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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($)
$ in Millions
6 Months Ended
Jun. 30, 2020
Jun. 30, 2019
Cash flows from operating activities:    
Net loss $ (57.5) $ (44.7)
Adjustments to reconcile net loss to net cash used in operating activities:    
Depreciation 0.7 0.1
Stock-based compensation 4.6 0.8
Amortization of discount on bonds (0.3) 0.0
Bad debt expense 0.9 0.0
Noncash interest 0.0 (0.3)
Common share contribution to the Lemonade Foundation 12.2 0.0
Changes in operating assets and liabilities:    
Premium receivable (11.6) (13.0)
Reinsurance recoverable (5.9) (5.4)
Prepaid reinsurance premium 1.0 1.5
Deferred acquisition costs (0.7) (0.2)
Other assets (3.5) (2.9)
Unpaid loss and loss adjustment expense 7.1 7.6
Unearned premium 18.9 16.2
Trade payables 0.1 (0.2)
Other liabilities and accrued expense (1.3) 2.8
Net cash used in operating activities (35.3) (37.7)
Cash flows from investing activities:    
Proceeds from short-term investments sold or matured 40.0 6.0
Proceeds from bonds sold or matured 2.2 0.0
Cost of short-term investments acquired (14.9) (14.8)
Cost of bonds acquired (2.9) (2.3)
Purchases of property plant and equipment (1.9) (1.4)
Net cash provided by (used in) investing activities 22.5 (12.5)
Cash flows from financing activities:    
Proceeds from release of shares upon repayment 1.3 0.0
Issuance of Preferred stock, net 0.0 174.4
Proceeds from stock exercises 0.1 0.3
Net cash provided by financing activities 1.4 174.7
Effect of exchange rate changes on cash, cash equivalents and restricted cash (0.1) 0.0
Net (decrease) increase in cash, cash equivalents and restricted cash (11.5) 124.5
Cash, cash equivalents and restricted cash at beginning of period 270.3 102.4
Cash, cash equivalents and restricted cash at end of period 258.8 226.9
Supplemental disclosure of cash flow information:    
Cash paid for income taxes $ 0.8 $ 0.0