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Goodwill and Intangible Assets - Schedule of Definite and Indefinite Life Intangible Assets (Details) - USD ($) $ in Millions | Dec. 31, 2019 | Dec. 31, 2018
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Finite-Lived Intangible Assets [Line Items] |  |
Total Definite Life Intangible Assets | $ 280.6 | $ 261.0
Total Indefinite Life Intangible Assets | 47.8 | 47.8
Total Intangible Assets | 328.4 | 308.8
Trade Names |  |
Finite-Lived Intangible Assets [Line Items] |  |
Total Indefinite Life Intangible Assets | 5.2 | 5.2
Insurance Licenses |  |
Finite-Lived Intangible Assets [Line Items] |  |
Total Indefinite Life Intangible Assets | 42.6 | 42.6
Value of Business Acquired |  |
Finite-Lived Intangible Assets [Line Items] |  |
Total Definite Life Intangible Assets | 24.1 | 30.2
Customer Relationships |  |
Finite-Lived Intangible Assets [Line Items] |  |
Total Definite Life Intangible Assets | 4.3 | 6.7
Agent Relationships |  |
Finite-Lived Intangible Assets [Line Items] |  |
Total Definite Life Intangible Assets | 62.5 | 68.0
Trade Names |  |
Finite-Lived Intangible Assets [Line Items] |  |
Total Definite Life Intangible Assets | 0.0 | 7.0
Internal-Use Software |  |
Finite-Lived Intangible Assets [Line Items] |  |
Total Definite Life Intangible Assets | $ 189.7 | $ 149.1

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