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Income Taxes - Components of Net Deferred Tax Balances (Details) - USD ($) $ in Thousands | Jan. 31, 2021 | Jan. 31, 2020 | Jan. 31, 2019 | Jan. 31, 2018
--- | --- | --- | --- | ---
Deferred tax assets |  |  |  |
Net operating loss carryforwards | $ 682,872 | $ 423,379 |  |
Accruals and reserves | 14,744 | 5,668 |  |
Stock-based compensation | 30,377 | 33,405 |  |
Operating lease liability | 36,148 | 40,495 |  |
Research and development credits | 60,386 | 39,480 |  |
Other | 14,398 | 7,536 |  |
Total deferred tax assets | 838,925 | 549,963 |  |
Less: Valuation allowance | (723,767) | (445,746) | $ (282,141) | $ (119,153)
Deferred tax assets, net of valuation allowance | 115,158 | 104,217 |  |
Deferred tax liabilities |  |  |  |
Operating lease right-of-use asset | (27,654) | (32,736) |  |
Deferred contract acquisition costs | (61,432) | (36,567) |  |
Convertible debt | (18,854) | (24,737) |  |
Acquired intangibles | (11,939) | (13,493) |  |
Other | (893) | (1,457) |  |
Total deferred tax liabilities | (120,772) | (108,990) |  |
Net deferred tax liabilities | $ (5,614) | $ (4,773) |  |

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