costs (2) (251,720 ) (46,125 ) (55,385 ) Net carrying amount $ 553,280 $ 183,875 $ 174,615 Carrying amount of the equity component (3) $ 246,967 $ 60,470 $ 60,470 (1) The 2025 Notes were issued on June 11, 2019. ( 2 ) Included in the condensed consolidated balance sheets within Convertible senior notes, net and amortized over the remaining lives of the Notes. The 2025 Notes are classified as long-term liabilities and the 2023 notes are classified as current liabilities. (3 ) Included in the condensed consolidated balance sheets within additional paid-in capital. The effective interest rates of the liability component of the 2025 Notes and 2023 Notes, excluding each notes conversions options, is 7.05% and 7.66%, respectively. As of October 31, 2019, the if-converted value of the 2025 Company’s Convertible Notes did not exceed the principal amount of the 2025 Notes. As of October 31, 2019 and January 31, 2019, the if-converted value of the 2023 Notes exceeded the principal amount by $480.5 million and $219.4 million, respectively. During the three months ended October 31, 2019 and 2018, the Company recognized $12.4 million and $3.0 million, respectively, of interest expense related to the amortization of debt discount and issuance costs, and $500,000 and $200,000, respectively, of coupon interest expense. During the nine months ended October 31, 2019 and 2018, the Company recognized $23.4 million and $8.6 million, respectively, of interest expense related to the amortization of debt discount and issuance costs, and $1.0 million and $600,000, respectively, of coupon interest expense. As of October 31, 2019, the remaining life of the 2025 Notes and 2023 Notes is approximately 5.6 years and 3.2 years, respectively. For more than twenty trading days during the thirty consecutive trading days ended October 31, 2019, the last reported sale price of the Company’s common stock exceeded 130% of the conversion price of the 2023 Notes. As a result, the 2023 Notes were convertible at the option of the holders and remained classified as current liabilities on the condensed consolidated balance sheet as of October 31, 2019. As of the date of this filing, none of the holders of the 2023 Notes have submitted requests for conversion. The 2025 Notes were not convertible as of October 31, 2019. Capped Calls In conjunction with the issuance of the 2025 Notes and 2023 Notes, the Company entered into capped call transactions (the “Capped Calls”) on the Company’s stock with certain counterparties at a price of $118.7 million and $23.3 million, respectively. The Capped Calls exercise price is equal to the initial conversion price of each of the Convertible Notes, and the cap price is $295.55 per share for 2025 Notes and $63.821 per share for 2023 Notes, both subject to certain adjustments under the terms of the Capped Call transactions. If either convertible notes conversion option is exercised, the corresponding convertible note capped call will become exercisable on the same date. By entering into the Capped Calls, the Company expects to reduce the potential dilution to its common stock (or, in the event the conversion is settled in cash, to reduce its cash payment obligation) in the event that at the time of conversion its stock price exceeds the conversion price. The cost of the Capped Calls is not expected to be tax-deductible as the Company did not elect to integrate the Capped Calls into the respective convertible notes for tax purposes. The cost of the Capped Calls was recorded as a reduction of the Company’s additional paid-in capital in the accompanying condensed consolidated financial statements.

Commitments and Contingencies

Commitments and Contingencies	9 Months Ended
	Oct. 31, 2019
Commitments And Contingencies Disclosure [Abstract]
Commitments and Contingencies	Note 10 . Commitments and Contingencies Commitments The Company leases office space under non-cancelable operating leases with various expiration dates through July 2027. For the three and nine months ended October 31, 2019, lease costs in relation to long-term leases were approximately $2.4 million and $6.2 million, respectively. For the three and nine months ended October 31, 2019, short-term leases costs were approximately $400,000 and $1.2 million, respectively. Variable lease costs were immaterial for the three and nine months ended October 31, 2019. Total lease expenses recognized prior to the adoption of ASC 842 was $1.8 million and $5.4 million for the three and nine months ended October 31, 2018. Certain lease agreements include options to renew or terminate the lease, which are not reasonably certain to be exercised and therefore are not factored into the determination of lease payments or the lease right-of-use asset/lease liability. For the three and nine months ended October 31, 2019, cash paid for operating lease liabilities was approximately $2.3 million and $6.2 million, respectively. For the three and nine months ended October 31, 2019, right-of-use assets obtained in exchange of lease obligations was approximately $4.8 million and $6.8 million, respectively. As of October 31, 2019, the weighted-average remaining lease term was 4.4 years, and the weighted-average discount rate was 6.4%. Additionally, the Company has current contractual purchase obligations for hosting services that support business operations. As of October 31, 2019, the remaining maturities of operating lease liabilities and future purchase obligations are as follows (in thousands): Year Ending January 31, Operating Lease Obligations Future Purchase Obligations of Hosting Services 2020 (remaining three months) $ 2,369 $ 1,250 2021 9,228 10,750 2022 8,668 — 2023 7,708 — 2024 6,879 — Thereafter 3,331 — Total payments 38,183 $ 12,000 Less imputed interest (4,764 ) Total $ 33,419 Contingencies The Company may become involved in legal proceedings or be subject to claims arising in the ordinary course of business. Although the results of litigation and claims cannot be predicted with certainty, the Company currently believes that the final outcome of these ordinary course matters will not have a material adverse effect on the Company’s business, operating results, financial condition or cash flows. The Company accrues estimates for resolution of legal and other contingencies when losses are probable and estimable. Regardless of the outcome, litigation can have an adverse impact on the Company because of defense and settlement costs, diversion of management resources and other factors. Warranties and Indemnifications The Company’s cloud-based software platform and applications are typically warranted against material decreases in functionality and to perform in a manner consistent with general industry standards and in accordance with the Company’s online documentation under normal use and circumstances. The Company includes service level commitments to its customers, typically regarding certain levels of uptime reliability and performance and if the Company fails to meet those levels, customers can receive credits and in some cases, terminate their relationship with the Company. To date, the Company has not incurred any material costs as a result of such commitments. The Company generally agrees to defend and indemnify its customers against legal claims that the Company’s platform infringes patents, copyrights or other intellectual property rights of third parties. To date, the Company has not been required to make any payment resulting from such infringement claims and has not recorded any related liabilities. In addition, the Company has indemnification agreements with its directors and certain of its officers that require the Company to indemnify them against certain liabilities that may arise by reason of their status or service as directors or officers. To date, the Company has not incurred any material costs, and not accrued any liabilities in its consolidated financial statements, as a result of these obligations.

Income Taxes

Income Taxes	9 Months Ended
	Oct. 31, 2019
Income Tax Disclosure [Abstract]
Income Taxes	Note 11 . Income Taxes The Company is subject to federal and various state income taxes in the United States as well as income taxes in foreign jurisdictions in which it conducts business. The Company does not provide for federal income taxes on the undistributed earnings of its foreign subsidiaries as such earnings are reinvested indefinitely. The Company recorded a tax expense of approximately $260,000 and a benefit of $2.3 million for the three months ended October 31, 2019 and 2018, respectively. The Company recorded tax benefits of approximately $9.2 million and $1.4 million for the nine months ended October 31, 2019 and 2018, respectively, representing effective tax rates of 12.08% and 3.42%, respectively. The tax benefit during the nine months ended October 31, 2019 was primarily due to the release of valuation allowance of approximately $9.9 million as a result of recognition of a deferred tax liability from the Exari acquisition, partially offset by the provision for foreign taxes. The difference between the U.S. federal statutory tax rate of 21% and the Company’s effective tax rate is primarily due to a full valuation allowance related to the Company’s U.S. deferred tax assets and foreign expense on the Company’s profitable foreign jurisdictions. For the nine months ended October 31, 2019, the Company generated a $9.9 million tax benefit related to a valuation allowance related to deferred tax liabilities recognized as part of the Exari acquisition. The Company's material income tax jurisdictions are the United States (federal) and California. As a result of net operating loss carryforwards, the Company is subject to audits for tax years 2006 and forward for federal purposes and 2009 and forward for California purposes. There are tax years which remain subject to examination in various other state and foreign jurisdictions that are not material to the Company's financial statements.

Net Loss per Share

Net Loss per Share	9 Months Ended
	Oct. 31, 2019
Earnings Per Share [Abstract]
Net Loss per Share	Note 12 . Net Loss per Share Basic net loss per share attributable to common stockholders is calculated by dividing the net loss attributable to common stockholders by the weighted-average number of shares of common stock outstanding during the period, without consideration for potentially dilutive securities as they do not share in losses. During periods when the Company is in a net loss position, basic net loss per share attributable to common stockholders is the same as diluted net loss per share attributable to common stockholders as the effects of potentially dilutive securities are antidilutive given the net loss of the Company. The following table sets forth the computation of the basic and diluted net loss per share attributable to common stockholders (in thousands, except per share amounts): Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Numerator: Net loss attributable to common stockholders $ (26,317 ) $ (9,645 ) $ (66,779 ) $ (38,953 ) Denominator: Weighted-average common shares outstanding 63,057 58,212 61,973 57,030 Net loss per share attributable to common stockholders, basic and diluted $ (0.42 ) $ (0.17 ) $ (1.08 ) $ (0.68 ) Since the Company was in a loss position for all periods presented, basic net loss per share attributable to common stockholders is the same as diluted net loss per share for all periods as the inclusion of all potential common shares outstanding would have been anti-dilutive. Potentially dilutive securities that were not included in the diluted per share calculations because they would be anti-dilutive were as follows: As of October 31, 2019 2018 Options to purchase common stock 4,782,458 7,458,383 RSUs 3,097,344 2,900,509 Unvested common shares subject to repurchase 97,164 317,711 Shares committed under the ESPP 28,558 66,940 Contingent stock consideration for DCR acquisition 377,138 668,740 Holdback shares for Aquiire acquisition 37,570 37,570 Total 8,420,232 11,449,853 Additionally, approximately 5.0 million and 5.2 million shares underlying the conversion option in the 2025 Notes and 2023 Notes, respectively, are not considered in the calculation of diluted net loss per share as the effect would be anti-dilutive. These number of shares are subject to adjustment up to approximately 6.8 million shares for each of the 2025 and 2023 Notes, if certain corporate events occur prior to the maturity date or if the Company issues a notice of redemption. The Company uses the treasury stock method for calculating any potential dilutive effect of the conversion option on diluted net income per share, if applicable. During the three months ended October 31, 2019, the average market price of the Company’s common stock exceeded the conversion price of the 2023 Notes of $44.51 per share and did not exceed the conversion price of the 2025 Notes of $159.60 per share.

