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Investments in Unconsolidated Affiliates (Details)
Dec. 31, 2018
Jan. 24, 2018
Dec. 31, 2017
DavidShield & PassportCard      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 50.00%    
Kudu      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 49.50%   0.00%
YOUSURE Tarifvergleich GmbH “durchblicker”      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 45.00%   45.00%
Compare.com      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 18.40%   22.10%
Tuckerman Capital Fund III, L.P.      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 18.50%   21.30%
DavidShield      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 50.00% 50.00%  
PassportCard      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 25.00% 50.00% 50.00%
White Mountains | DavidShield      
Investments in and Advances to Affiliates [Line Items]      
Ownership interest (as a percent) 25.00%