SCHEDULE II - CONDENSED FINANCIAL INFORMATION OF REGISTRANT BALANCE SHEETS As at December 31, 2025 and 2024 | | | | | | | | | | | | | | | | | | As at December 31, 2025 | | As at December 31, 2024 | | | | | | | | | ($ in millions) | | ASSETS | | | | | | | | | | Fixed income securities (trading) | | $ | 48.4 | | | $ | 44.3 | | | Cash and cash equivalents | | 325.7 | | | 43.5 | | Investments in subsidiaries (1) | | 3,505.0 | | | 3,361.3 | | | | | | | | | | | | | Intercompany funds due from affiliates | | 7.4 | | | 20.6 | | | Right-of-use operating lease assets | | 0.4 | | | 1.0 | | Other receivables | | — | | | 275.0 | | | Other assets | | 77.6 | | | 44.7 | | | Total assets | | $ | 3,964.5 | | | $ | 3,790.4 | | | LIABILITIES | | | | | | Accrued expenses and other payables | | $ | 37.2 | | | $ | 20.7 | | | Intercompany funds due to affiliates | | 5.0 | | | 96.9 | | | Long-term debt | | 296.8 | | | 300.0 | | | | | | | | Operating lease liabilities | | 0.4 | | | 0.9 | | | Total liabilities | | $ | 339.4 | | | $ | 418.5 | | | | | | | | SHAREHOLDERS’ EQUITY | | | | | | Ordinary shares | | $ | 0.1 | | | $ | 0.6 | | | Preference shares | | 700.1 | | | 970.5 | | | | | | | | | | | | | | | | | | Additional paid in capital | | 803.4 | | | 761.2 | | | Retained earnings | | 2,319.8 | | | 2,029.7 | | | Accumulated other comprehensive income, net of taxes: | | | | | | Unrealized (loss) on investments | | (61.3) | | | (198.2) | | (Loss) on derivatives | | (0.2) | | | (5.3) | | | Cumulative (losses) on foreign currency translation adjustments | | (136.8) | | | (186.6) | | | Total accumulated other comprehensive (loss) | | (198.3) | | | (390.1) | | | Total shareholders’ equity | | 3,625.1 | | | 3,371.9 | | | Total liabilities and shareholders’ equity | | $ | 3,964.5 | | | $ | 3,790.4 | |
____________________ (1) The Company’s investment in subsidiaries is accounted for under the equity method and adjustments to the carrying value of these investments are made based on the Company’s share of capital, including share of income and expenses. Changes in the value were recognized in “equity in net earnings of subsidiaries and other investments, equity method” in the statement of operations. ASPEN INSURANCE HOLDINGS LIMITED SCHEDULE II - CONDENSED FINANCIAL INFORMATION OF REGISTRANT (CONTINUED) STATEMENTS OF OPERATIONS AND COMPREHENSIVE INCOME For the Twelve Months Ended December 31, 2025, 2024 and 2023 | | | | | | | | | | | | | | | | | | | | | | | | Twelve Months Ended December 31, 2025 | | Twelve Months Ended December 31, 2024 | | Twelve Months Ended December 31, 2023 | | | | | | | | | | | ($ in millions) | Operating Activities: | | | | | | | Equity in net earnings of subsidiaries and other investments, equity method | | $ | (47.9) | | | $ | 108.9 | | | $ | 304.7 | | | Dividend income | | 421.2 | | | 511.4 | | | 364.4 | | | | | | | | | | Net realized and unrealized investment gains | | 1.9 | | | 0.5 | | | 1.1 | | | Other income | | 10.6 | | | 4.3 | | | 3.2 | | | Total revenues | | $ | 385.8 | | | $ | 625.1 | | | $ | 673.4 | | | Expenses: | | | | | | | | General, administrative and corporate expenses | | $ | (46.0) | | | $ | (109.5) | | | $ | (121.3) | | | Interest expense | | (18.6) | | | (21.1) | | | (15.6) | | | Other expense | | (3.0) | | | (3.9) | | | (1.8) | | Income from operations before income taxes | | 318.2 | | | 490.6 | | | 534.7 | | | Income tax expense | | 22.0 | | | (4.5) | | | — | | | Net income | | $ | 340.2 | | | $ | 486.1 | | | $ | 534.7 | | | | | | | | | | | | | | | | | | | | | | | | Other comprehensive income, net of taxes: | | | | | | | | Change in unrealized gains on investments | | $ | 136.9 | | | $ | 29.4 | | | $ | 105.6 | | | | | | | | | | Net change from current period hedged transactions | | 5.1 | | | (5.1) | | | (14.0) | | | Change in foreign currency translation adjustment | | 49.8 | | | (14.1) | | | 14.4 | | | Other comprehensive income, net of tax | | 191.8 | | | 10.2 | | | 106.0 | | | Comprehensive Income | | $ | 532.0 | | | $ | 496.3 | | | $ | 640.7 | |
ASPEN INSURANCE HOLDINGS LIMITED SCHEDULE II - CONDENSED FINANCIAL INFORMATION OF REGISTRANT (CONTINUED) STATEMENTS OF CASH FLOWS For the Twelve Months Ended December 31, 2025, 2024 and 2023 | | | | | | | | | | | | | | | | | | | | | | | | Twelve Months Ended December 31, 2025 | | Twelve Months Ended December 31, 2024 | | Twelve Months Ended December 31, 2023 | | | | | | | | | | | ($ in millions) | Cash flows from operating activities: | | | | | | | | Net income (excluding equity in net earnings of subsidiaries) | | $ | 388.1 | | | $ | 377.2 | | | $ | 230.0 | | | Adjustments: | | | | | | | | | | | | | | | Realized and unrealized investment (gains) | | (1.9) | | | (0.4) | | | (14.8) | | | Loss on derivative contracts | | — | | | — | | | 14.0 | | | Deferred tax (benefit) | | (4.2) | | | — | | | — | | Depreciation and amortization | | 6.3 | | | 0.7 | | | 0.5 | | | Interest on operating lease liabilities | | — | | | 0.1 | | | 0.1 | | | Share-based compensation | | 41.7 | | | — | | | — | | | Change in other receivables | | 275.0 | | | — | | | — | | | Change in other assets | | (28.7) | | | (39.0) | | | 0.3 | | | Change in accrued expenses and other payables | | 17.9 | | | (7.1) | | | 5.5 | | | Change in intercompany activities | | (78.8) | | | (64.1) | | | (38.4) | | | | | | | | | | Change in operating lease liabilities | | (0.5) | | | (0.5) | | | (0.5) | | | Net cash provided by operating activities | | $ | 614.9 | | | $ | 266.9 | | | $ | 196.7 | | | | | | | | | Cash flows from investing activities: | | | | | | | | | | | | | | (Purchases) of fixed income securities, trading | | $ | (16.8) | | | $ | (11.3) | | | $ | (8.1) | | Proceeds from sales and maturities of fixed securities, trading | | 14.5 | | | 10.3 | | | 6.4 | | | Investment in subsidiaries | | (9.9) | | | 42.0 | | | (105.7) | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Net cash (used in)/provided by investing activities | | $ | (12.2) | | | $ | 41.0 | | | $ | (107.4) | | | | | | | | | Cash flows from financing activities: | | | | | | | | Repayment of short-term debt | | $ | — | | | $ | — | | | $ | (300.0) | | | Proceeds from term loan facility | | — | | | — | | | 300.0 | | | Repayment of term loan facility | | (300.0) | | | — | | | — | | Redemption of preference shares | | (275.0) | | | (275.0) | | | — | | Preference share issuance | | 300.0 | | | 217.0 | | | — | | | Dividends paid on ordinary shares | | — | | | (195.0) | | | (40.3) | | | Dividends paid on preference shares | | (45.5) | | | (54.9) | | | (49.9) | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | | Net cash (used in) financing activities | | $ | (320.5) | | | $ | (307.9) | | | $ | (90.2) | | | | | | | | | | Increase in cash and cash equivalents | | 282.2 | | | — | | | (0.9) | | | Cash and cash equivalents — beginning of period | | 43.5 | | | 43.5 | | | 44.4 | | | Cash and cash equivalents — end of period | | $ | 325.7 | | | $ | 43.5 | | | $ | 43.5 | |
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