Business Segment Information

Business Segment Information	9 Months Ended
	Oct. 31, 2019
Segment Reporting [Abstract]
Business Segment Information	Note 13. Business Segment Information The Company’s chief operating decision maker is the Chief Executive Officer (“CEO”). The CEO reviews the financial information presented on a consolidated basis for purposes of allocating resources and evaluating the Company’s financial performance. Accordingly, the Company has determined that it operates in a single

Significant Customers and Geogr

Significant Customers and Geographic Information	9 Months Ended
	Oct. 31, 2019
Geographic Areas Revenues From External Customers [Abstract]
Significant Customers and Geographic Information	Note 14 . Significant Customers and Geographic Information No customer balance comprised 10% or more of total accounts receivable at October 31, 2019 or January 31, 2019. During the three and nine months ended October 31, 2019 and October 31, 2018, revenues by geographic area, based on billing addresses of the customers, were as follows (in thousands): Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 United States $ 65,335 $ 42,510 $ 175,720 $ 114,804 Foreign countries 36,449 24,945 102,547 70,654 Total revenues $ 101,784 $ 67,455 $ 278,267 $ 185,458 No single foreign country represented more than 10% of the Company’s revenues in any period. Additionally, no single customer represented more than 10% of the Company’s revenues in any period.

Related Parties

Related Parties	9 Months Ended
	Oct. 31, 2019
Related Party Transactions [Abstract]
Related Parties	Note 15. Related Parties One of the Company’s customers, T. Rowe Associates, Inc., is also an investment adviser of certain of the Company’s stockholders. The Company recognized subscription revenue from this customer of approximately $152,000 and $141,000 for the three months ended October 31, 2019 and 2018, respectively, and $430,000 and $439,000 for the nine months ended October 31, 2019 and 2018, respectively. The Company had a receivables balance from this customer of approximately $232,000 at October 31, 2019 and no outstanding receivables from this customer at January 31, 2019.

