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Business Segments - Segment Operating Profit (Details) - USD ($) $ in Millions | 3 Months Ended | 6 Months Ended
--- | --- | ---
Jun. 30, 2021 | Jun. 30, 2020 | Jun. 30, 2021 | Jun. 30, 2020
Segment Reporting Information [Line Items] |  |  |  |
Operating Income (Loss) | $ (136.1) | $ 100.5 | $ (60.2) | $ 303.3
Corporate and Other Operating Income (Loss) From: |  |  |  |
Income (Loss) from Change in Fair Value of Equity and Convertible Securities | 40.8 | 71.6 | 93.0 | (46.2)
Impairment Losses |  |  | (7.2) | (19.0)
Income (Loss) before Income Taxes | (89.7) | 159.7 | 31.9 | 237.4
Operating Segments |  |  |  |
Segment Reporting Information [Line Items] |  |  |  |
Operating Income (Loss) | (122.3) | 105.2 | (34.9) | 229.7
Operating Segments | Specialty Property & Casualty Insurance |  |  |  |
Segment Reporting Information [Line Items] |  |  |  |
Operating Income (Loss) | (122.1) | 84.5 | (36.9) | 159.5
Operating Segments | Preferred Property & Casualty Insurance |  |  |  |
Segment Reporting Information [Line Items] |  |  |  |
Operating Income (Loss) | (13.4) | 0.8 | (10.4) | 23.8
Operating Segments | Life & Health Insurance |  |  |  |
Segment Reporting Information [Line Items] |  |  |  |
Operating Income (Loss) | 13.2 | 19.9 | 12.4 | 46.4
Corporate and Other |  |  |  |
Segment Reporting Information [Line Items] |  |  |  |
Operating Income (Loss) | (13.8) | (4.7) | (25.3) | 73.6
Corporate and Other Operating Income (Loss) From: |  |  |  |
Partial Satisfaction of Judgment | 0.0 | 0.0 | 0.0 | 89.4
Other | (13.8) | (4.7) | (25.3) | (15.8)
Segment Reconciling Items |  |  |  |
Corporate and Other Operating Income (Loss) From: |  |  |  |
Income (Loss) from Change in Fair Value of Equity and Convertible Securities | 40.8 | 71.6 | 93.0 | (46.2)
Net Realized Gains on Sales of Investments | 19.2 | 11.7 | 33.0 | 28.2
Impairment Losses | (3.2) | (7.0) | (7.2) | (19.0)
Acquisition Related Transaction, Integration and Other Costs | $ (10.4) | $ (17.1) | $ (26.7) | $ (28.9)

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- Definition Amount of unrealized and realized gain (loss) on investment in equity security measured at fair value with change in fair value recognized in net income (FV-NI). + References Reference 1: http://www.xbrl.org/2009/role/commonPracticeRef -Publisher FASB -Name Accounting Standards Codification -Topic 321 -SubTopic 10 -Section 50 -Paragraph 4 -URI http://asc.fasb.org/extlink&oid=123583765&loc=SL75117546-209714 + Details
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- Definition This item represents the net total realized and unrealized gain (loss) included in earnings for the period as a result of selling or holding marketable securities categorized as trading, available-for-sale, or held-to-maturity, including the unrealized holding gain (loss) of held-to-maturity securities transferred to the trading security category and the cumulative unrealized gain (loss) which was included in other comprehensive income (a separate component of shareholders' equity) for available-for-sale securities transferred to trading securities during the period. Additionally, this item would include any gains (losses) realized during the period from the sale of investments accounted for under the cost method of accounting. + References Reference 1: http://fasb.org/us-gaap/role/ref/otherTransitionRef -Publisher FASB -Name Accounting Standards Codification -Topic 230 -SubTopic 10 -Section 45 -Paragraph 28 -Subparagraph (b) -URI http://asc.fasb.org/extlink&oid=123570139&loc=d3e3602-108585 + Details
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- Definition Amount of gain (loss) recognized in settlement of litigation and insurance claims. Excludes claims within an insurance entity's normal claims settlement process. + References Reference 1: http://fasb.org/us-gaap/role/ref/legacyRef -Publisher FASB -Name Accounting Standards Codification -Topic 450 -SubTopic 20 -Section 50 -Paragraph 1 -URI http://asc.fasb.org/extlink&oid=121557415&loc=d3e14326-108349 + Details
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