| Old Coast Cleaning LLC | Administrative and Support and Waste Management | $29,246 | $29,305 | 18 | <$5M |  AI Deep Dive |
| Frankie Espinal | Accommodation and Food Services | $29,167 | $29,404 | 1 | <$5M | AI Deep Dive |
| Katelyn Burnett | Accommodation and Food Services | $29,166 | $29,466 | 1 | <$5M | AI Deep Dive |
| Richard Caputo | Wholesale Trade | $29,150 | $29,340 | 2 | <$5M | AI Deep Dive |
| Richard a Caputo MD | Health Care and Social Assistance | $28,963 | $29,187 | 2 | <$5M | AI Deep Dive |
| Muffler Man Shop of Saint Augustine INC | Other Services (except Public Administration) | $28,865 | $28,966 | 5 | <$5M | AI Deep Dive |
| Alexis Nicholson | Accommodation and Food Services | $28,784 | $29,077 | 1 | <$5M | AI Deep Dive |
| Brown Dog Publishing | Information | $28,547 | $28,897 | 8 | <$5M | AI Deep Dive |
| Ten Palms LLC | Other Services (except Public Administration) | $28,492 | $28,723 | 6 | <$5M | AI Deep Dive |
| Cheese Wheel and Sandwich Board INC | Accommodation and Food Services | $28,452 | $28,823 | 10 | <$5M | AI Deep Dive |
| The Yoga Collective LLC | Other Services (except Public Administration) | $28,407 | $28,532 | 18 | <$5M | AI Deep Dive |
| Inside the Bowl Productions LLC | Arts, Entertainment, and Recreation | $28,365 | $28,555 | 2 | <$5M | AI Deep Dive |
| Douglas Ferrell Electric Inc. | Construction | $28,339 | $31,029 | 3 | <$5M | AI Deep Dive |
| Gregory Joseph Tarantola DDS PA | Manufacturing | $28,205 | $28,379 | 3 | <$5M | AI Deep Dive |
| St. Augustine Yacht Club Inc. | Accommodation and Food Services | $28,184 | $28,312 | 10 | <$5M | AI Deep Dive |
| Baster Butron LLC | Unknown | $28,125 | $28,498 | 8 | N/A | AI Deep Dive |
| Blue Palmetto LLC | Real Estate and Rental and Leasing | $28,087 | $28,164 | 2 | <$5M | AI Deep Dive |
| Red Boat Tours LLC | Administrative and Support and Waste Management | $28,083 | $23,216 | 5 | <$5M | AI Deep Dive |
| Eric Peterson | Accommodation and Food Services | $28,000 | $2,171 | 1 | <$5M | AI Deep Dive |
| Chocolattes LLC | Accommodation and Food Services | $27,998 | $28,295 | 24 | <$5M | AI Deep Dive |
| Tonio's Kickin Kitchen | Accommodation and Food Services | $27,872 | $39,213 | 2 | <$5M | AI Deep Dive |
| Florida Solar Services LLC | Utilities | $27,755 | $27,979 | 3 | N/A | AI Deep Dive |
| Serenity Farm | Educational Services | $27,692 | $27,805 | 1 | <$5M | AI Deep Dive |
| Carrera Wine Cellar INC | Accommodation and Food Services | $27,500 | $27,697 | 5 | <$5M | AI Deep Dive |
| Golden Gypsy, LLC | Retail Trade | $27,492 | $0 | 70 | $23.6M | AI Deep Dive |