Significant Accounting Polici_2

Significant Accounting Policies (Policies)	9 Months Ended
	Oct. 31, 2019
Accounting Policies [Abstract]
Basis of Presentation	Basis of Presentation The accompanying unaudited condensed consolidated financial statements have been prepared using accounting principles generally accepted in the United States of America (“GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in the financial statements prepared in accordance with GAAP have been condensed or omitted pursuant to such rules and regulations. These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and related notes included in the Company’s Annual Report on Form 10-K for the year ended January 31, 2019 filed with the SEC on March 27, 2019 (the “Form 10-K”). The condensed consolidated financial statements include the results of the Company and its wholly-owned subsidiaries. All significant intercompany transactions and balances have been eliminated during consolidation. The condensed consolidated balance sheet as of January 31, 2019, included herein, was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by GAAP on an annual reporting basis. There have been no changes to the significant accounting policies described in the Form 10-K for the year ended January 31, 2019 except for changes applied due to the adoption of Accounting Standard Codification 842, Leases. Refer to the “Updated Significant Accounting Policy” and “Recently Adopted Accounting Pronouncements” sections below for further information.
Use of Estimates	Use of Estimates The preparation of consolidated financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities as of the date of the consolidated financial statements and the reported amounts of revenue and expenses during the reporting period. On an ongoing basis, management evaluates its significant estimates including, but not limited to, the valuation of accounts receivable, the lives of tangible and intangible assets, stock-based compensation, the fair value of contingent stock consideration, the valuation of acquired intangible assets and the recoverability or impairment of tangible and intangible assets, including goodwill, revenue recognition, the fair value of marketable securities, convertible senior notes fair value, the benefit period of deferred commissions, provision for (benefit from) income taxes, and the discount rate used to calculate operating lease liabilities. Management bases its estimates on historical experience and on various other market-specific and relevant assumptions that management believes to be reasonable under the circumstances. Actual results could differ from those estimates and such differences could be material to the financial position and results of operations.
Concentration of Risk	Concentration of Risk Financial instruments that potentially subject the Company to a concentration of credit risk consist of cash and cash equivalents, marketable securities, and accounts receivable. Cash deposits exceed amounts insured by the Federal Deposit Insurance Corporation and the Securities Investor Protection Corporation. The Company has not experienced any losses on its deposits of cash and cash equivalents to date. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on significant customers during the period.
Comprehensive Loss	Comprehensive Loss Comprehensive loss is defined as the change in equity of a business enterprise during a period from transactions and other events and circumstances from non-owner sources. The Company’s comprehensive loss consists of net loss, other comprehensive gain (loss) in relation to defined benefits plans, net of tax, and changes in unrealized gain (loss) on marketable securities, net of tax. The other comprehensive gain (loss) in relation to defined benefits plans represents net deferred gains and losses and prior service costs and credits for the defined benefit pension plans.
Revenue Recognition	Revenue Recognition The Company derives its revenues primarily from subscription fees and professional services fees. Revenues are recognized when control of these services are transferred to the Company’s customers in an amount that reflects the consideration expected to be entitled to in exchange for those services. Revenues are recognized net of applicable taxes imposed on the related transaction. The Company’s revenue recognition policy follows guidance from Accounting Standards Codification 606, Revenue from Contracts with Customers (Topic 606) . The Company determines revenue recognition through the following five-step framework: • Identification of the contract, or contracts, with a customer; • Identification of the performance obligations in the contract; • Determination of the transaction price; • Allocation of the transaction price to the performance obligations in the contract; and • Recognition of revenue when, or as, the Company satisfies a performance obligation. Subscription Revenues The Company offers subscriptions to its cloud-based business spend management platform, including procurement, invoicing and expense management. Subscription revenues consist primarily of fees to provide the Company’s customers access to its cloud-based platform, which includes routine customer support. Subscription contracts do not provide customers with the right to take possession of the software, are non-cancelable, and do not contain general rights of return. Generally, revenues are recognized ratably over the contractual term of the arrangement, beginning on the date that the service is made available to the customer. Subscription contracts typically have a term of three years with invoicing occurring in annual installments at the beginning of each year in the subscription period. Subscription revenues also include fees to provide support and updates to legacy Exari customers. The support and update revenues associated with these customers are recognized ratably over the contract term. Professional Services Revenues and Other The Company offers professional services which primarily include deployment services, optimization services, and training. Professional services are generally sold on a fixed-fee or time-and-materials basis. For services billed on a fixed-fee basis, invoicing typically occurs in advance, and revenue is recognized over time based on the proportion performed. For services billed on a time-and-materials basis, revenue is recognized over time as services are performed. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on disaggregated revenue during the period. Significant Judgments The Company’s contracts with customers often include promises to transfer multiple products and services to a customer. For these contracts, the Company accounts for individual performance obligations separately if they are distinct. Subscription and professional services are both distinct performance obligations that are accounted for separately. In contracts with multiple performance obligations, the transaction price is allocated to separate performance obligations on a relative standalone selling price basis. The determination of standalone selling price (“SSP”) for each distinct performance obligation requires judgment. The Company determines SSP for performance obligations based on overall pricing objectives, which take into consideration market conditions and entity-specific factors. This includes a review of historical data related to the size of arrangements, the cloud applications being sold, customer demographics and the numbers and types of users within the arrangements. The Company uses a range of amounts to estimate SSP for performance obligations. There is typically more than one SSP for individual products and services due to the stratification of those products and services by considerations such as size and type of customer. Contract Balances The timing of revenue recognition may differ from the timing of invoicing for contracts with customers. The Company records a receivable when revenue is recognized prior to invoicing. Deferred revenue primarily consists of billings or payments received in advance of revenue recognition. Subscription and fixed-fee professional services arrangements are commonly billed in advance, recognized as deferred revenue, and then amortized as revenue over time. However, other professional services arrangements, primarily those recognized on a time-and-materials basis, are billed in arrears following services that have been rendered. This may result in revenue recognition greater than invoiced amounts which results in a receivable balance. Receivables represent an unconditional right to payment. As of October 31, 2019 and January 31, 2019, the balance of accounts receivable, net of the allowance for doubtful accounts, was $79.7 million and $95.3 million, respectively. Of these balances, $5.3 million and $1.5 million represent unbilled receivable amounts as of October 31, 2019 and January 31, 2019, respectively. As of October 31, 2019, the Company also had long-term unbilled receivables of approximately $881,000 which was included in Other assets on the condensed consolidated balance sheet. When the timing of revenue recognition differs from the timing of invoicing, the Company uses judgment to determine whether the contract includes a significant financing component requiring adjustment to the transaction price. Various factors are considered in this determination including the duration of the contract, payment terms, and other circumstances. Generally, the Company determined that contracts do not include a significant financing component. The Company applies the practical expedient for instances where, at contract inception, the expected timing difference between when promised goods or services are transferred and associated payment will be one year or less. Payment terms vary by contract type, however arrangements typically stipulate a requirement for the customer to pay within 30 days. At any point in the contract term, transaction price may be allocated to performance obligations that are unsatisfied or are partially unsatisfied. These amounts relate to remaining performance obligations on non-cancelable contracts which include both the deferred revenue balance and amounts that will be invoiced and recognized as revenue in future periods. As of October 31, 2019, approximately $593.3 million of revenue is expected to be recognized from remaining performance obligations, a majority of which is related to multi-year subscription arrangements. The Company expects to recognize revenue on approximately three-fourths
Accounts Receivable and Allowance for Doubtful Accounts	Accounts Receivable and Allowance for Doubtful Accounts The Company extends credit to its customers in the normal course of business and does not require cash collateral or other security to support the collection of customer receivables. The Company estimates the amount of uncollectible accounts receivable at the end of each reporting period based on the aging of the receivable balance, historical experience, and communications with customers, and provides a reserve when needed. Accounts receivable are written off when deemed uncollectible. The allowance for doubtful accounts was not material at October 31, 2019 and January 31, 2019.
Deferred Revenue	Deferred Revenue Deferred revenue consists of customer billings or payments received in advance of the recognition of revenue and is recognized as revenue as the revenue recognition criteria are met. The Company generally invoices its customers annually for the forthcoming year of service. Accordingly, the Company’s deferred revenue balance does not include revenue for future years of multiple year non-cancellable contracts that have not yet been billed. During the three months ended October 31, 2019, the Company recognized revenue of $81.5 million that was included in the deferred revenue balance as of July 31, 2019. During the nine months ended October 31, 2019, the Company recognized revenue of $160.6 million that was included in the deferred revenue balance as of January 31, 2019.
Deferred Commissions	Deferred Commissions Commissions are earned by sales personnel upon the execution of the sales contract by the customer, and commission payments are made shortly after they are earned. Commission costs can be associated specifically with subscription and professional services arrangements. Commissions earned by the Company’s sales personnel are considered incremental and recoverable costs of obtaining a contract with a customer. These costs are deferred and then amortized over a period of benefit of five years. The Company determined the period of benefit by taking into consideration its past experience with customers, future cash flows expected from customers, industry peers and other available information. The Company capitalized commission costs of $5.6 million and $3.2 million and amortized $2.4 million and $1.5 million to sales and marketing expense in the accompanying condensed consolidated statements of operations during the three months ended October 31, 2019 and 2018, respectively. The Company capitalized commission costs of $15.5 million and $17.5 million and amortized $6.7 million and $4.2 million to sales and marketing expense in the accompanying condensed consolidated statements of operations during the nine months ended October 31, 2019 and 2018, respectively.
Leases	Leases Leases arise from contracts which convey the right to control the use of identified property or equipment for a period of time in exchange for consideration. The Company’s leasing arrangements are primarily for office space used to conduct operations. The Company determines whether contracts include a lease at the inception of the contract. Leases are classified at commencement as either operating or finance leases. As of October 31, 2019, all of the Company’s leases are classified as operating leases. Rent expense for operating leases is recognized using the straight-line method over the term of the agreement beginning on the lease commencement date. At commencement, the Company records a lease liability at the present value of future lease payments, net of any future lease incentives to be received. Lease agreements may include options to renew the lease term, which is not included in the lease periods to calculate future lease payments unless it is reasonably certain the Company will renew the lease. The Company estimates its incremental borrowing rate (“IBR”) based on the information available at the lease commencement date in determining the present value of lease payments. In determining the appropriate IBR, the Company considers information including, but not limited to, the lease term and the currency in which the arrangement is denominated. At commencement, the Company also records a corresponding right-of-use asset, which is calculated based on the amount of the lease liability, adjusted for any advance lease payments made and initial direct costs incurred. Right-of-use assets are subject to evaluation for impairment or disposal on a basis consistent with other long-lived assets. As of October 31, 2019, the Company was not a lessor in leasing arrangements or a party to any sublease arrangements.
Recently Adopted Accounting Pronouncements	Recently Adopted Accounting Pronouncements In February 2016, the FASB issued a new accounting standard update on leases. Accounting Standards Codification (“ASC”) 842, Leases. The new lease standard (“ASC 842”) establishes a right-of-use model that requires a lessee to record a right-of-use asset and a lease liability on the balance sheet for all leases with terms longer than 12 months. The Company adopted the new lease standard effective on February 1, 2019, and elected to apply practical expedients permitted under the transition guidance that allows the Company to use the beginning of the period of adoption (February 1, 2019) as the date of initial application. As a result, prior period comparative financial information was not recast under the new standard and continues to be presented under the prior lease accounting standards. Other practical expedients include the Company’s election to not separate non-lease components from lease components, and not reassess lease classification, treatment of initial direct costs, or whether an existing or expired contract contains a lease. The Company also elected to apply the short-term lease exception for all leases. Under the short-term lease exception, the Company will not recognize right-of-use assets or lease liabilities for leases that, at the commencement date, have a remaining lease term of 12 months or less. The adoption of the new lease standard on February 1, 2019, resulted in the recognition of operating lease right-of-use assets of $27.3 million and operating lease liabilities of $28.9 million on the condensed consolidated balance sheet. In connection with the adoption of this standard, deferred rent of $1.6 million, which was previously recorded in accrued and other current liabilities on the condensed consolidated balance sheet, was derecognized. In January 2017, the FASB issued ASU No. 2017-04, Intangibles-Goodwill and Other (Topic 350): Simplifying the Test for Goodwill Impairment (“ASU 2017-04”), which simplifies the accounting for goodwill impairments by eliminating step two from the goodwill impairment test. Instead, if the carrying amount of a reporting unit exceeds its fair value, an impairment loss will be recognized in an amount equal to that excess, limited to the total amount of goodwill allocated to that reporting unit. ASU 2017-04 also clarifies the requirements for excluding and allocating foreign currency translation adjustments to reporting units related to an entity’s testing of reporting units for goodwill impairment, and clarifies that an entity should consider income tax effects from any tax-deductible goodwill on the carrying amount of the reporting unit when measuring the goodwill impairment loss, if applicable. The guidance is effective for annual reporting periods beginning after December 15, 2019 and interim periods within those fiscal years. The Company early adopted this standard on February 1, 2019, and the adoption did not have an impact on the Company’s condensed consolidated financial statements. In February 2018, the FASB issued ASU No. 2018-02, Reclassification of Certain Tax Effects from Accumulated Other Comprehensive Income (“ASU 2018-02”), which provides the option to reclassify certain income tax effects related to the Tax Cuts and Jobs Act passed in December of 2017 between accumulated other comprehensive income and retained earnings and also requires additional disclosures. ASU 2018-02 is effective for all entities for fiscal years beginning after December 15, 2018, and interim periods within those fiscal years, with early adoption permitted. The Company adopted this standard on February 1, 2019, and the adoption did not have an impact on the Company’s condensed consolidated financial statements In June 2018, the FASB issued ASU No. 2018-07, Compensation - Stock Compensation (Topic 718): Improvements to Non-Employee Share-Based Payment Accounting (“ASU 2018-07”), with an intent to reduce cost and complexity and to improve financial reporting for share-based payments issued to non-employees. The amendments in ASU 2018-07 provide for the simplification of the measurement of share-based payment transactions for acquiring goods and services from non-employees. Currently, the accounting requirements for nonemployee and employee share-based payment transactions are significantly different. This standard expands the scope of Topic 718 to include share-based payments issued to nonemployees for goods or services, aligning the accounting for share-based payments to nonemployees and employees. ASU 2018-17 is effective for annual reporting periods beginning after December 15, 2018, including interim periods within those periods, and early adoption is permitted. The Company adopted this standard on February 1, 2019, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements. In August 2018, the FASB issued ASU No. 2018-15, Intangibles—Goodwill and Other—Internal-use Software (subtopic 350-40): Customer’s Accounting for Implementation Costs Incurred in a Cloud Computing Arrangement that is a Service Contract (“ASU 2018-15”) . The amendment 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 effective date is for fiscal years beginning after December 15, 2019, including interim periods within those fiscal years, with early adoption allowed. The Company early adopted the standard effective February 1, 2019, using the prospective approach, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements.
New Accounting Pronouncements Not Yet Adopted	New Accounting Pronouncements Not Yet Adopted In August 2018, the FASB issued ASU No. 2018-14, which amends FASB ASC Topic 715, "Compensation - Retirement Benefits." The amendments in this guidance modify the disclosure requirements for employers that sponsor defined benefit pension or other postretirement plans. The amendments in this guidance remove disclosures that no longer are considered cost beneficial, clarify the specific requirements of disclosures and add disclosure requirements identified as relevant. This guidance is effective for annual reporting periods ending after December 15, 2020, with early adoption permitted, and is required to be adopted retrospectively. The Company is currently evaluating the timing and method of adoption and the related impact of ASU 2018-14 on its consolidated financial statements. In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments, which requires the measurement and recognition of expected credit losses for financial assets held at amortized cost, including trade receivables. ASU No. 2016-13 replaces the existing incurred loss impairment model with an expected loss model that requires the use of forward-looking information to calculate credit loss estimates. It also eliminates the concept of other-than-temporary impairment and requires credit losses related to available-for-sale debt securities to be recorded through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. This guidance is effective for annual reporting periods beginning after December 15, 2019, with early adoption permitted. Entities will apply the amendments using a modified retrospective approach. The Company is currently evaluating the timing and method of adoption and the related impact of ASU 2016-13 on its consolidated financial statements.

