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CONSOLIDATED STATEMENTS OF STOCKHOLDERS' (DEFICIT) EQUITY - USD ($) $ in Millions | Total | Common stock and additional paid-in capital | Accumulated other comprehensive loss | Accumulated deficit
--- | --- | --- | --- | ---
Beginning Balance (in shares) at Jan. 31, 2017 |  | 220,300,000 |  |
Beginning Balance at Jan. 31, 2017 | $ 733.6 | $ 1,876.3 | $ (178.5) | $ (964.2)
Increase (Decrease) in Stockholders' Equity [Roll Forward] |  |  |  |
Common shares issued under stock plans (in shares) |  | 4,900,000 |  |
Common shares issued under stock plans | (48.7) | $ (48.7) |  |
Stock-based compensation expense | 261.4 | $ 261.4 |  |
Net income (loss) | (566.9) |  |  | (566.9)
Other comprehensive income (loss) | 54.7 |  | 54.7 |
Repurchase and retirement of common shares (in shares) |  | (6,900,000) |  |
Repurchase and retirement of common shares | (690.1) | $ (136.3) |  | (553.8)
Ending Balance (in shares) at Jan. 31, 2018 |  | 218,300,000 |  |
Ending Balance at Jan. 31, 2018 | (256.0) | $ 1,952.7 | (123.8) | (2,084.9)
Increase (Decrease) in Stockholders' Equity [Roll Forward] |  |  |  |
Common shares issued under stock plans (in shares) |  | 3,000,000.0 |  |
Common shares issued under stock plans | (52.5) | $ (52.5) |  |
Stock-based compensation expense | 249.5 | 249.5 |  |
Pre-combination expense related to equity awards assumed | 10.3 | $ 10.3 |  |
Cumulative effect of adoption of accounting standards | 177.5 |  |  | 177.5
Net income (loss) | (80.8) |  |  | (80.8)
Other comprehensive income (loss) | (11.2) |  | (11.2) |
Shares issued as consideration for business combination (in shares) |  | 300,000 |  |
Shares issued as consideration for business combination | 44.8 | $ 44.8 |  |
Repurchase and retirement of common shares (in shares) |  | (2,200,000) |  |
Repurchase and retirement of common shares | $ (292.5) | $ (133.3) |  | (159.2)
Ending Balance (in shares) at Jan. 31, 2019 | 219,400,000.0 | 219,400,000 |  |
Ending Balance at Jan. 31, 2019 | $ (210.9) | $ 2,071.5 | (135.0) | (2,147.4)
Increase (Decrease) in Stockholders' Equity [Roll Forward] |  |  |  |
Common shares issued under stock plans (in shares) |  | 2,700,000 |  |
Common shares issued under stock plans | (18.6) | $ (18.6) |  |
Stock-based compensation expense | 332.7 | 332.7 |  |
Settlement of liability-classified restricted stock units | 23.5 | 23.5 |  |
Pre-combination expense related to equity awards assumed | 1.2 | $ 1.2 |  |
Cumulative effect of adoption of accounting standards | (0.7) |  |  | (0.7)
Net income (loss) | 214.5 |  |  | 214.5
Other comprehensive income (loss) | (25.3) |  | (25.3) |
Repurchase and retirement of common shares (in shares) |  | (2,700,000) |  |
Repurchase and retirement of common shares | $ (455.5) | $ (93.3) |  | (362.2)
Ending Balance (in shares) at Jan. 31, 2020 | 219,400,000.0 | 219,400,000 |  |
Ending Balance at Jan. 31, 2020 | $ (139.1) | $ 2,317.0 | $ (160.3) | $ (2,295.8)

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