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Income Taxes (Tables) | 12 Months Ended
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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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