Marketable Securities (Tables)

Marketable Securities (Tables)	9 Months Ended
	Oct. 31, 2019
Investments Debt And Equity Securities [Abstract]
Summary of Available-for-sale Marketable Securities Excluding Securities Classified within Cash and Cash Equivalents on Consolidated Balance Sheets	The following is a summary of available-for-sale marketable securities, excluding those securities classified within cash and cash equivalents on the condensed consolidated balance sheets (in thousands): October 31, 2019 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. treasury securities $ 156,506 $ 237 $ — $ 156,743 Corporate notes and bonds 57,875 87 — 57,962 Commercial paper 20,365 — — 20,365 Asset backed securities 20,234 23 — 20,257 Total marketable securities $ 254,980 $ 347 $ — $ 255,327 January 31, 2019 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. agency obligations $ 40,284 $ 16 $ (5 ) $ 40,295 U.S. treasury securities 84,805 29 (4 ) 84,830 Corporate notes and bonds 29,322 10 (6 ) 29,326 Commercial paper 14,876 — — 14,876 Asset backed securities 10,835 9 (2 ) 10,842 Total marketable securities $ 180,122 $ 64 $ (17 ) $ 180,169
Schedule of Fair Values of Available-for-sale Marketable Securities by Remaining Contractual Maturity	As of October 31, 2019, the fair values of available-for-sale marketable securities, by remaining contractual maturity, were as follows (in thousands): Due within one year $ 231,050 Due in one year through five years 24,277 $ 255,327

Business Combinations (Tables)

Business Combinations (Tables)	9 Months Ended
	Oct. 31, 2019
Exari
Summary of Major Classes of Assets and Liabilities Allocated the Fair Value of Purchase Consideration	The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): May 6, 2019 Cash and cash equivalents $ 6,337 Accounts receivable 8,181 Intangible assets 57,000 Other assets 5,792 Goodwill 161,512 Accounts payable and other current liabilities (4,982 ) Deferred revenue (4,565 ) Deferred tax liability, net (10,943 ) Other non-current liabilities (3,716 ) Total consideration $ 214,616
Summary of Intangible Assets Acquired Based on Valuation	Based on this valuation, the intangible assets acquired were (in thousands): Fair Value Useful life (in Years) Developed technology $ 45,400 3 to 5 Customer relationships 11,100 5 Trademarks 500 1 Total intangible assets $ 57,000
Summary of Pro Forma Information	The unaudited pro forma information presented below is for informational purposes only and is not necessarily indicative of the Company’s consolidated results of operations of the combined business had the acquisition actually occurred at the beginning of the Company’s fiscal year 2019 or of the results of the Company’s future operations of the combined business (in thousands). Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Pro forma total revenue $ 101,784 $ 73,761 $ 284,545 $ 207,178
Hiperos, LLC
Summary of Major Classes of Assets and Liabilities Allocated the Fair Value of Purchase Consideration	The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): December 7, 2018 Cash and cash equivalent $ 167 Accounts receivable 3,904 Intangible assets 17,585 Other assets 1,025 Goodwill 83,891 Accounts payable and other current liabilities (2,792 ) Deferred revenue (7,938 ) Other non-current liabilities (1,000 ) Total consideration $ 94,842
Summary of Intangible Assets Acquired Based on Valuation	Based on this valuation, the intangible assets acquired are (in thousands): Fair Value Useful life (in Years) Developed technology $ 10,000 6 Customer relationships 7,400 5 Trademarks 185 1 Total intangible assets $ 17,585
Aquiire
Summary of Major Classes of Assets and Liabilities Allocated the Fair Value of Purchase Consideration	The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): October 12, 2018 Accounts receivable $ 1,511 Intangible assets 12,400 Other assets 1,104 Goodwill 42,101 Accounts payable and other liabilities (1,610 ) Deferred revenue (2,609 ) Deferred tax liability, net (3,377 ) Total consideration $ 49,520
Summary of Intangible Assets Acquired Based on Valuation	The Company determined the fair values of intangible assets acquired and liabilities assumed with the assistance of third-party valuation consultants. Based on this valuation, the intangible assets acquired are (in thousands): Fair Value Useful life (in Years) Developed technology $ 8,900 5 Customer relationships 3,500 5 Total intangible assets $ 12,400
DCR
Summary of Major Classes of Assets and Liabilities Allocated the Fair Value of Purchase Consideration	The major classes of assets to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): August 1, 2018 Other current assets $ 46 Intangible assets 12,800 Goodwill 39,361 Total consideration $ 52,207
Summary of Intangible Assets Acquired Based on Valuation	The Company determined the fair values of intangible assets acquired with the assistance of third-party valuation consultants. Based on this valuation, the intangible assets acquired are as follows (in thousands): Fair Value Useful life (in Years) Developed technology $ 9,500 5 Customer relationships 3,300 5 Total intangible assets $ 12,800

Fair Value Measurements (Tables

Fair Value Measurements (Tables)	9 Months Ended
	Oct. 31, 2019
Fair Value Disclosures [Abstract]
Summary of Fair Value Hierarchy for Financial Assets Measured at Fair Value on Recurring Basis	The following table summarizes the Company’s fair value hierarchy for its financial assets measured at fair value on a recurring basis (in thousands): Level 1 Level 2 Level 3 Total October 31, 2019 Cash equivalents: (1) Money market funds $ 97,437 $ — $ — $ 97,437 Marketable securities: U.S. treasury securities — 156,743 — 156,743 Corporate notes and bonds — 57,962 — 57,962 Commercial paper — 20,365 — 20,365 Asset backed securities — 20,257 — 20,257 January 31, 2019 Cash equivalents: (1) Money market funds $ 118,204 $ — $ — $ 118,204 U.S. agency obligations — 6,986 — 6,986 Commercial paper — 2,997 — 2,997 Marketable securities: U.S. agency obligations — 40,295 — 40,295 U.S. treasury securities — 84,830 — 84,830 Corporate notes and bonds — 29,326 — 29,326 Commercial paper — 14,876 — 14,876 Asset backed securities — 10,842 — 10,842 (1) Included in cash and cash equivalents.

Property and Equipment, Net (Ta

Property and Equipment, Net (Tables)	9 Months Ended
	Oct. 31, 2019
Property Plant And Equipment [Abstract]
Property and Equipment	Property and equipment consisted of the following (in thousands): October 31, January 31, 2019 2019 Furniture and equipment $ 6,051 $ 3,595 Software development costs 31,380 23,444 Leasehold improvements 1,812 1,255 Construction in progress 98 183 Total property and equipment 39,341 28,477 Less: accumulated depreciation and amortization (21,534 ) (17,928 ) Property and equipment, net $ 17,807 $ 10,549

Goodwill and Other Intangible_2

Goodwill and Other Intangible Assets (Tables)	9 Months Ended
	Oct. 31, 2019
Goodwill And Intangible Assets Disclosure [Abstract]
Changes in Goodwill	The following tables represent the changes in goodwill (in thousands): Balance at January 31, 2019 $ 209,560 Additions from acquisition 161,512 Adjustment (203 ) Balance at October 31, 2019 $ 370,869
Summary of Other Intangible Assets Balances	The following table summarizes the other intangible assets balances (in thousands): As of October 31, 2019 January 31, 2019 Weighted Average Remaining Useful Lives (in years) Gross Carrying Amount Accumulated Amortization Net Carrying Amount Gross Carrying Amount Accumulated Amortization Net Carrying Amount Developed technology 4.1 $ 93,836 $ (20,934 ) 72,902 $ 48,435 $ (9,198 ) $ 39,237 Customer relationships 4.1 29,994 (6,323 ) 23,671 18,894 (2,363 ) 16,531 Trademarks 0.6 845 (570 ) 275 345 (188 ) 157 Total other intangible assets $ 124,675 $ (27,827 ) $ 96,848 $ 67,674 $ (11,749 ) $ 55,925
Future Amortization Expense of Other Intangible Assets	As of October 31, 2019, the future amortization expense of other intangible assets is as follows (in thousands): Year Ending January 31, 2020 (remaining three months) $ 6,514 2021 25,609 2022 25,053 2023 20,500 2024 15,435 Thereafter 3,737 Total $ 96,848

Common Stock and Stockholders_2

Common Stock and Stockholders' Equity (Tables)	9 Months Ended
	Oct. 31, 2019
Disclosure Of Compensation Related Costs Sharebased Payments [Abstract]
Summary of Stock Option Activity	The following table summarizes stock option activity under the Company’s 2006 Stock Plan and the 2016 Plan during the nine months ended October 31, 2019 (aggregate intrinsic value in thousands): Options Outstanding Outstanding Stock Options Weighted- Average Exercise Price Weighted- Average Remaining Contractual (in Years) Aggregate Intrinsic Value Balance at January 31, 2019 6,850,928 11.44 6.84 $ 517,353 Option grants 132,383 94.47 — — Options exercised (2,164,147 ) 6.34 — — Options forfeited (36,706 ) 8.83 — — Balance at October 31, 2019 4,782,458 16.07 6.51 $ 580,685 Exercisable at October 31, 2019 3,605,761 9.57 6.12 $ 461,235
Summary of Activity Related to RSUs	The following table summarizes the activity related to the Company’s RSUs during the nine months ended October 31, 2019: Number of RSUs Outstanding Weighted- Average Grant Date Fair Value Awarded and unvested at January 31, 2019 2,792,117 $ 42.62 Awards granted 1,361,518 $ 100.81 Awards vested (840,059 ) $ 46.93 Awards forfeited (216,232 ) $ 60.75 Awarded and unvested at October 31, 2019 3,097,344 $ 65.77
Total Stock-Based Compensation Expense	The Company’s total stock-based compensation expense as of the dates indicated was as follows (in thousands): Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Cost of revenue: Subscription $ 1,886 $ 1,152 $ 5,045 $ 3,076 Professional services and other 2,113 1,071 5,581 3,086 Research and development 5,517 3,046 14,640 8,551 Sales and marketing 6,135 3,899 17,034 10,732 General and administrative 6,304 4,652 17,768 13,245 Total $ 21,955 $ 13,820 $ 60,068 $ 38,690
Assumptions used to Estimate Fair Values of Stock Options Granted	The fair values of the Company’s stock options granted during the three and nine months ended October 31, 2019 and 2018 were estimated using the following assumptions: Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Employee Stock Options: Expected term (in years) — — 6.0 6.0 Volatility — — 42.7% 42.2% Risk-free interest rate — — 2.4% 2.8% Dividend yield — — — — Employee Stock Purchase Plan: Expected term (in years) 0.5 - 2.0 0.5 - 2.0 0.5 - 2.0 0.5 - 2.0 Volatility 44.4% - 55.9% 31.1% - 34.1% 44.4% - 65.9% 31.1% - 34.1% Risk-free interest rate 1.7% - 1.9% 2.4% - 2.8% 1.7% - 2.5% 2.0% - 2.8% Dividend yield — — — — Market-based Award Expected term (in years) — — — 7.1 Volatility — — — 43.7% Risk-free interest rate — — — 2.8% Dividend yield — — — —

Convertible Senior Notes (Table

Convertible Senior Notes (Tables)	9 Months Ended
	Oct. 31, 2019
Debt Instruments [Abstract]
Schedule of Components of Convertible Senior Notes	The 2025 Notes and 2023 Notes consisted of the following (in thousands): As of As of October 31, 2019 January 31, 2019 2025 Notes (1) 2023 Notes 2023 Notes Liability: Principal $ 805,000 $ 230,000 $ 230,000 Unamortized debt discount and issuance costs (2) (251,720 ) (46,125 ) (55,385 ) Net carrying amount $ 553,280 $ 183,875 $ 174,615 Carrying amount of the equity component (3) $ 246,967 $ 60,470 $ 60,470 (1) The 2025 Notes were issued on June 11, 2019. ( 2 ) Included in the condensed consolidated balance sheets within Convertible senior notes, net and amortized over the remaining lives of the Notes. The 2025 Notes are classified as long-term liabilities and the 2023 notes are classified as current liabilities. (3 ) Included in the condensed consolidated balance sheets within additional paid-in capital.

