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Operating Segment Data - Segment Assets (Details) - USD ($)
$ in Thousands
Mar. 31, 2019
Dec. 31, 2018
Segment Reporting Information [Line Items]    
Total assets $ 1,814,840 $ 1,864,918
Specialty Insurance    
Segment Reporting Information [Line Items]    
Total assets 1,450,765 1,514,084
Tiptree Capital    
Segment Reporting Information [Line Items]    
Total assets 320,320 318,420
Corporate and Other    
Segment Reporting Information [Line Items]    
Total assets 43,755 32,414
Operating Segments    
Segment Reporting Information [Line Items]    
Total assets $ 1,814,840 $ 1,864,918