| J-Dao, LLC | Accommodation and Food Services | $50,000 | $45,578 | 10 | <$5M | AI Deep Dive |
| Capt. Greg Poland, Inc. | Transportation and Warehousing | $50,000 | $1,369 | 1 | <$5M | AI Deep Dive |
| Monroe County Fire Equipment Inc. | Retail Trade | $49,858 | $50,482 | 6 | <$5M | AI Deep Dive |
| Handstands Plus INC | Unknown | $48,207 | $48,602 | 7 | N/A | AI Deep Dive |
| Contractors in Paradise, LLC | Construction | $47,938 | $48,449 | 7 | <$5M | AI Deep Dive |
| Catarineau & Catarineau, LLC | Professional, Scientific, and Technical Services | $47,697 | $48,249 | 3 | <$5M | AI Deep Dive |
| Tavernier Neurological Center INC | Health Care and Social Assistance | $47,600 | $48,134 | 4 | <$5M | AI Deep Dive |
| Cornerstone Construction of the Keys, Inc. | Construction | $47,500 | $48,132 | 4 | <$5M | AI Deep Dive |
| Ely's Plumbing LLC | Construction | $46,592 | $46,808 | 5 | <$5M | AI Deep Dive |
| Tyler Gautier Landscaping Inc. | Professional, Scientific, and Technical Services | $45,984 | $46,575 | 12 | <$5M | AI Deep Dive |
| Heath Townsend Plumbing and Septic INC | Construction | $45,937 | $46,534 | 8 | <$5M | AI Deep Dive |
| Middle Keys Health Center LLC | Health Care and Social Assistance | $45,769 | $0 | 3 | <$5M | AI Deep Dive |
| R.c. Miller Builders, Inc. | Construction | $45,000 | $45,608 | 5 | <$5M | AI Deep Dive |
| Island Construction Management, Inc. | Administrative and Support and Waste Management | $44,708 | $45,171 | 2 | <$5M | AI Deep Dive |
| Florida Keys Dive Center INC | Real Estate and Rental and Leasing | $44,148 | $41,485 | 3 | <$5M | AI Deep Dive |
| Islamorada Jewelers INC | Retail Trade | $44,020 | $44,293 | 5 | <$5M | AI Deep Dive |
| Hurricane Management Group | Construction | $42,700 | $43,173 | 3 | <$5M | AI Deep Dive |
| The Hardware Connection Inc. | Information | $42,502 | $42,730 | 4 | <$5M | AI Deep Dive |
| The Hardware Connection, Inc. | Retail Trade | $42,502 | $42,940 | 4 | <$5M | AI Deep Dive |
| Aeration Technology, Inc. | Construction | $42,422 | $0 | 2 | <$5M | AI Deep Dive |
| Aquanaut Salvage of the Florida Keys, Inc. | Administrative and Support and Waste Management | $42,262 | $42,567 | 8 | <$5M | AI Deep Dive |
| Florida Keys Wild Bird Rehabilitation Center, INC | Arts, Entertainment, and Recreation | $42,073 | $42,282 | 10 | N/A | AI Deep Dive |
| Island Marine Contractors | Construction | $42,000 | $42,356 | 4 | <$5M | AI Deep Dive |
| Susana May,md, LLC | Health Care and Social Assistance | $41,250 | $41,735 | 5 | <$5M | AI Deep Dive |
| Hack Corporation | Retail Trade | $41,190 | $41,652 | 14 | <$5M | AI Deep Dive |