Commitments and Contingencies (

Commitments and Contingencies (Tables)	9 Months Ended
	Oct. 31, 2019
Commitments And Contingencies Disclosure [Abstract]
Schedule of Remaining Maturities of Operating Lease Liabilities and Future Purchase Obligations	Additionally, the Company has current contractual purchase obligations for hosting services that support business operations. As of October 31, 2019, the remaining maturities of operating lease liabilities and future purchase obligations are as follows (in thousands): Year Ending January 31, Operating Lease Obligations Future Purchase Obligations of Hosting Services 2020 (remaining three months) $ 2,369 $ 1,250 2021 9,228 10,750 2022 8,668 — 2023 7,708 — 2024 6,879 — Thereafter 3,331 — Total payments 38,183 $ 12,000 Less imputed interest (4,764 ) Total $ 33,419

Net Loss per Share (Tables)

Net Loss per Share (Tables)	9 Months Ended
	Oct. 31, 2019
Earnings Per Share [Abstract]
Computation of Basic and Diluted Net Loss per Share Attributable to Common Stockholders	The following table sets forth the computation of the basic and diluted net loss per share attributable to common stockholders (in thousands, except per share amounts): Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 Numerator: Net loss attributable to common stockholders $ (26,317 ) $ (9,645 ) $ (66,779 ) $ (38,953 ) Denominator: Weighted-average common shares outstanding 63,057 58,212 61,973 57,030 Net loss per share attributable to common stockholders, basic and diluted $ (0.42 ) $ (0.17 ) $ (1.08 ) $ (0.68 )
Potentially Dilutive Securities Not Included in Diluted per Share Calculations	Potentially dilutive securities that were not included in the diluted per share calculations because they would be anti-dilutive were as follows: As of October 31, 2019 2018 Options to purchase common stock 4,782,458 7,458,383 RSUs 3,097,344 2,900,509 Unvested common shares subject to repurchase 97,164 317,711 Shares committed under the ESPP 28,558 66,940 Contingent stock consideration for DCR acquisition 377,138 668,740 Holdback shares for Aquiire acquisition 37,570 37,570 Total 8,420,232 11,449,853

Significant Customers and Geo_2

Significant Customers and Geographic Information (Tables)	9 Months Ended
	Oct. 31, 2019
Geographic Areas Revenues From External Customers [Abstract]
Revenues by Geographic Area	During the three and nine months ended October 31, 2019 and October 31, 2018, revenues by geographic area, based on billing addresses of the customers, were as follows (in thousands): Three Months Ended Nine Months Ended October 31, October 31, 2019 2018 2019 2018 United States $ 65,335 $ 42,510 $ 175,720 $ 114,804 Foreign countries 36,449 24,945 102,547 70,654 Total revenues $ 101,784 $ 67,455 $ 278,267 $ 185,458

Significant Accounting Polici_3

Significant Accounting Policies - Additional Information (Details) - USD ($)	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018	Feb. 01, 2019	Jan. 31, 2019
Significant Accounting Policies [Line Items]
Subscriptions revenue contracts term			3 years
Accounts receivable, net of allowances	$ 79,658,000		$ 79,658,000			$ 95,274,000
Unbilled receivables	5,300,000		5,300,000			$ 1,500,000
Revenue expected to be recognized from remaining performance obligation	593,300,000		593,300,000
Revenue recognized from performance obligations satisfied in prior periods	881,000		326,000
Revenue recognized from deferred revenue	$ 81,500,000		$ 160,600,000
Deferred commission, amortization period	5 years		5 years
Capitalized commission costs	$ 5,600,000	$ 3,200,000	$ 15,500,000	$ 17,500,000
Amortization of deferred commissions	2,400,000	$ 1,500,000	6,700,000	$ 4,200,000
Operating lease right-of-use assets	31,657,000		31,657,000		$ 27,300,000
Operating lease liabilities	33,419,000		$ 33,419,000		28,900,000
Deferred rent					$ 1,600,000
Maximum
Significant Accounting Policies [Line Items]
Payment terms of customers			30 days
Other Assets
Significant Accounting Policies [Line Items]
Long-term unbilled receivables	$ 881,000		$ 881,000

Significant Accounting Polici_4

Significant Accounting Policies - Additional Information (Details1) - Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date: 2019-11-01	Oct. 31, 2019
Significant Accounting Policies [Line Items]
Revenue expected to be recognized from remaining performance obligation with in next 24 months	75.00%
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Period	24 months

Marketable Securities - Summary

Marketable Securities - Summary of Available-for-sale Marketable Securities Excluding Securities Classified within Cash and Cash Equivalents on Consolidated Balance Sheets (Details) - USD ($) $ in Thousands	Oct. 31, 2019	Jan. 31, 2019
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	$ 254,980	$ 180,122
Unrealized Gains	347	64
Unrealized Losses		(17)
Fair Value	255,327	180,169
U.S. treasury securities
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	156,506	84,805
Unrealized Gains	237	29
Unrealized Losses		(4)
Fair Value	156,743	84,830
Corporate notes and bonds
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	57,875	29,322
Unrealized Gains	87	10
Unrealized Losses		(6)
Fair Value	57,962	29,326
Asset backed securities
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	20,234	10,835
Unrealized Gains	23	9
Unrealized Losses		(2)
Fair Value	20,257	10,842
U.S. agency obligations
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs		40,284
Unrealized Gains		16
Unrealized Losses		(5)
Fair Value		40,295
Commercial paper
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	20,365	14,876
Fair Value	$ 20,365	$ 14,876

Marketable Securities - Schedul

Marketable Securities - Schedule of Fair Values of Available-for-sale Marketable Securities by Remaining Contractual Maturity (Details) - USD ($) $ in Thousands	Oct. 31, 2019	Jan. 31, 2019
Available For Sale Securities Debt Maturities [Abstract]
Due within one year	$ 231,050
Due in one year through five years	24,277
Total fair values of available-for-sale investment securities	$ 255,327	$ 180,169

Marketable Securities - Additio

Marketable Securities - Additional Information (Details) - USD ($)	3 Months Ended	9 Months Ended
	Oct. 31, 2019	Oct. 31, 2019
Available For Sale Securities Debt Maturities [Abstract]
Proceeds from sale of debt securities, available-for-sale	$ 0	$ 199,314,000

Business Combinations - Additio

Business Combinations - Additional Information (Details) - USD ($)	May 06, 2019	Dec. 07, 2018	Oct. 12, 2018	Aug. 01, 2018	Oct. 31, 2019	Jan. 31, 2019
Exari
Business Acquisition [Line Items]
Business acquisition, effective date of acquisition	May 6, 2019
Business acquisition consideration paid in cash	$ 214,600,000
Exari | General and Administrative Expenses
Business Acquisition [Line Items]
Acquisition related costs					$ 2,800,000
Hiperos, LLC
Business Acquisition [Line Items]
Business acquisition, effective date of acquisition		Dec. 7, 2018
Business acquisition consideration paid in cash		$ 94,800,000
Amount held in escrow deposit		$ 8,600,000
Escrow deposit held in period		18 months
Hiperos, LLC | General and Administrative Expenses
Business Acquisition [Line Items]
Acquisition related costs						$ 1,000,000
Aquiire
Business Acquisition [Line Items]
Business acquisition, effective date of acquisition			Oct. 12, 2018
Business acquisition consideration paid in cash			$ 30,500,000
Amount held in escrow deposit			$ 3,800,000
Escrow deposit held in period			18 months
Fair value of purchase consideration			$ 49,500,000
Number of common stock issued under purchase consideration			300,560
Number of common stock held in escrow deposit			37,570
Fair value of shares issued for acquisition			$ 19,000,000
Aquiire | Other assets
Business Acquisition [Line Items]
Business combination, indemnification assets			$ 1,100,000
Aquiire | General and Administrative Expenses
Business Acquisition [Line Items]
Acquisition related costs						$ 517,000
DCR
Business Acquisition [Line Items]
Business acquisition, effective date of acquisition				Aug. 1, 2018
Business acquisition consideration paid in cash				$ 25,000,000
Amount held in escrow deposit				3,800,000
Fair value of purchase consideration				$ 52,200,000
Number of common stock issued under purchase consideration						291,602
Contingent stock consideration payout description				The payout of the contingent stock consideration will be determined based on the achievement of distinct revenue performance targets for each of three separate measurement periods that continue through December 31, 2022.
Payout of contingent stock consideration expiration date				Dec. 31, 2022
Fair value of purchase consideration, stock				$ 27,200,000
Liabilities assumed				$ 0
DCR | Maximum
Business Acquisition [Line Items]
Number of common stock issued under purchase consideration				668,740
DCR | General and Administrative Expenses
Business Acquisition [Line Items]
Acquisition related costs						$ 327,000

