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Investment Securities - Fair Value Measurement by Level (Details) - USD ($) $ in Millions | Jun. 30, 2021 | Dec. 31, 2020 | Jun. 30, 2020 | Dec. 31, 2019
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Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | $ 3,693.9 | $ 2,796.2 | $ 2,656.9 | $ 2,746.0
Other long-term investments | 1,081.4 | 786.8 |  |
Debt securities issued by corporations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 860.2 | 547.4 |  |
Mortgage and asset-backed securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 226.1 | 218.5 |  |
Collateralized loan obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 127.8 | 0.0 |  |
Short-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Short-term investments, at fair value | 532.5 | 142.9 | 117.6 | 201.2
Level 1 |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 967.4 | 978.5 | 665.1 | 780.0
Level 2 |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 1,650.3 | 1,030.9 | 1,093.6 | 1,109.6
Level 2 | Mortgage and asset-backed securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 226.1 | 218.5 |  |
Level 2 | Collateralized loan obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 127.8 | 0.0 |  |
Level 3 | Mortgage and asset-backed securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Level 3 | Collateralized loan obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Level 3 | Other long-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 674.4 | 614.2 | $ 740.1 | $ 654.0
Fair value measured on a recurring basis |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 4,226.4 | 2,939.1 |  |
Other long-term investments | 1,081.4 |  |  |
Fair value measured on a recurring basis | Marketing Technology (MediaAlpha) |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Other long-term investments | 713.2 | 802.2 |  |
Fair value measured on a recurring basis | U.S. Government and agency obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 254.2 | 176.3 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 860.2 | 547.4 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Financials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 230.8 | 133.9 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Consumer |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 150.4 | 81.9 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Technology |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 97.1 | 66.7 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Industrial |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 96.1 | 66.9 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Healthcare |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 92.4 | 51.5 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Utilities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 67.4 | 32.3 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Communications |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 50.3 | 44.5 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Energy |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 44.0 | 35.8 |  |
Fair value measured on a recurring basis | Debt securities issued by corporations | Materials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 31.7 | 33.9 |  |
Fair value measured on a recurring basis | Municipal obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 289.0 | 265.0 |  |
Fair value measured on a recurring basis | Mortgage and asset-backed securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 226.1 | 218.5 |  |
Fair value measured on a recurring basis | Collateralized loan obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 127.8 |  |  |
Fair value measured on a recurring basis | Fixed maturity investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 1,757.3 | 1,207.2 |  |
Fair value measured on a recurring basis | Short-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Short-term investments, at fair value | 532.5 | 142.9 |  |
Fair value measured on a recurring basis | Common Equity Securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 142.0 |  |  |
Fair value measured on a recurring basis | Other long-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 786.8 |  |
Other long-term investments | 679.6 |  |  |
Fair value measured on a recurring basis | Other Long-term Investments, Excluding NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 614.2 |  |
Fair value measured on a recurring basis | Other long-term investments — NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 172.6 |  |
Other long-term investments | 401.8 |  |  |
Fair value measured on a recurring basis | Level 1 |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 1,474.8 | 1,121.4 |  |
Other long-term investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 1 | Marketing Technology (MediaAlpha) |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Other long-term investments | 713.2 | 802.2 |  |
Fair value measured on a recurring basis | Level 1 | U.S. Government and agency obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 254.2 | 176.3 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Financials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Consumer |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Technology |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Industrial |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Healthcare |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Utilities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Communications |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Energy |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Materials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Municipal obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Mortgage and asset-backed securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Collateralized loan obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 1 | Fixed maturity investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 254.2 | 176.3 |  |
Fair value measured on a recurring basis | Level 1 | Short-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Short-term investments, at fair value | 507.4 | 142.9 |  |
Fair value measured on a recurring basis | Level 1 | Common Equity Securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 1 | Other long-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 0.0 |  |
Other long-term investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 1 | Other Long-term Investments, Excluding NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 0.0 |  |
Fair value measured on a recurring basis | Level 1 | Other long-term investments — NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 0.0 |  |
Other long-term investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 2 |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 1,675.4 | 1,030.9 |  |
Other long-term investments | 5.2 |  |  |
Fair value measured on a recurring basis | Level 2 | Marketing Technology (MediaAlpha) |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Other long-term investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 2 | U.S. Government and agency obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 860.2 | 547.4 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Financials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 230.8 | 133.9 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Consumer |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 150.4 | 81.9 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Technology |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 97.1 | 66.7 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Industrial |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 96.1 | 66.9 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Healthcare |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 92.4 | 51.5 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Utilities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 67.4 | 32.3 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Communications |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 50.3 | 44.5 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Energy |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 44.0 | 35.8 |  |
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Materials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 31.7 | 33.9 |  |
Fair value measured on a recurring basis | Level 2 | Municipal obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 289.0 | 265.0 |  |
Fair value measured on a recurring basis | Level 2 | Mortgage and asset-backed securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 226.1 | 218.5 |  |
Fair value measured on a recurring basis | Level 2 | Collateralized loan obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 127.8 |  |  |
Fair value measured on a recurring basis | Level 2 | Fixed maturity investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 1,503.1 | 1,030.9 |  |
Fair value measured on a recurring basis | Level 2 | Short-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Short-term investments, at fair value | 25.1 | 0.0 |  |
Fair value measured on a recurring basis | Level 2 | Common Equity Securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 142.0 |  |  |
Fair value measured on a recurring basis | Level 2 | Other long-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 0.0 |  |
Other long-term investments | 5.2 |  |  |
Fair value measured on a recurring basis | Level 2 | Other Long-term Investments, Excluding NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 0.0 |  |
Fair value measured on a recurring basis | Level 2 | Other long-term investments — NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 0.0 |  |
Other long-term investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 3 |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 674.4 | 614.2 |  |
Other long-term investments | 674.4 |  |  |
Fair value measured on a recurring basis | Level 3 | Marketing Technology (MediaAlpha) |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Other long-term investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | U.S. Government and agency obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Financials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Consumer |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Technology |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Industrial |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Healthcare |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Utilities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Communications |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Energy |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Materials |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Municipal obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Mortgage and asset-backed securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Collateralized loan obligations |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 3 | Fixed maturity investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Short-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Short-term investments, at fair value | 0.0 | 0.0 |  |
Fair value measured on a recurring basis | Level 3 | Common Equity Securities |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments | 0.0 |  |  |
Fair value measured on a recurring basis | Level 3 | Other long-term investments |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 614.2 |  |
Other long-term investments | 674.4 |  |  |
Fair value measured on a recurring basis | Level 3 | Other Long-term Investments, Excluding NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | 614.2 |  |
Fair value measured on a recurring basis | Level 3 | Other long-term investments — NAV |  |  |  |
Debt and Equity Securities, FV-NI [Line Items] |  |  |  |
Fair value investments |  | $ 0.0 |  |
Other long-term investments | $ 0.0 |  |  |

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