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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($)
$ in Millions
6 Months Ended
Jul. 31, 2019
Jul. 31, 2018
Operating activities:    
Net income (loss) $ 16.0 $ (121.8)
Adjustments to reconcile net income (loss) to net cash provided by operating activities:    
Depreciation, amortization and accretion 64.8 46.3
Stock-based compensation expense 163.4 111.3
Deferred income taxes 35.8 (0.3)
Restructuring and other exit costs, net 0.4 36.6
Other operating activities (4.2) (1.3)
Changes in operating assets and liabilities    
Accounts receivable 125.8 204.2
Prepaid expenses and other current assets 27.4 7.9
Accounts payable and accrued liabilities (138.1) (201.3)
Deferred revenue 158.3 (66.7)
Accrued income taxes (9.1) 11.5
Net cash provided by operating activities 440.5 26.4
Investing activities:    
Purchases of marketable securities (19.9) (110.1)
Sales of marketable securities 22.4 27.0
Maturities of marketable securities 5.0 119.6
Capital expenditures (29.5) (36.7)
Acquisitions, net of cash acquired 0.0 (34.1)
Other investing activities (10.5) (6.0)
Net cash used in investing activities (32.5) (40.3)
Financing activities:    
Proceeds from issuance of common stock, net of issuance costs 49.7 50.4
Taxes paid related to net share settlement of equity awards (31.2) (53.0)
Repurchases of common stock (134.6) (154.7)
Repayment of debt (250.0) 0.0
Net cash used in financing activities (366.1) (157.3)
Effect of exchange rate changes on cash and cash equivalents (4.0) (11.4)
Net increase (decrease) in cash and cash equivalents 37.9 (182.6)
Cash and cash equivalents at beginning of period 886.0 1,078.0
Cash and cash equivalents at end of period 923.9 895.4
Non-cash investing activities:    
Fair value of common stock issued as consideration for business combination $ 0.0 $ 44.8