Business Combinations - Summary

Business Combinations - Summary of Major Classes of Assets and Liabilities Allocated the Purchase Price (Details) - USD ($) $ in Thousands	Oct. 31, 2019	May 06, 2019	Jan. 31, 2019	Dec. 07, 2018	Oct. 12, 2018	Aug. 01, 2018
Business Acquisition [Line Items]
Goodwill	$ 370,869		$ 209,560
Exari
Business Acquisition [Line Items]
Cash and cash equivalents		$ 6,337
Accounts receivable		8,181
Intangible assets		57,000
Other assets		5,792
Goodwill		161,512
Accounts payable and other current liabilities		(4,982)
Deferred revenue		(4,565)
Deferred tax liability, net		(10,943)
Other non-current liabilities		(3,716)
Total consideration		$ 214,616
Hiperos, LLC
Business Acquisition [Line Items]
Cash and cash equivalents				$ 167
Accounts receivable				3,904
Intangible assets				17,585
Other assets				1,025
Goodwill				83,891
Accounts payable and other current liabilities				(2,792)
Deferred revenue				(7,938)
Other non-current liabilities				(1,000)
Total consideration				$ 94,842
Aquiire
Business Acquisition [Line Items]
Accounts receivable					$ 1,511
Intangible assets					12,400
Other assets					1,104
Goodwill					42,101
Accounts payable and other current liabilities					(1,610)
Deferred revenue					(2,609)
Deferred tax liability, net					(3,377)
Total consideration					$ 49,520
DCR
Business Acquisition [Line Items]
Other current assets						$ 46
Intangible assets						12,800
Goodwill						39,361
Total consideration						$ 52,207

Business Combinations - Summa_2

Business Combinations - Summary of Intangible Assets Acquired Based on Valuation (Details) - USD ($) $ in Thousands	May 06, 2019	Dec. 07, 2018	Oct. 12, 2018	Aug. 01, 2018
Exari
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 57,000
Exari | Developed technology
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 45,400
Exari | Developed technology | Minimum
Acquired Finite Lived Intangible Assets [Line Items]
Useful life (in Years)	3 years
Exari | Developed technology | Maximum
Acquired Finite Lived Intangible Assets [Line Items]
Useful life (in Years)	5 years
Exari | Customer relationships
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 11,100
Useful life (in Years)	5 years
Exari | Trademarks
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 500
Useful life (in Years)	1 year
Hiperos, LLC
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 17,585
Hiperos, LLC | Developed technology
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 10,000
Useful life (in Years)		6 years
Hiperos, LLC | Customer relationships
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 7,400
Useful life (in Years)		5 years
Hiperos, LLC | Trademarks
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 185
Useful life (in Years)		1 year
Aquiire
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value			$ 12,400
Aquiire | Developed technology
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value			$ 8,900
Useful life (in Years)			5 years
Aquiire | Customer relationships
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value			$ 3,500
Useful life (in Years)			5 years
DCR
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value				$ 12,800
DCR | Developed technology
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value				$ 9,500
Useful life (in Years)				5 years
DCR | Customer relationships
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value				$ 3,300
Useful life (in Years)				5 years

Business Combinations - Summa_3

Business Combinations - Summary of Pro Forma Information (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Exari
Business Acquisition [Line Items]
Pro forma total revenue	$ 101,784	$ 73,761	$ 284,545	$ 207,178

Fair Value Measurements - Summa

Fair Value Measurements - Summary of Fair Value Hierarchy for Financial Assets Measured at Fair Value on Recurring Basis (Details) - USD ($) $ in Thousands		Oct. 31, 2019	Jan. 31, 2019
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		$ 255,327	$ 180,169
U.S. agency obligations
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities			40,295
Corporate notes and bonds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		57,962	29,326
U.S. treasury securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		156,743	84,830
Asset backed securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		20,257	10,842
Fair value measurements recurring | U.S. agency obligations
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]		6,986
Marketable securities			40,295
Fair value measurements recurring | Money market funds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]	97,437	118,204
Fair value measurements recurring | Corporate notes and bonds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		57,962	29,326
Fair value measurements recurring | U.S. treasury securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		156,743	84,830
Fair value measurements recurring | Commercial paper
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]		2,997
Marketable securities		20,365	14,876
Fair value measurements recurring | Asset backed securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		20,257	10,842
Fair value measurements recurring | Level 1 | Money market funds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]	97,437	118,204
Fair value measurements recurring | Level 2 | U.S. agency obligations
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]		6,986
Marketable securities			40,295
Fair value measurements recurring | Level 2 | Corporate notes and bonds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		57,962	29,326
Fair value measurements recurring | Level 2 | U.S. treasury securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		156,743	84,830
Fair value measurements recurring | Level 2 | Commercial paper
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]		2,997
Marketable securities		20,365	14,876
Fair value measurements recurring | Level 2 | Asset backed securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		$ 20,257	$ 10,842
[1]	Included in cash and cash equivalents.

Fair Value Measurements - Addit

Fair Value Measurements - Additional Information (Details) - USD ($) $ in Thousands		Oct. 31, 2019	Jan. 31, 2019	Jan. 31, 2018
0.125% Convertible Senior Notes Due 2025
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Debt instrument, Principal amount	[1]	$ 805,000
Debt instrument, Interest rate		0.125%
0.125% Convertible Senior Notes Due 2025 | Level 2
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Estimated fair value of convertible notes		$ 922,500
0.375% Convertible Senior Notes Due 2023
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Debt instrument, Principal amount		$ 230,000	$ 230,000	$ 230,000
Debt instrument, Interest rate		0.375%		0.375%
0.375% Convertible Senior Notes Due 2023 | Level 2
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Estimated fair value of convertible notes		$ 714,600	$ 428,400
[1]	The 2025 Notes were issued on June 11, 2019.

Property and Equipment, Net - P

Property and Equipment, Net - Property and Equipment (Details) - USD ($) $ in Thousands	Oct. 31, 2019	Jan. 31, 2019
Property Plant And Equipment [Line Items]
Total property and equipment, gross	$ 39,341	$ 28,477
Less: accumulated depreciation and amortization	(21,534)	(17,928)
Property and equipment, net	17,807	10,549
Furniture and equipment
Property Plant And Equipment [Line Items]
Total property and equipment, gross	6,051	3,595
Software development costs
Property Plant And Equipment [Line Items]
Total property and equipment, gross	31,380	23,444
Leasehold improvements
Property Plant And Equipment [Line Items]
Total property and equipment, gross	1,812	1,255
Construction in progress
Property Plant And Equipment [Line Items]
Total property and equipment, gross	$ 98	$ 183

Property and Equipment, Net - A

Property and Equipment, Net - Additional Information (Details) - USD ($)	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Property Plant And Equipment [Abstract]
Depreciation and amortization expense excluding software development costs	$ 438,000	$ 205,000	$ 1,200,000	$ 581,000
Amortization expense related to software development costs	$ 1,100,000	$ 753,000	$ 2,400,000	$ 2,400,000

Goodwill and Other Intangible_3

Goodwill and Other Intangible Assets - Changes in Goodwill (Details) $ in Thousands	9 Months Ended
	Oct. 31, 2019USD ($)
Goodwill And Intangible Assets Disclosure [Abstract]
Beginning balance	$ 209,560
Additions from acquisition	161,512
Adjustment	(203)
Ending balance	$ 370,869

Goodwill and Other Intangible_4

Goodwill and Other Intangible Assets - Summary of Other Intangible Assets Balances (Details) - USD ($) $ in Thousands	9 Months Ended
	Oct. 31, 2019	Jan. 31, 2019
Finite Lived Intangible Assets [Line Items]
Gross Carrying Amount	$ 124,675	$ 67,674
Accumulated Amortization	(27,827)	(11,749)
Net Carrying Amount	$ 96,848	55,925
Developed technology
Finite Lived Intangible Assets [Line Items]
Weighted Average Remaining Useful Lives (in years)	4 years 1 month 6 days
Gross Carrying Amount	$ 93,836	48,435
Accumulated Amortization	(20,934)	(9,198)
Net Carrying Amount	$ 72,902	39,237
Customer relationships
Finite Lived Intangible Assets [Line Items]
Weighted Average Remaining Useful Lives (in years)	4 years 1 month 6 days
Gross Carrying Amount	$ 29,994	18,894
Accumulated Amortization	(6,323)	(2,363)
Net Carrying Amount	$ 23,671	16,531
Trademarks
Finite Lived Intangible Assets [Line Items]
Weighted Average Remaining Useful Lives (in years)	7 months 6 days
Gross Carrying Amount	$ 845	345
Accumulated Amortization	(570)	(188)
Net Carrying Amount	$ 275	$ 157

Goodwill and Other Intangible_5

Goodwill and Other Intangible Assets - Additional Information (Details) - USD ($) $ in Millions	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Goodwill And Intangible Assets Disclosure [Abstract]
Amortization expense related to other intangible assets	$ 6.5	$ 1.9	$ 16.1	$ 4

Goodwill and Other Intangible_6

Goodwill and Other Intangible Assets - Future Amortization Expense of Other Intangible Assets (Details) $ in Thousands	Oct. 31, 2019USD ($)
Goodwill And Intangible Assets Disclosure [Abstract]
2020 (remaining three months)	$ 6,514
2021	25,609
2022	25,053
2023	20,500
2024	15,435
Thereafter	3,737
Total	$ 96,848

