| 1 | Berkshire Hathaway INC. | USA | Omaha | 3555 Farnam St Ste 1440 | Douglas | 68131 | berkshirehathaway.***** | 1889 | $371,433,000,000 | 392,400 | N/A | N/A | 2908471 |
| 2 | The Progressive CORPORATION | USA | Mayfield Village | 300 N Commons Blvd | Oh | 44143 | progressive.***** | 1937 | $75,372,000,000 | 66,300 | N/A | N/A | 337395 |
| 3 | Ping An Property & Casualty Insurance Company Of China, LTD. | China | Shenzhen | Floor 26,27,28,29,30,31,32,33,35,36,37,38,39, Ping An Property&c | Guangdong | 518048 | N/A | 2002 | $47,789,915,616 | 10,000 | N/A | N/A | 100000000037455 |
| 4 | The Travelers Companies INC | USA | New York City | 485 Lexington Ave Fl 7 | New York | 10017 | travelers.***** | 1853 | $46,423,000,000 | 34,000 | N/A | N/A | 12-AA |
| 5 | American International Group, INC. | USA | New York City | 1271 Avenue of the Americas Fl C3 | New York | 10020 | aig.***** | 1919 | $27,251,000,000 | 22,200 | N/A | N/A | 658607 |
| 6 | The Hartford Insurance Group INC | USA | Hartford | 1 Hartford Plz | Hartford | 06155 | thehartford.***** | 1810 | $26,535,000,000 | 19,100 | N/A | N/A | 2077692 |
| 7 | Drive Insurance Holdings, INC. | USA | Cleveland | 6300 Wilson Mills Rd | Cuyahoga | 44143 | fitzins.***** | 2003 | $19,402,231,773 | 13,000 | N/A | N/A | 3706038 |
| 8 | Intact Financial CORPORATION | Canada | Toronto | 1500-700 University Ave | Ontario | M5G 0A1 | intact.***** | 1982 | $18,906,443,136 | 14,000 | N/A | N/A | 4273974 |
| 9 | Nationwide Mutual Insurance Company | USA | Columbus | 1 Nationwide Plz | Franklin | 43215 | nationwide.***** | 1925 | $18,346,650,000 | 34,417 | N/A | N/A | 119343 |
| 10 | Loews CORPORATION | USA | New York City | 9 W 57th St | New York | 10019 | loews.***** | 1969 | $17,510,000,000 | 13,000 | N/A | N/A | 733122 |
| 11 | Tokio Marine & Nichido Fire Insurance CO., LTD. | Japan | Chiyoda-ku | 2-6-4, Otemachi | Tōkyō | 100-0004 | N/A | 1878 | $16,891,227,038 | 30,058 | N/A | N/A | 2010001008824 |
| 12 | Markel Group INC. | USA | Glen Allen | 4521 Highwoods Pkwy | Henrico | 23060 | markel.***** | 1930 | $16,620,763,000 | 21,600 | N/A | N/A | 05262076 |
| 13 | Progressive Direct Holdings, INC. | USA | Cleveland | 6300 Wilson Mills Rd | Cuyahoga | 44143 | fitzins.***** | 2003 | $16,188,885,033 | 299 | N/A | N/A | 3706050 |
| 14 | Sompo Japan Insurance INC. | Japan | Shinjuku-ku | 1-26-1, Nishishinjuku | Tōkyō | 160-0023 | sjnk.***** | 1887 | $14,953,836,814 | 20,731 | N/A | N/A | 4011101023372 |
| 15 | Aig Insurance (thailand) Public Company LIMITED | Thailand | Pathum Wan | 989 Rama I Road | Bangkok | 10330 | N/A | 2011 | $14,575,319,729 | 100 | N/A | N/A | 0107554000283 |
| 16 | Cna Financial CORPORATION | USA | Chicago | 151 N Franklin St | Cook | 60606 | cna.***** | 1967 | $14,270,000,000 | 6,500 | N/A | N/A | 662910 |
| 17 | China Life Property & Casualty Insurance Company LTD. | China | Beijing | Floor 15-16, China Renshou Center, No.17, Jinrong Street, Xichen | Beijing | 100033 | N/A | 2006 | $13,997,307,216 | 826 | N/A | N/A | 100000000040651 |
