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Segment Information (Financial Information with Respect to Business Segments) (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
May 21, 2016
Jun. 30, 2016
Jun. 30, 2015
Jun. 30, 2016
Jun. 30, 2015
Segment Reporting Information [Line Items]          
Operating revenues   $ 1,222.7 $ 1,284.5 $ 2,448.8 $ 2,573.8
Net investment income   69.1 70.7 137.4 140.8
Total revenues   1,222.0 1,297.1 2,449.6 2,595.8
Operating income (loss) before interest expense and income taxes   94.7 119.5 215.1 219.9
Interest on debt   (15.6) (15.0) (30.3) (31.1)
Operating income before income taxes   79.1 104.5 184.8 188.8
Net realized investment (losses) gains   (0.7) 12.6 0.8 22.0
Net gain on disposal of U.K. motor business   0.4 37.7 1.2 37.7
Net loss from repayment of debt $ (86.1) (86.1) (1.8) (86.1) (18.5)
Other non-operating items   0.2 (0.4) 0.3 (0.4)
Income (loss) before income taxes   (7.1) 152.6 101.0 229.6
Commercial Lines          
Segment Reporting Information [Line Items]          
Operating revenues   616.1 598.8 1,228.8 1,185.5
Underwriting (loss) income   5.1 8.5 8.8 2.6
Net investment income   39.1 39.4 78.5 78.0
Other (expense) income   (0.2) 0.3 (0.6) (1.2)
Operating income (loss) before interest expense and income taxes   44.0 48.2 86.7 79.4
Personal Lines          
Segment Reporting Information [Line Items]          
Operating revenues   384.5 377.7 763.3 751.7
Underwriting (loss) income   29.3 13.0 57.9 16.4
Other (expense) income   1.0 0.8 2.1 1.8
Operating income (loss) before interest expense and income taxes   47.4 32.1 94.5 54.4
Net realized investment (losses) gains   17.1 18.3 34.5 36.2
Chaucer          
Segment Reporting Information [Line Items]          
Operating revenues   219.8 306.3 452.9 632.8
Underwriting (loss) income   (6.5) 27.5 16.0 63.1
Net investment income   11.3 12.0 22.0 24.3
Other (expense) income   0.7 2.5 1.2 3.8
Operating income (loss) before interest expense and income taxes   5.5 42.0 39.2 91.2
Other (including eliminations)          
Segment Reporting Information [Line Items]          
Operating revenues   2.3 1.7 3.8 3.8
Underwriting (loss) income   (0.6) (0.7) (1.3) (1.4)
Net investment income   1.6 1.0 2.4 2.3
Other net expenses   (3.2) (3.1) (6.4) (6.0)
Operating income (loss) before interest expense and income taxes   $ (2.2) $ (2.8) $ (5.3) $ (5.1)