Common Stock and Stockholders_3

Common Stock and Stockholders' Equity - Additional Information (Details)	1 Months Ended		3 Months Ended		9 Months Ended		165 Months Ended
	Mar. 31, 2018$ / sharesshares	Sep. 30, 2016$ / sharesshares	Oct. 31, 2019USD ($)Vote$ / sharesshares	Oct. 31, 2018USD ($)	Oct. 31, 2019USD ($)VotePeriod$ / sharesshares	Oct. 31, 2018USD ($)$ / shares	Oct. 31, 2019USD ($)Vote$ / sharesshares	Jan. 31, 2019$ / sharesshares
Class Of Stock [Line Items]
Common stock voting rights					Each share of common stock has the right to one vote.
Number of common stock voting rights | Vote			1		1		1
Dividends declared | $							$ 0
Dividends paid | $							$ 0
Preferred stock, shares authorized			25,000,000		25,000,000		25,000,000	25,000,000
Preferred stock, par value | $ / shares			$ 0.0001		$ 0.0001		$ 0.0001	$ 0.0001
Preferred stock, shares issued			0		0		0	0
Preferred stock, shares outstanding			0		0		0	0
Aggregate intrinsic value of exercised options | $					$ 238,000,000	$ 121,200,000
Weighted-average grant date fair value of options granted | $ / shares					$ 41.81	$ 21.56
Total grant date fair value of options vested | $			$ 2,200,000	$ 2,500,000	$ 6,500,000	$ 6,800,000
Stock-based compensation expense recognized for market-based awards | $			$ 21,955,000	13,820,000	60,068,000	38,690,000
Capitalized Software Development Costs
Class Of Stock [Line Items]
Stock-based compensation capitalized in capitalized software development costs | $					$ 1,800,000	806,000
2016 Employee Stock Purchase Plan
Class Of Stock [Line Items]
Common stock reserved for issuance			1,319,891		1,319,891		1,319,891
Increase in number of shares reserved for issuance as percentage of outstanding shares of common stock on last day of prior fiscal year					1.00%
Increase in common stock reserved for issuance shares			1,250,000		1,250,000		1,250,000
Duration of maximum offering period					27 months
Initial offering period end date					Sep. 15, 2018
Duration of new offering period					24 months
Number of consecutive purchase periods | Period					4
Duration of consecutive purchase period					6 months
Maximum percentage of eligible compensation for participants to purchase common stock through payroll deductions			15.00%		15.00%		15.00%
Purchase price for each share of common stock as percentage of lower of fair market value per share on first day of applicable offering period					85.00%
Number of shares of common stock purchased					1,162,253
Total unrecognized compensation cost | $			$ 7,400,000		$ 7,400,000		$ 7,400,000
Total unrecognized compensation cost, weighted-average amortization period					1 year 3 months 18 days
2016 Equity Incentive Plan
Class Of Stock [Line Items]
Common stock reserved for issuance			7,733,847		7,733,847		7,733,847
Increase in number of shares reserved for issuance as percentage of outstanding shares of common stock on last day of prior fiscal year					5.00%
2016 Equity Incentive Plan | Restricted Stock Units (RSUs)
Class Of Stock [Line Items]
Total unrecognized compensation cost, weighted-average amortization period					2 years 8 months 12 days
Total unrecognized compensation cost related to unvested restricted stock units | $			$ 189,800,000		$ 189,800,000		$ 189,800,000
2006 Stock Plan | Market-based Options | Chief Executive Officer
Class Of Stock [Line Items]
Number of stock options granted		544,127
Stock options granted, exercise price | $ / shares		$ 13.04
Stock option vesting period		4 years
Stock option, number of shares vested and exercisable			419,430		419,430		419,430
Stock-based compensation expense recognized for market-based awards | $			$ 420,000	531,000	$ 1,300,000	1,700,000
2016 Equity Plan | Market-based Options | Chief Executive Officer
Class Of Stock [Line Items]
Number of stock options granted	334,742
Stock options granted, exercise price | $ / shares	$ 48.47
Stock option vesting period	4 years
Stock option, number of shares vested and exercisable			0		0		0
Stock-based compensation expense recognized for market-based awards | $			$ 420,000	$ 531,000	$ 1,300,000	$ 1,700,000
2006 Stock Plan and 2016 Equity Incentive Plan
Class Of Stock [Line Items]
Number of stock options granted					132,383
Stock options granted, exercise price | $ / shares					$ 94.47
Total unrecognized compensation cost related to unvested stock options | $			$ 13,800,000		$ 13,800,000		$ 13,800,000
2006 Stock Plan and 2016 Equity Incentive Plan | Employee Stock Options
Class Of Stock [Line Items]
Total unrecognized compensation cost, weighted-average amortization period					1 year 10 months 24 days

Common Stock and Stockholders_4

Common Stock and Stockholders' Equity - Summary of Stock Option Activity (Details) - 2006 Stock Plan and 2016 Plan $ / shares in Units, $ in Thousands	9 Months Ended	12 Months Ended
	Oct. 31, 2019USD ($)$ / sharesshares	Jan. 31, 2019USD ($)$ / sharesshares
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Stock Options, Outstanding, Beginning Balance | shares	6,850,928
Stock Options, grants | shares	132,383
Stock Options, exercised | shares	(2,164,147)
Stock Options, forfeited | shares	(36,706)
Stock Options, Outstanding, Ending Balance | shares	4,782,458	6,850,928
Stock Options, Exercisable | shares	3,605,761
Weighted-Average Exercise Price, Options Outstanding, Beginning Balance | $ / shares	$ 11.44
Weighted-Average Exercise Price, Option grants | $ / shares	94.47
Weighted-Average Exercise Price, Options exercised | $ / shares	6.34
Weighted-Average Exercise Price, Options forfeited | $ / shares	8.83
Weighted-Average Exercise Price, Options Outstanding, Ending Balance | $ / shares	16.07	$ 11.44
Weighted-Average Exercise Price, Exercisable | $ / shares	$ 9.57
Weighted-Average Remaining Contractual Life (in Years), Options Outstanding	6 years 6 months 3 days	6 years 10 months 2 days
Weighted-Average Remaining Contractual Life (in Years), Exercisable	6 years 1 month 13 days
Aggregate Intrinsic Value, Options Outstanding | $	$ 580,685	$ 517,353
Aggregate Intrinsic Value, Exercisable | $	$ 461,235

Common Stock and Stockholders_5

Common Stock and Stockholders' Equity - Summary of Activity Related to RSUs (Details) - 2016 Equity Incentive Plan - Restricted Stock Units (RSUs)	9 Months Ended
	Oct. 31, 2019$ / sharesshares
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Number of RSUs Outstanding, Awarded and unvested, Beginning balance | shares	2,792,117
Number of RSUs Outstanding, Awards granted | shares	1,361,518
Number of RSUs Outstanding, Awards vested | shares	(840,059)
Number of RSUs Outstanding, Awards forfeited | shares	(216,232)
Number of RSUs Outstanding, Awarded and unvested, Ending balance | shares	3,097,344
Weighted-Average Grant Date Fair Value, Awarded and unvested, Beginning balance | $ / shares	$ 42.62
Weighted-Average Grant Date Fair Value, Awards granted | $ / shares	100.81
Weighted-Average Grant Date Fair Value, Awards vested | $ / shares	46.93
Weighted-Average Grant Date Fair Value, Awards forfeited | $ / shares	60.75
Weighted-Average Grant Date Fair Value, Awarded and unvested, Ending balance | $ / shares	$ 65.77

Common Stock and Stockholders_6

Common Stock and Stockholders' Equity - Total Stock-Based Compensation Expense (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	$ 21,955	$ 13,820	$ 60,068	$ 38,690
Subscription
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	1,886	1,152	5,045	3,076
Professional services and other
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	2,113	1,071	5,581	3,086
Research and development
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	5,517	3,046	14,640	8,551
Sales and marketing
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	6,135	3,899	17,034	10,732
General and administrative
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	$ 6,304	$ 4,652	$ 17,768	$ 13,245

Common Stock and Stockholders_7

Common Stock and Stockholders' Equity - Assumptions used to Estimate Fair Values of Stock Options Granted (Details)	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Employee Stock Options
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)			6 years	6 years
Volatility			42.70%	42.20%
Risk-free interest rate			2.40%	2.80%
Market-based Options
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)				7 years 1 month 6 days
Volatility				43.70%
Risk-free interest rate				2.80%
Employee Stock Purchase Plan
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Volatility, minimum	44.40%	31.10%	44.40%	31.10%
Volatility, maximum	55.90%	34.10%	65.90%	34.10%
Risk-free interest rate, minimum	1.70%	2.40%	1.70%	2.00%
Risk-free interest rate, maximum	1.90%	2.80%	2.50%	2.80%
Employee Stock Purchase Plan | Minimum
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)	6 months	6 months	6 months	6 months
Employee Stock Purchase Plan | Maximum
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)	2 years	2 years	2 years	2 years