| 18 | W. R. Berkley CORPORATION | USA | Greenwich | 475 Steamboat Rd Fl 1 | Fairfield | 06830 | berkley.***** | 1967 | $13,638,752,000 | 8,606 | N/A | N/A | 0740623 |
| 19 | Alleghany CORPORATION | USA | New York City | 1 Rockefeller Plz Rm 2120 | New York | 10020 | alleghany.***** | 2022 | $12,004,105,000 | 13,313 | N/A | N/A | 2048563 |
| 20 | Progressive Direct Insurance Company | USA | Cleveland | 6300 Wilson Mills Rd | Cuyahoga | 44143 | progressive.***** | 2003 | $11,926,059,723 | 10 | N/A | N/A | 687726 |
| 21 | Insurance CORPORATION Of British Columbia | Canada | North Vancouver | 151 Esplanade W | British Columbia | V7M 3H9 | icbc.***** | 1973 | $11,753,324,000 | 5,500 | N/A | N/A | N/A |
| 22 | Mitsui Sumitomo Insurance Company, LIMITED | Japan | Chiyoda-ku | 3-9, Kandasurugadai | Tōkyō | 101-0062 | ms-ins.***** | 1918 | $11,261,037,088 | 26,705 | N/A | N/A | 6010001008795 |
| 23 | American Family Mutual Insurance Company, S.I. | USA | Madison | 6000 American Pkwy | Dane | 53783 | amfam.***** | 1927 | $11,040,696,900 | 8,100 | N/A | N/A | N/A |
| 24 | The Co-Operators Group LIMITED | Canada | Guelph | 101 Cooper Dr | Ontario | N1C 0A4 | cooperators.***** | 1945 | $9,759,532,856 | 4,567 | N/A | N/A | 0931713 |
| 25 | Aioi Nissay Dowa Insurance Company, Limted | Japan | Shibuya-ku | 1-28-1, Ebisu | Tōkyō | 150-8488 | N/A | 1918 | $9,592,020,984 | 11,977 | N/A | N/A | 3011001027739 |
| 26 | Old Republic International CORPORATION | USA | Chicago | 307 N Michigan Ave | Cook | 60601 | oldrepublic.***** | 1923 | $8,231,500,000 | 9,400 | N/A | N/A | 0704919 |
| 27 | Intact Insurance Company | Canada | Toronto | 1500-700 University Ave | Ontario | M5G 0A1 | intact.***** | 1840 | $7,693,084,800 | 3,600 | N/A | N/A | N/A |
| 28 | Aai LIMITED | Australia | Brisbane | L 23 80 Anne St | Queensland | 4000 | N/A | 1977 | $7,346,801,400 | 1,323 | N/A | N/A | 005297807 |
| 29 | Commission Des Normes, De L'equite, De La Sante Et De La Securite Du Travail | Canada | Québec | 1600 Av D'Estimauville | Québec | G1J 0H7 | cnesst.***** | 1931 | $6,410,904,000 | 3,000 | N/A | N/A | N/A |
| 30 | The Hanover Insurance Group INC | USA | Worcester | 440 Lincoln St | Worcester | 01653 | hanover.***** | 1852 | $6,237,400,000 | 4,900 | N/A | N/A | 2470516 |
| 31 | National General Holdings CORP. | USA | New York City | 59 Maiden Ln Fl 38 | New York | 10038 | nationalgeneral.***** | 2020 | $5,552,285,000 | 9,200 | N/A | N/A | 4729406 |
| 32 | China Continent Property & Casualty Insurance Company LTD. | China | Shanghai | 3f, Area F, No. 2001, Yanggao North Road, Pilot Free Trade Zone | Shanghai | 200131 | N/A | 2003 | $5,505,551,674 | 1,586 | N/A | N/A | 310000000168156 |
| 33 | Mercury General CORPORATION | USA | Los Angeles | 4484 Wilshire Blvd | Los Angeles | 90010 | mercuryinsurance.***** | 1961 | $5,475,633,000 | 4,200 | N/A | N/A | 0408367 |
