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SCHEDULE II CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT (Cash Flows) - USD ($) $ in Millions | 3 Months Ended | 12 Months Ended
--- | --- | ---
Dec. 31, 2017 | Sep. 30, 2017 | Jun. 30, 2017 | Mar. 31, 2017 | Dec. 31, 2016 | Sep. 30, 2016 | Jun. 30, 2016 | Mar. 31, 2016 | Dec. 31, 2017 | Dec. 31, 2016 | Dec. 31, 2015 | Dec. 31, 2014
CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT |  |  |  |  |  |  |  |  |  |  |  |
Common shareholders’ equity | $ 3,360.8 |  |  |  | $ 3,716.0 |  |  |  | $ 3,360.8 | $ 3,716.0 |  |
Net income attributable to White Mountains’s common shareholders (3) | 22.5 | $ 562.1 | $ 13.6 | $ 29.0 | (38.9) | $ 90.8 | $ 340.4 | $ 9.5 | 627.2 | 401.8 | $ 295.2 |
Charges (credits) to reconcile net income to net cash provided from (used for) operations: |  |  |  |  |  |  |  |  |  |  |  |
Net realized and unrealized investment (gains) losses |  |  |  |  |  |  |  |  | (133.3) | 27.4 | (260.5) |
Net gain from discontinued operations, net of tax | 4.3 | $ 539.1 | $ 2.8 | 31.3 | 8.0 | $ 84.4 | $ 383.6 | 47.4 | 20.5 | 108.3 | 116.9 |
Net change in other assets and liabilities, net |  |  |  |  |  |  |  |  | (20.8) | (146.1) | 29.0 |
Net cash provided from (used for) operations |  |  |  |  |  |  |  |  | 94.6 | (149.3) | 182.4 |
Cash flows from investing activities: |  |  |  |  |  |  |  |  |  |  |  |
Net change in short-term investments |  |  |  |  |  |  |  |  | (1.7) | (27.2) | 6.9 |
Net Cash Provided by (Used in) Investing Activities, Continuing Operations |  |  |  |  |  |  |  |  | 715.5 | 1,035.4 | 111.8 |
Cash Provided by (Used in) Investing Activities, Discontinued Operations |  |  |  |  |  |  |  |  | 3.0 | 241.4 | (100.5) |
Net cash provided from investing activities |  |  |  |  |  |  |  |  | 718.5 | 1,276.8 | 11.3 |
Payments for (Proceeds from) Other Investing Activities |  |  |  |  |  |  |  |  | 14.7 | (4.8) | (8.8) |
Cash flows from financing activities: |  |  |  |  |  |  |  |  |  |  |  |
Draw down of debt and revolving line of credit |  |  |  |  |  |  |  |  | 376.0 | 352.5 | 171.5 |
Repayment of revolving line of credit |  |  |  |  |  |  |  |  | (365.0) | (404.6) | (76.1) |
Proceeds from issuances of common shares |  |  |  |  |  |  |  |  | 0.0 | 3.7 | 0.0 |
Repurchases and retirement of common shares |  |  |  |  |  |  |  |  | (714.6) | (881.3) | (268.6) |
Dividends paid on common shares |  |  |  |  |  |  |  |  | (4.6) | (5.4) | (6.0) |
Net Cash Provided by (Used in) Financing Activities, Continuing Operations |  |  |  |  |  |  |  |  | (637.1) | (854.6) | (120.6) |
Net cash used for financing activities — discontinued operations (Note 19) |  |  |  |  |  |  |  |  | (61.9) | (93.8) | (100.7) |
Net cash used for financing activities |  |  |  |  |  |  |  |  | (699.0) | (948.4) | (221.3) |
Net increase in cash during the year |  |  |  |  |  |  |  |  | 16.0 | 7.9 | (74.8) |
Cash balance at beginning of year |  |  |  | 80.2 |  |  |  | 72.0 | 80.2 | 72.0 | 145.7 |
Cash balance at end of year | 97.1 |  |  |  | 80.2 |  |  |  | 97.1 | 80.2 | 72.0 | $ 145.7
Interest paid |  |  |  |  |  |  |  |  | (1.4) | (2.1) | (0.1) |
Amortization of restricted share and option awards |  |  |  |  |  |  |  |  | 14.8 | 18.5 | 14.9 |
Net Cash Provided by (Used in) Operating Activities, Continuing Operations |  |  |  |  |  |  |  |  | (62.4) | (172.9) | (66.0) |
Cash Provided by (Used in) Operating Activities, Discontinued Operations |  |  |  |  |  |  |  |  | 157.0 | 23.6 | 248.4 |