Convertible Senior Notes - Addi

Convertible Senior Notes - Additional Information (Details)		1 Months Ended	3 Months Ended		9 Months Ended		12 Months Ended
		Jun. 30, 2019USD ($)d$ / shares	Oct. 31, 2019USD ($)d$ / shares	Oct. 31, 2018USD ($)	Oct. 31, 2019USD ($)d$ / shares	Oct. 31, 2018USD ($)	Jan. 31, 2019USD ($)	Jan. 31, 2018USD ($)$ / shares	Jun. 11, 2019USD ($)
Debt Instrument [Line Items]
Net proceeds from issuance of convertible notes					$ 786,157,000	$ (639,000)
Multiples of principal amount		$ 1,000
Interest expense			$ 12,400,000	$ 3,000,000	23,400,000	8,600,000
Coupon interest expense			500,000	$ 200,000	1,000,000	$ 600,000
0.125% Convertible Senior Notes Due 2025
Debt Instrument [Line Items]
Debt instrument, Principal amount	[1]		$ 805,000,000		$ 805,000,000
Debt instrument, Interest rate			0.125%		0.125%
Debt instrument, Issued amount									$ 805,000,000
Net proceeds from issuance of convertible notes		$ 667,400,000
Debt instrument, Interest payment terms					interest is payable semi-annually in cash at a rate of 0.125% per annum on June 15 and December 15 of each year, beginning on December 15, 2019.
Debt instrument, Frequency of periodic payment					semi-annually
Debt Instrument, Date of first required payment		Dec. 15, 2019
Debt instrument, Maturity date		Jun. 15, 2025
Debt Instrument, Convertible terms					Prior to the close of business on the business day immediately preceding March 15, 2025, the 2025 Notes are convertible at the option of holders during certain periods, upon satisfaction of certain conditions. On or after March 15, 2025, the 2025 Notes are convertible at any time until the close of business on the second scheduled trading day immediately preceding the maturity date.
Debt instrument, Initial conversion rate of shares of common stock per $1,000 principal		6.2658
Debt instrument, Initial conversion price per share | $ / shares		$ 159.60
Debt instrument, fundamental change, repurchase price, equals to principal amount of convertible notes		100.00%
Debt discount		$ 252,900,000
Transaction costs related to convertible notes		$ 18,800,000
Effective interest rate of the liability component, excluding notes conversions options			7.05%		7.05%
Remaining life period					5 years 7 months 6 days
0.125% Convertible Senior Notes Due 2025 | Capped Call Options
Debt Instrument [Line Items]
Purchase price of capped call options					$ 118,700,000
Capped call exercise price | $ / shares			295.55		295.55
0.125% Convertible Senior Notes Due 2025 | Minimum
Debt Instrument [Line Items]
Percentage of principal amount shall be declare as due and payable upon certain events of default		25.00%
0.125% Convertible Senior Notes Due 2025 | Conversion Notes Holders Conversion Rights, Circumstances 1
Debt Instrument [Line Items]
Debt instrument, convertible, threshold trading/business days | d			20
Debt instrument, convertible, threshold consecutive trading days | d			30
Debt instrument, convertible, threshold percentage of sales price of common stock			130.00%
0.125% Convertible Senior Notes Due 2025 | Conversion Notes Holders Conversion Rights, Circumstances 2
Debt Instrument [Line Items]
Debt instrument, convertible, threshold trading/business days | d		5
Debt instrument, convertible, threshold consecutive trading days | d		5
Debt instrument, convertible, threshold percentage of sales price of common stock		98.00%
0.125% Convertible Senior Notes Due 2025 | Private Placement
Debt Instrument [Line Items]
Debt instrument, Principal amount		$ 805,000,000
Debt instrument, Interest rate		0.125%
0.125% Convertible Senior Notes Due 2025 | Initial Placement
Debt Instrument [Line Items]
Debt instrument, Principal amount		$ 700,000,000
0.125% Convertible Senior Notes Due 2025 | Overallotment Option
Debt Instrument [Line Items]
Debt instrument, Principal amount		$ 105,000,000
0.375% Convertible Senior Notes Due 2023
Debt Instrument [Line Items]
Debt instrument, Principal amount			$ 230,000,000		$ 230,000,000		$ 230,000,000	$ 230,000,000
Debt instrument, Interest rate			0.375%		0.375%			0.375%
Net proceeds from issuance of convertible notes								$ 200,400,000
Debt instrument, Interest payment terms					interest rate is fixed at 0.375% per annum for the 2023 Notes and is payable semi-annually in arrears on July 15 and January 15 of each year, which commenced on July 15, 2018.
Debt instrument, Frequency of periodic payment					semi-annually
Debt Instrument, Date of first required payment								Jul. 15, 2018
Debt instrument, Initial conversion rate of shares of common stock per $1,000 principal								22.4685
Debt instrument, Initial conversion price per share | $ / shares								$ 44.5068
If-converted value in excess of principal amount					$ 480,500,000		$ 219,400,000
Effective interest rate of the liability component, excluding notes conversions options			7.66%		7.66%
Remaining life period					3 years 2 months 12 days
0.375% Convertible Senior Notes Due 2023 | Capped Call Options
Debt Instrument [Line Items]
Purchase price of capped call options					$ 23,300,000
Capped call exercise price | $ / shares			63.821		63.821
0.375% Convertible Senior Notes Due 2023 | Conversion Notes Holders Conversion Rights, Circumstances 1
Debt Instrument [Line Items]
Debt instrument, convertible, threshold trading/business days | d					20
Debt instrument, convertible, threshold consecutive trading days | d					30
Debt instrument, convertible, threshold percentage of sales price of common stock					130.00%
[1]	The 2025 Notes were issued on June 11, 2019.

Convertible Senior Notes - Sche

Convertible Senior Notes - Schedule of Components of Convertible Senior Notes (Details) - USD ($) $ in Thousands		Oct. 31, 2019	Jan. 31, 2019	Jan. 31, 2018
Liability:
Net carrying amount		$ 553,280
0.125% Convertible Senior Notes Due 2025
Liability:
Principal	[1]	805,000
Unamortized debt discount and issuance costs	[1],[2]	(251,720)
Net carrying amount	[1]	553,280
Carrying amount of the equity component	[1],[3]	246,967
0.375% Convertible Senior Notes Due 2023
Liability:
Principal		230,000	$ 230,000	$ 230,000
Unamortized debt discount and issuance costs	[2]	(46,125)	(55,385)
Net carrying amount		183,875	174,615
Carrying amount of the equity component	[3]	$ 60,470	$ 60,470
[1]	The 2025 Notes were issued on June 11, 2019.
[2]	Included in the condensed consolidated balance sheets within Convertible senior notes, net and amortized over the remaining lives of the Notes. The 2025 Notes are classified as long-term liabilities and the 2023 notes are classified as current liabilities.
[3]	Included in the condensed consolidated balance sheets within additional paid-in capital.

Commitments and Contingencies -

Commitments and Contingencies - Additional Information (Details) - USD ($)	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Commitments And Contingencies Disclosure [Abstract]
Non-cancelable operating leases expiration dates			through July 2027
Long term leases costs	$ 2,400,000		$ 6,200,000
Short term leases costs	400,000		1,200,000
Total lease expenses		$ 1,800,000		$ 5,400,000
Cash paid for operating lease liabilities	2,300,000		6,200,000
Operating lease,right-of-use assets obtained in exchange of lease obligations	$ 4,800,000		$ 6,800,000
Operating lease, weighted-average remaining lease term	4 years 4 months 24 days		4 years 4 months 24 days
Operating lease, weighted-average discount rate	6.40%		6.40%

Commitments and Contingencies_2

Commitments and Contingencies - Schedule of Remaining Maturities of Operating Lease Liabilities and Future Purchase Obligations (Details) - USD ($) $ in Thousands	Oct. 31, 2019	Feb. 01, 2019
Operating Lease Obligations
2020 (remaining three months)	$ 2,369
2021	9,228
2022	8,668
2023	7,708
2024	6,879
Thereafter	3,331
Total payments	38,183
Less imputed interest	(4,764)
Total	33,419	$ 28,900
Future Purchase Obligations of Hosting Services
2020 (remaining three months)	1,250
2021	10,750
Total payments	$ 12,000

Income Taxes - Additional Infor

Income Taxes - Additional Information (Details) - USD ($)	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Income Tax [Line Items]
Income tax expense (benefit)	$ 260,000	$ (2,342,000)	$ (9,172,000)	$ (1,372,000)
Effective tax rate			12.08%	3.42%
U.S. federal statutory tax rate			21.00%
Income tax examination, description			As a result of net operating loss carryforwards, the Company is subject to audits for tax years 2006 and forward for federal purposes and 2009 and forward for California purposes.
Exari
Income Tax [Line Items]
Release of valuation allowance of deferred tax liability			$ 9,900,000

Net Loss per Share - Computatio

Net Loss per Share - Computation of Basic and Diluted Net Loss per Share Attributable to Common Stockholders (Details) - USD ($) $ / shares in Units, shares in Thousands, $ in Thousands	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Numerator:
Net loss attributable to common stockholders	$ (26,317)	$ (9,645)	$ (66,779)	$ (38,953)
Denominator:
Weighted-average common shares outstanding	63,057	58,212	61,973	57,030
Net loss per share attributable to common stockholders, basic and diluted	$ (0.42)	$ (0.17)	$ (1.08)	$ (0.68)

Net Loss per Share - Potentiall

Net Loss per Share - Potentially Dilutive Securities Not Included in Diluted per Share Calculations (Details) - shares	9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	8,420,232	11,449,853
Options to purchase common stock
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	4,782,458	7,458,383
RSUs
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	3,097,344	2,900,509
Unvested common shares subject to repurchase
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	97,164	317,711
Shares committed under the ESPP
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	28,558	66,940
Contingent stock consideration for DCR acquisition
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	377,138	668,740
Holdback shares for Aquiire acquisition
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	37,570	37,570

Net Loss per Share - Additional

Net Loss per Share - Additional Information (Details) - $ / shares shares in Millions	9 Months Ended
	Oct. 31, 2019	Jun. 30, 2019	Jan. 31, 2018
2025 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Additionally shares underlying conversion option	5
Convertible, conversion price per share		$ 159.60
2025 Notes | Maximum
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares subject to adjustment	6.8
2023 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Additionally shares underlying conversion option	5.2
Convertible, conversion price per share			$ 44.5068
2023 Notes | Maximum
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares subject to adjustment	6.8
Common Stock | 2025 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Convertible, conversion price per share	$ 159.60
Common Stock | 2023 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Convertible, conversion price per share	$ 44.51

Business Segment Information -

Business Segment Information - Additional Information (Details)	9 Months Ended
	Oct. 31, 2019Segment
Segment Reporting [Abstract]
Number of reporting segment	1

Significant Customers and Geo_3

Significant Customers and Geographic Information - Additional Information (Details) - Customer	Oct. 31, 2019	Jan. 31, 2019
Accounts Receivable | Customer
Concentration Risk [Line Items]
Number of customers comprising 10% or more of total accounts receivable	0	0
Revenue | Customer
Concentration Risk [Line Items]
Number of customers comprising more than 10% of revenues	0	0
Revenue | Geographic Concentration Risk | Foreign Countries
Concentration Risk [Line Items]
Number of customers comprising more than 10% of revenues	0	0

Significant Customers and Geo_4

Significant Customers and Geographic Information - Revenues by Geographic Area (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018
Entity Wide Information Revenue From External Customer [Line Items]
Total revenues	$ 101,784	$ 67,455	$ 278,267	$ 185,458
United States
Entity Wide Information Revenue From External Customer [Line Items]
Total revenues	65,335	42,510	175,720	114,804
Foreign Countries
Entity Wide Information Revenue From External Customer [Line Items]
Total revenues	$ 36,449	$ 24,945	$ 102,547	$ 70,654

Related Parties - Additional In

Related Parties - Additional Information (Details) - USD ($)	3 Months Ended		9 Months Ended
	Oct. 31, 2019	Oct. 31, 2018	Oct. 31, 2019	Oct. 31, 2018	Jan. 31, 2019
Related Party Transaction [Line Items]
Revenues	$ 101,784,000	$ 67,455,000	$ 278,267,000	$ 185,458,000
Subscription
Related Party Transaction [Line Items]
Revenues	90,175,000	60,559,000	246,614,000	165,899,000
T. Rowe Associates, Inc.
Related Party Transaction [Line Items]
Outstanding receivables	232,000		232,000		$ 0
T. Rowe Associates, Inc. | Subscription
Related Party Transaction [Line Items]
Revenues	$ 152,000	$ 141,000	$ 430,000	$ 439,000