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Income Taxes (Tables)

12 Months Ended

Jan. 31, 2020

Income Tax Disclosure [Abstract]

Schedule of Domestic and Foreign Components of Pre-tax Loss

The domestic and foreign components of pre-tax loss for the years ended January 31, 2020, 2019 and 2018 were as follows (in thousands):  

	Year Ended January 31,
	2020				2019				2018
Domestic	$	(220,846	)		$	(128,214	)		$	(112,858	)
Foreign	10,514				2,700				2,688
Loss before benefit from income taxes	$	(210,332	)		$	(125,514	)		$	(110,170	)

Schedule of Components of Provision for (Benefit from) Income Taxes

The components of the benefit from income taxes for the years ended January 31, 2020, 2019 and 2018 were as follows (in thousands):  

	Year Ended January 31,
	2020				2019				2018
Current:
Federal	$	33			$	—			$	—
State	86				61				—
Foreign	822				667				183
Total current provision for income taxes	941				728				183
Deferred:
Federal	(518		)		(620		)		(32		)
State	(406		)		(130		)		10
Foreign	(1,436		)		5				(482		)
Total deferred benefit from income taxes	(2,360		)		(745		)		(504		)
Total benefit from income taxes	$	(1,419	)		$	(17	)		$	(321	)

Schedule of Effective Income Tax Rate Reconciliation

The following is a reconciliation of the statutory federal income tax rate to the Company’s effective tax rate for the years ended January 31, 2020, 2019 and 2018:  

	Year Ended January 31,
	2020			2019			2018
Tax at federal statutory rate	21.0	%		21.0	%		33.8	%
State income taxes, net of federal benefit	4.0			3.8			3.4
Change in valuation allowance	(100.1	)		(68.5	)		(27.1	)
Stock-based compensation	59.8			45.5			42.4
Research and development credits	18.0			—			—
Tax Cuts and Jobs Act of 2017	—			—			(51.3	)
Other, net	(2.0	)		(1.8	)		(0.9	)
Effective tax rate	0.7	%		—	%		0.3	%

Schedule of Deferred Tax Assets and Liabilities

The tax effects of temporary differences and related deferred tax assets and liabilities as of January 31, 2020 and 2019 were as follows (in thousands):

	As of January 31,
	2020				2019
					As Adjusted(1)
Deferred tax assets:
Net operating loss carryforwards	$	370,705			$	202,471
Stock-based compensation	18,680				13,185
Deferred revenue	1,960				1,312
Operating lease liabilities	42,073				39,060
Other reserves and accruals	6,414				3,750
Research and development and other credits	39,918				791
Convertible debt	—				477
Disallowed interest	4,507				1,292
Total deferred tax assets	484,257				262,338
Valuation allowance	(361,606		)		(203,899		)
Total deferred tax assets, net	122,651				58,439
Deferred tax liabilities:
Convertible debt	(50,963		)		—
Deferred commissions	(27,569		)		(19,424		)
Capitalized internal-use software costs	(2,248		)		(2,047		)
Goodwill	(262		)		(217		)
Operating lease right-of-use assets	(31,165		)		(29,697		)
Depreciation and amortization	(8,315		)		(6,492		)
Total deferred tax liabilities	(120,522		)		(57,877		)
Net deferred tax assets	$	2,129			$	562

⁽¹⁾ 

Adjusted for adoption of ASC 842. See Note 2.

Schedule of Unrecognized Tax Benefits Roll Forward

A reconciliation of beginning and ending amount of unrecognized tax benefit was as follows (in thousands):  

	Year Ended January 31,
	2020				2019				2018
Gross amount of unrecognized tax benefits as of the beginning of the year	$	23,931			$	11,719			$	5,775
Additions based on tax positions related to a prior year	658				1,859				—
Additions based on tax positions related to current year	6,866				10,353				5,944
Reductions based on tax positions related to current year	—				—				—
Reductions based on tax positions taken in a prior year	(15,468		)		—				—
Gross amount of unrecognized tax benefits as of the end of the year	$	15,987			$	23,931			$	11,719

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Tabular disclosure of the components of income tax expense attributable to continuing operations for each year presented including, but not limited to: current tax expense (benefit), deferred tax expense (benefit), investment tax credits, government grants, the benefits of operating loss carryforwards, tax expense that results from allocating certain tax benefits either directly to contributed capital or to reduce goodwill or other noncurrent intangible assets of an acquired entity, adjustments of a deferred tax liability or asset for enacted changes in tax laws or rates or a change in the tax status of the entity, and adjustments of the beginning-of-the-year balances of a valuation allowance because of a change in circumstances that causes a change in judgment about the realizability of the related deferred tax asset in future years.

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