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Consolidated Statements of Cash Flows - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Cash flows from operations:      
Net (loss) income $ (16.7) $ (136.3) $ 51.8
Adjustments to reconcile net (loss) income to net cash provided from (used for) operations:      
Net realized and unrealized investment (losses) gains 20.9 37.7 (50.1)
Amortization of premium on fixed maturity investments 5.8 16.6 21.1
Amortization of intangible assets 15.8 10.2  
Depreciation and other amortization 9.5 8.9 6.7
Share-based compensation 2.0    
Revaluation of contingent consideration (9.6) (48.8)  
Impairment of intangible assets 8.0 5.0  
Excess of fair value of acquired net assets over cost     (4.3)
Undistributed equity in earnings of unconsolidated affiliates, after-tax     (6.6)
Other operating items:      
Net change in loss and loss adjustment expense reserves 203.7 188.3 18.1
Net change in reinsurance recoverable on paid and unpaid losses (95.7) (11.1) (23.6)
Net change in funds held by ceding companies (48.0) (38.9) (15.1)
Net change in unearned insurance and reinsurance premiums 195.5 55.7 60.8
Net change in ceded reinsurance payable 93.4 22.8 11.5
Net change in ceded unearned insurance and reinsurance premiums (76.3) 14.4 (1.9)
Net change in insurance and reinsurance premiums receivable (144.1) (102.3) (95.4)
Net change in deferred acquisition costs (28.4) (27.0) (14.2)
Net change in funds held under reinsurance treaties 42.7 5.8 13.0
Net change in current and deferred income taxes, net 18.7 13.3 (12.0)
Net change in other assets and liabilities, net (89.2) (50.3) (6.6)
Net cash provided from (used for) operations 108.0 (36.0) (46.8)
Cash flows from investing activities:      
Net change in short-term investments (90.1) (1.0) (202.7)
Sales of fixed maturities and convertible fixed maturity investments 1,373.1 1,422.4 2,454.7
Maturities, calls, and paydowns of fixed maturity and convertible fixed maturity investments 102.7 292.2 141.8
Sales of common equity securities 353.1 87.6 851.6
Distributions and redemptions of other long-term investments 72.4 40.6 27.9
Sales of consolidated subsidiaries and unconsolidated affiliates, net of cash sold   0.8 173.5
Contributions to other long-term investments (160.1) (167.5) (73.5)
Purchases of common equity securities (505.7) (222.3) (232.7)
Purchases of fixed maturities and convertible fixed maturity investments (1,321.3) (1,018.5) (3,192.3)
Purchases of consolidated subsidiaries, net of cash acquired (7.9) (354.5) 27.5
Net change in unsettled investment purchases and sales (1.2) (7.9) 38.4
Other, net (4.9) (5.9) 4.3
Net cash (used for) provided from investing activities (189.9) 66.0 18.5
Cash flows from financing activities:      
Proceeds from issuance of common shares, net of expenses 61.2    
Redemption of common shares from CM Bermuda (164.0)    
Return of capital to CM Bermuda (1.6)    
Capital contribution from former parent 1.4 13.3 89.6
Issuance of debt, net of issuance costs   340.8 392.4
Redemption of SIG Preference Shares   (250.0)  
Repayment of debt   (3.8) (405.6)
Payment of contingent consideration (4.4) (30.6)  
Change in collateral held on Interest Rate Cap   (1.1) (0.5)
Cash dividends paid to former parent     (27.0)
Cash dividends paid to non-controlling interests   (14.1) (18.8)
Other, net   (0.9) 0.8
Net cash (used for) provided from financing activities (6.6) 53.6 30.9
Effect of exchange rate changes on cash (9.9) 9.9 (9.4)
Net (decrease) increase in cash during year (98.4) 93.5 (6.8)
Cash and restricted cash balance at beginning of year 230.6 137.1 143.9
Cash and restricted cash balance at end of year 132.2 230.6 137.1
Supplemental disclosures of cash flow information:      
Income taxes paid 19.1 16.7 8.3
Interest paid 30.0 $ 22.0 $ 31.6
Series B preference shares      
Cash flows from financing activities:      
Proceeds from issuance of Series B preference shares 195.8    
Series A redeemable preference shares      
Cash flows from financing activities:      
Redemption of Series A redeemable preference shares $ (95.0)