White Mountains Insurance Group Ltd. |  |  |  |  |  |  |  |  |  |  |  |
CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT |  |  |  |  |  |  |  |  |  |  |  |
Common shareholders’ equity | 3,492.5 |  |  |  | 3,582.7 |  |  |  | 3,492.5 | 3,582.7 |  |
Net income attributable to White Mountains’s common shareholders (3) |  |  |  |  |  |  |  |  | 627.2 | 401.8 | 295.2 |
Charges (credits) to reconcile net income to net cash provided from (used for) operations: |  |  |  |  |  |  |  |  |  |  |  |
Net realized and unrealized investment (gains) losses |  |  |  |  |  |  |  |  | (18.5) | 1.1 | 0.0 |
Undistributed earnings from subsidiaries (3) |  |  |  |  |  |  |  |  | (701.0) | (471.5) | (350.1) |
Other non-cash reconciling items primarily amortization of restricted share and option awards (4) |  |  |  |  |  |  |  |  | 31.1 | 17.9 | (0.4) |
Net cash transferred from subsidiary |  |  |  |  |  |  |  |  | 1,256.7 | 0.0 | 0.0 |
Net change in other assets and liabilities, net |  |  |  |  |  |  |  |  | (4.9) | (5.6) | 28.1 |
Net cash provided from (used for) operations |  |  |  |  |  |  |  |  | 1,190.6 | (56.3) | (27.2) |
Cash flows from investing activities: |  |  |  |  |  |  |  |  |  |  |  |
Net change in short-term investments |  |  |  |  |  |  |  |  | (24.7) | 10.9 | 7.6 |
Purchases of investment securities |  |  |  |  |  |  |  |  | (474.7) | 0.0 | 0.0 |
Sales and maturities of investment securities |  |  |  |  |  |  |  |  | 367.1 | 0.0 | 0.0 |
Issuance of debt from subsidiaries |  |  |  |  |  |  |  |  | 382.0 | 992.0 | 271.0 |
Repayment of debt to subsidiaries |  |  |  |  |  |  |  |  | 0.0 | (5.0) | (35.0) |
Distributions from subsidiaries |  |  |  |  |  |  |  |  | 0.0 | 0.0 | 15.0 |
Net cash provided from investing activities |  |  |  |  |  |  |  |  | (450.3) | 997.9 | 258.6 |
Cash flows from financing activities: |  |  |  |  |  |  |  |  |  |  |  |
Draw down of debt and revolving line of credit |  |  |  |  |  |  |  |  | 350.0 | 350.0 | 125.0 |
Repayment of revolving line of credit |  |  |  |  |  |  |  |  | (350.0) | (400.0) | (75.0) |
Proceeds from issuances of common shares |  |  |  |  |  |  |  |  | 0.0 | 3.7 | 0.0 |
Repurchases and retirement of common shares |  |  |  |  |  |  |  |  | (714.6) | (881.3) | (268.6) |
Dividends paid on common shares |  |  |  |  |  |  |  |  | (4.6) | (5.4) | (6.0) |
Payments of restricted shares withholding taxes |  |  |  |  |  |  |  |  | (9.3) | (5.8) | (6.7) |
Net cash used for financing activities |  |  |  |  |  |  |  |  | (728.5) | (939.0) | (231.3) |
Net increase in cash during the year |  |  |  |  |  |  |  |  | 11.8 | 2.8 | 0.1 |
Cash balance at beginning of year |  |  |  | $ 3.1 |  |  |  | $ 0.3 | 3.1 | 0.3 | 0.2 |
Cash balance at end of year | 14.9 |  |  |  | 3.1 |  |  |  | 14.9 | 3.1 | 0.3 | 0.2
Interest paid |  |  |  |  |  |  |  |  | (0.6) | (1.2) | 0.0 |
Equity in earnings from consolidated and unconsolidated subsidiaries (2) |  |  |  |  |  |  |  |  | 701.0 | 471.5 | 350.1 |
Payable to subsidiary |  |  |  |  |  |  |  |  | 11.6 | 0.2 | 2.4 |
Payments to Acquire Interest in Subsidiaries and Affiliates |  |  |  |  |  |  |  |  |  | 700.0 | 0.0 | $ 0.0
Transfer from Investments |  |  |  |  |  |  |  |  | 1,238.9 | 80.0 |  |
Proceeds from Dividends |  |  |  |  |  |  |  |  |  |  | 15.0 |
Other liabilities | 21.2 |  |  |  | 23.9 |  |  |  | 21.2 | 23.9 |  |
Investments in consolidated subsidiaries (3) | 1,914.8 |  |  |  | 4,877.6 |  |  |  | 1,914.8 | 4,877.6 |  |
