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Debt (Debt Outstanding) (Details) (USD $) In Millions, unless otherwise specified | Dec. 31, 2013 | Dec. 31, 2012 | Dec. 31, 2013 2012 OBH Senior Notes | Dec. 31, 2012 2012 OBH Senior Notes | Dec. 31, 2013 SIG Senior Notes | Dec. 31, 2012 SIG Senior Notes | Mar. 31, 2007 SIG Senior Notes | Dec. 31, 2013 WTM Bank Facility | Dec. 31, 2012 WTM Bank Facility | Dec. 31, 2013 Old Lyme | Dec. 31, 2012 Old Lyme | Dec. 31, 2011 Old Lyme | Dec. 31, 2013 Prior W T M Bank Facility | Jan. 31, 2013 Prior W T M Bank Facility | Dec. 31, 2012 Prior W T M Bank Facility
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Debt Instrument |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
Debt instrument at face value |  |  | $ 275.0 | $ 275.0 | $ 400.0 | $ 400.0 | $ 400.0 |  |  |  |  |  |  |  |
Unamortized original issue discount |  |  | (0.3) | (0.3) | (0.4) | (0.6) |  |  |  |  |  |  |  |  |
Debt | $ 676.4 | $ 751.2 | $ 274.7 | $ 274.7 | $ 399.6 | $ 399.4 |  | $ 0 | $ 0 | $ 2.1 | $ 2.1 | $ 2.1 | $ 0 | $ 75.0 | $ 75.0

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- Definition Face (par) amount of debt instrument at time of issuance. + References Reference 1: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 835 -SubTopic 30 -Section 45 -Paragraph 2 -URI http://asc.fasb.org/extlink&oid=6451184&loc=d3e28551-108399 Reference 2: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 835 -SubTopic 30 -Section 55 -Paragraph 8 -URI http://asc.fasb.org/extlink&oid=6584090&loc=d3e28878-108400 + Details
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- Definition The amount of debt discount that was originally recognized at the issuance of the instrument that has yet to be amortized. + References Reference 1: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 835 -SubTopic 30 -Section 45 -Paragraph 1A -URI http://asc.fasb.org/extlink&oid=6451184&loc=d3e28541-108399 Reference 2: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 835 -SubTopic 30 -Section 55 -Paragraph 8 -URI http://asc.fasb.org/extlink&oid=6584090&loc=d3e28878-108400 + Details
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- Definition Carrying amount of long-term debt, net of unamortized discount or premium, including current and noncurrent amounts. Includes, but not limited to, notes payable, bonds payable, debentures, mortgage loans and commercial paper. Excludes capital lease obligations. + References Reference 1: http://www.xbrl.org/2003/role/presentationRef -Publisher SEC -Name Regulation S-X (SX) -Number 210 -Section 03 -Paragraph 16 -Article 7 Reference 2: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 210 -SubTopic 10 -Section S99 -Paragraph 1 -Subparagraph (SX 210.5-02.22) -URI http://asc.fasb.org/extlink&oid=6877327&loc=d3e13212-122682 Reference 3: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 942 -SubTopic 210 -Section S99 -Paragraph 1 -Subparagraph (SX 210.9-03.16) -URI http://asc.fasb.org/extlink&oid=6876686&loc=d3e534808-122878 Reference 4: http://www.xbrl.org/2003/role/presentationRef -Publisher SEC -Name Regulation S-X (SX) -Number 210 -Section 03 -Paragraph 16 -Article 9 Reference 5: http://www.xbrl.org/2003/role/presentationRef -Publisher SEC -Name Regulation S-X (SX) -Number 210 -Section 02 -Paragraph 20, 22 -Article 5 Reference 6: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 944 -SubTopic 210 -Section S99 -Paragraph 1 -Subparagraph (SX 210.7-03.16) -URI http://asc.fasb.org/extlink&oid=6879938&loc=d3e572229-122910 + Details
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