| GENERAL INSURANCE COMPANY OF AMERICALocation not reported, FL · Active | Location not reported, FL | Corporation | Jul 11, 1934 | Active |
| FIRST NATIONAL INSURANCE COMPANY OF AMERICALocation not reported, FL · Active | Location not reported, FL | Corporation | Dec 19, 1938 | Active |
| STATE AUTO PROPERTY & CASUALTY INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Mar 5, 1951 | Active |
| STATE AUTOMOBILE MUTUAL INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Nonprofit | Mar 23, 1955 | Active |
| LM PROPERTY AND CASUALTY INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Jul 21, 1972 | Active |
| IRONSHORE INDEMNITY INC.Location not reported, FL · Active | Location not reported, FL | Corporation | Jul 28, 1978 | Active |
| PLAZA INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Feb 26, 1979 | Active |
| LIBERTY INSURANCE UNDERWRITERS INC.Location not reported, FL · Active | Location not reported, FL | Corporation | Sep 16, 1980 | Active |
| LIBERTY INSURANCE CORPORATIONLocation not reported, FL · Active | Location not reported, FL | Corporation | Nov 7, 1983 | Active |
| MONTGOMERY MUTUAL INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Sep 23, 2008 | Active |
| IRONSHORE SPECIALTY INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Nov 18, 2009 | Active |
| LIBERTY MUTUAL PERSONAL INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Mar 9, 2020 | Active |
| AMERICAN COMPENSATION INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Apr 3, 1996 | Active |
| RTW, INC.Location not reported, FL · Active | Location not reported, FL | Corporation | Apr 10, 1996 | Active |
| MERIDIAN SECURITY INSURANCE COMPANYLocation not reported, FL · Inactive | Location not reported, FL | Corporation | Sep 17, 1999 | Inactive |
| ROCKHILL UNDERWRITING MANAGEMENT, LLCLocation not reported, FL · Inactive | Location not reported, FL | LLC | Jun 26, 2006 | Inactive |
| AMERICAN FIRE AND CASUALTY COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Dec 2, 1988 | Active |
| THE FIRST LIBERTY INSURANCE CORPORATIONLocation not reported, FL · Active | Location not reported, FL | Corporation | Aug 28, 1989 | Active |
| SAFECO NATIONAL INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Nov 27, 1990 | Active |