Short-term investments, at amortized cost (which approximates fair value) | 57.2 |  |  |  | 12.5 |  |  |  | 57.2 | 12.5 |  |
WOBI |  |  |  |  |  |  |  |  |  |  |  |
Cash flows from financing activities: |  |  |  |  |  |  |  |  |  |  |  |
Equity in earnings from consolidated and unconsolidated subsidiaries (2) |  |  |  |  |  |  |  |  |  | (10.7) | $ (2.4) |
Investments in consolidated subsidiaries (3) |  |  |  |  | $ (20.6) |  |  |  |  | $ (20.6) |  |
Lone Tree Holdings Ltd. |  |  |  |  |  |  |  |  |  |  |  |
CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT |  |  |  |  |  |  |  |  |  |  |  |
Common shareholders’ equity | 2,810.4 |  |  |  |  |  |  |  | 2,810.4 |  |  |
Cash flows from financing activities: |  |  |  |  |  |  |  |  |  |  |  |
Other liabilities | 14.1 |  |  |  |  |  |  |  | 14.1 |  |  |
Investments in consolidated subsidiaries (3) | 964.4 |  |  |  |  |  |  |  | 964.4 |  |  |
Short-term investments, at amortized cost (which approximates fair value) | 13.0 |  |  |  |  |  |  |  | 13.0 |  |  |
Lone Tree Holdings Ltd. | White Mountains Insurance Group Ltd. |  |  |  |  |  |  |  |  |  |  |  |
Cash flows from financing activities: |  |  |  |  |  |  |  |  |  |  |  |
Payable to subsidiary |  |  |  |  |  |  |  |  | 1,256.7 |  |  |
Proceeds from divestiture of business |  |  |  |  |  |  |  |  | 1,037.6 |  |  |
Non-cash reconciling item [Member] | White Mountains Insurance Group Ltd. |  |  |  |  |  |  |  |  |  |  |  |
Cash flows from investing activities: |  |  |  |  |  |  |  |  |  |  |  |
Issuance of debt from subsidiaries |  |  |  |  |  |  |  |  | 94.2 |  |  |
intercompany balances [Member] | Lone Tree Holdings Ltd. |  |  |  |  |  |  |  |  |  |  |  |
Cash flows from financing activities: |  |  |  |  |  |  |  |  |  |  |  |
Other liabilities | $ 1,863.1 |  |  |  |  |  |  |  | $ 1,863.1 |  |  |

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- Definition Amount of cash inflow (outflow) of financing activities, excluding discontinued operations. Financing activity cash flows include obtaining resources from owners and providing them with a return on, and a return of, their investment; borrowing money and repaying amounts borrowed, or settling the obligation; and obtaining and paying for other resources obtained from creditors on long-term credit. + References Reference 1: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 230 -SubTopic 10 -Section 45 -Paragraph 26 -URI http://asc.fasb.org/extlink&oid=98514028&loc=d3e3574-108585 Reference 2: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 230 -SubTopic 10 -Section 45 -Paragraph 24 -URI http://asc.fasb.org/extlink&oid=98514028&loc=d3e3521-108585 + Details
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- Definition Amount, after deduction of tax, noncontrolling interests, dividends on preferred stock and participating securities; of income (loss) available to common shareholders. + References Reference 1: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 260 -SubTopic 10 -Section 45 -Paragraph 11 -URI http://asc.fasb.org/extlink&oid=96947427&loc=d3e1377-109256 + Details
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- Definition The cash outflow to reacquire common stock during the period. + References Reference 1: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 230 -SubTopic 10 -Section 45 -Paragraph 15 -Subparagraph (a) -URI http://asc.fasb.org/extlink&oid=98514028&loc=d3e3291-108585 + Details
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