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Intangible Assets (Tables)
12 Months Ended
Dec. 31, 2021
Goodwill and Intangible Assets Disclosure [Abstract]  
Schedule of Indefinite-Lived Intangible Assets
December 31, 2021December 31, 2020
Weighted- Average Useful Life Remaining (in years)Gross Carrying AmountAccumulated AmortizationNet Carrying AmountGross Carrying AmountAccumulated AmortizationNet Carrying Amount
(in millions)(in millions)
Agency and carrier relationships6.9$13.5 $(1.7)$11.8 $13.5 $(0.1)$13.4 
State licenses and domain nameIndefinite10.5 — 10.5 7.1 — 7.1 
Customer relationships3.213.7 (6.0)7.7 13.2 (3.8)9.4 
Developed technology0.33.6 (2.7)0.9 3.6 (1.4)2.2 
VOBA0.70.1 (0.1)— 0.1 — 0.1 
Other6.52.0 (0.7)1.3 1.9 (0.2)1.7 
Total intangible assets, net$43.4 $(11.2)$32.2 $39.4 $(5.5)$33.9 
Schedule of Finite-Lived Intangible Assets
December 31, 2021December 31, 2020
Weighted- Average Useful Life Remaining (in years)Gross Carrying AmountAccumulated AmortizationNet Carrying AmountGross Carrying AmountAccumulated AmortizationNet Carrying Amount
(in millions)(in millions)
Agency and carrier relationships6.9$13.5 $(1.7)$11.8 $13.5 $(0.1)$13.4 
State licenses and domain nameIndefinite10.5 — 10.5 7.1 — 7.1 
Customer relationships3.213.7 (6.0)7.7 13.2 (3.8)9.4 
Developed technology0.33.6 (2.7)0.9 3.6 (1.4)2.2 
VOBA0.70.1 (0.1)— 0.1 — 0.1 
Other6.52.0 (0.7)1.3 1.9 (0.2)1.7 
Total intangible assets, net$43.4 $(11.2)$32.2 $39.4 $(5.5)$33.9 
Finite-lived Intangible Assets Amortization Expense As of December 31, 2021, the projected annual amortization expense for the Company’s intangible assets for the next five years is as follows (in millions):
Year ending December 31,
2022$5.2 
20234.2 
20244.0 
20252.4 
20261.7 
Thereafter4.2 
Total$21.7