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Business Segments - Segment Operating Profit (Details) - USD ($) $ in Millions | 12 Months Ended
--- | ---
Dec. 31, 2021 | Dec. 31, 2020 | Dec. 31, 2019
Segment Reporting Information [Line Items] |  |  |
Segment Operating Profit (Loss) | $ (369.8) | $ 546.8 | $ 518.8
Income (Loss) from Change in Fair Value of Equity and Convertible Securities | 114.6 | 72.1 | 138.9
Net Realized Gains on the Sales of Investments | 64.8 | 38.1 | 41.9
Net Impairment Losses Recognized in Earnings | (11.0) | (19.5) | (13.8)
Pension Obligation Settlement Costs |  | 64.1 |
Loss from Early Extinguishment of Debt | 0.0 | 0.0 | (5.8)
Income (Loss) before Income Taxes | (245.3) | 510.1 | 661.6
Operating Segments |  |  |
Segment Reporting Information [Line Items] |  |  |
Segment Operating Profit (Loss) | (321.4) | 493.9 | 530.1
Operating Segments | Specialty Property & Casualty Insurance |  |  |
Segment Reporting Information [Line Items] |  |  |
Segment Operating Profit (Loss) | (292.1) | 420.9 | 355.9
Operating Segments | Preferred Property & Casualty Insurance |  |  |
Segment Reporting Information [Line Items] |  |  |
Segment Operating Profit (Loss) | (39.8) | 1.8 | 52.3
Operating Segments | Life & Health Insurance |  |  |
Segment Reporting Information [Line Items] |  |  |
Segment Operating Profit (Loss) | 10.5 | 71.2 | 121.9
Corporate, Non-Segment |  |  |
Segment Reporting Information [Line Items] |  |  |
Segment Operating Profit (Loss) | (48.4) | 52.9 | (11.3)
Partial Satisfaction of Judgment | 0.0 | 89.4 | 20.1
Other | (48.4) | (36.5) | (31.4)
Segment Reconciling Items |  |  |
Segment Reporting Information [Line Items] |  |  |
Income (Loss) from Change in Fair Value of Equity and Convertible Securities | 114.6 | 72.1 | 138.9
Net Realized Gains on the Sales of Investments | 64.8 | 38.1 | 41.9
Net Impairment Losses Recognized in Earnings | (11.0) | (19.5) | (13.8)
Acquisition Related Transaction, Integration and Other Costs | (43.9) | (63.3) | (18.4)
Pension Obligation Settlement Costs | $ 0.0 | $ (64.1) | $ 0.0

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