| MIDDLESEX INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Oct 13, 1917 | Active |
| SENTRY INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Jul 1, 1924 | Active |
| SENTRY LIFE INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Jun 3, 1960 | Active |
| FLORISTS' MUTUAL INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Jul 7, 1960 | Active |
| DAIRYLAND INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Nov 9, 1967 | Active |
| SOUTHERN GUARANTY INSURANCE COMPANYLocation not reported, FL · Inactive | Location not reported, FL | Corporation | Jan 29, 1980 | Inactive |
| SENTRY SELECT INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Sep 23, 1982 | Active |
| PARKER CENTENNIAL ASSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Sep 22, 1983 | Active |
| PERMANENT GENERAL COMPANIES, INC.Location not reported, FL · Active | Location not reported, FL | Corporation | Dec 16, 2002 | Active |
| SENTRY CASUALTY COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Jun 13, 2003 | Active |
| PATRIOT GENERAL INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Nov 4, 2003 | Active |
| VIKING INSURANCE COMPANY OF WISCONSINLocation not reported, FL · Active | Location not reported, FL | Corporation | Mar 28, 2018 | Active |
| THE GENERAL AUTOMOBILE INSURANCE SERVICES OF LOUISIANA, INC.Location not reported, FL · Active | Location not reported, FL | Corporation | May 1, 2020 | Active |
| DAIRYLAND NATIONAL INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Jun 22, 2020 | Active |
| PERMANENT GENERAL ASSURANCE CORPORATION OF OHIOLocation not reported, FL · Active | Location not reported, FL | Corporation | Dec 8, 2020 | Active |
| POINT SPECIALTY INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | May 2, 2023 | Active |
| SENTRY DIRECT INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | May 20, 2026 | Active |
| FLORISTS' INSURANCE SERVICE, INC.Location not reported, FL · Active | Location not reported, FL | Corporation | Mar 3, 1995 | Active |
| FLORISTS' INSURANCE COMPANYLocation not reported, FL · Active | Location not reported, FL | Corporation | Mar 5, 1996 | Active |
| PARKER STEVENS AGENCY, L.L.C.Location not reported, FL · Active | Location not reported, FL | LLC | Sep 14, 2006 | Active |
| PARKER SERVICES, L.L.C. (OF WISCONSIN)Location not reported, FL · Active | Location not reported, FL | LLC | May 11, 1999 | Active |
| PEAK PROPERTY AND CASUALTY INSURANCE CORPORATIONLocation not reported, FL · Active | Location not reported, FL | Corporation | Jan 26, 1989 | Active |