| 34 | General Insurance CORPORATION Of India | India | Mumbai | Suraksha, 170, Jamshedji Tata Road, | Maharashtra | 400020 | gicofindia.***** | 1972 | $5,461,619,754 | 428 | N/A | N/A | 27AAACG0615N1ZO |
| 35 | Tryg Forsikring Nuf | Norway | Bergen | Folke Bernadottes Vei 50 | Vestland | 5147 | tryg.***** | 2006 | $5,076,159,188 | 1,546 | N/A | N/A | 989563521 |
| 36 | If Skadeforsikring Nuf | Norway | Oslo | Drammensveien 264 | Oslo | 0283 | if.***** | 1999 | $5,056,242,154 | 1,732 | N/A | N/A | 981290666 |
| 37 | Progressive Commercial Holdings, INC. | USA | Cleveland | 6300 Wilson Mills Rd | Cuyahoga | 44143 | fitzins.***** | 2004 | $4,525,942,007 | 40 | N/A | N/A | N/A |
| 38 | Definity Insurance Company | Canada | Waterloo | 111 Westmount Rd S | Ontario | N2L 2L6 | economicalinsurance.***** | 1871 | $4,273,936,000 | 2,000 | N/A | N/A | N/A |
| 39 | The New India Assurance Company LIMITED | India | Mumbai | New India Assurance Building 87, | Maharashtra | 400001 | N/A | 1919 | $4,104,830,150 | 11,940 | N/A | N/A | 27AAACN4165C3ZP |
| 40 | Accident Compensation CORPORATION | Newzealand | Wellington | Justice Ctr 19 Aitken St | Wellington | 6011 | acc.***** | 1974 | $3,955,205,397 | 58 | N/A | N/A | N/A |
| 41 | Chubb European Group SE, Norskregistrert Utenlandsk Foretak Nuf | Norway | Oslo | Haakon Viis Gate 6 | Oslo | 0161 | 2.***** | 2003 | $3,870,309,166 | 1 | N/A | N/A | 986116982 |
| 42 | Saskatchewan Government Insurance | Canada | Regina | 18-2260 11 Ave | Saskatchewan | S4P 0J9 | sgi.***** | 2001 | $3,846,542,400 | 1,800 | N/A | N/A | N/A |
| 43 | Macif | France | Niort | 1 Rue Jacques Vandier | Deux-sèvres | 79000 | macif.***** | 1982 | $3,698,630,000 | 10,000 | N/A | N/A | 78145251100814 |
| 44 | Axa France Iard | France | Nanterre | 313 Terrasse de L'Arche | Hauts-de-seine | 92000 | axa.***** | 1972 | $3,698,630,000 | 10,000 | N/A | N/A | 72205746001971 |
| 45 | Gjensidige Forsikring Asa | Norway | Oslo | Schweigaards Gate 21 | Oslo | 0191 | gjensidige.***** | 2010 | $3,517,610,268 | 2,310 | N/A | N/A | 995568217 |
| 46 | Philadelphia Consolidated Holding CORP. | USA | Bala Cynwyd | 1 Bala Plz Ste 100 | Montgomery | 19004 | phly.***** | 1981 | $3,351,163,053 | 1,374 | N/A | N/A | 0000735270 |
| 47 | Royal & Sun Alliance Insurance Company Of Canada | Canada | Toronto | 18 York St Suite 800 | Ontario | M5J 2T8 | rsagroup.***** | 2015 | $3,269,561,040 | 1,530 | N/A | N/A | N/A |
| 48 | Northbridge General Insurance CORPORATION | Canada | Toronto | 105 Adelaide St W | Ontario | M5H 1P9 | northbridgeinsurance.***** | 2017 | $3,205,452,000 | 1,500 | N/A | N/A | N/A |
| 49 | Pacifica | France | Paris | 8/10 | Paris | 75015 | credit-agricole.***** | 1989 | $3,175,886,162 | 500 | N/A | N/A | 35235886500041 |
| 50 | The Wawanesa Mutual Insurance Company | Canada | Winnipeg | 236 Carlton St | Manitoba | R3C 1P5 | wawanesa.***** | 1896 | $3,047,374,808 | 1,688 | N/A | N/A | N/A |