| Campbell & Malafy Partnership | Professional, Scientific, and Technical Services | $15,105 | $15,216 | 2 | <$5M | AI Deep Dive |
| Campbell & Malafy PA | Professional, Scientific, and Technical Services | $15,100 | $15,281 | 2 | <$5M | AI Deep Dive |
| Felts Family Chiropractic Center | Health Care and Social Assistance | $14,915 | $15,087 | 2 | <$5M | AI Deep Dive |
| Danielle Lebo DBA Flowers by J & J | Wholesale Trade | $14,907 | $15,081 | 1 | <$5M | AI Deep Dive |
| Big Mouth Eatery, LLC | Accommodation and Food Services | $14,880 | $15,003 | 2 | <$5M | AI Deep Dive |
| Key Cavu LLC | Transportation and Warehousing | $14,662 | $14,843 | 2 | <$5M | AI Deep Dive |
| Key Cavu LLC | Transportation and Warehousing | $14,662 | $14,774 | 2 | <$5M | AI Deep Dive |
| Cracked Conch Cafe | Accommodation and Food Services | $14,575 | $14,749 | 6 | <$5M | AI Deep Dive |
| Cay Condominium Rentals INC | Real Estate and Rental and Leasing | $14,564 | $14,731 | 1 | <$5M | AI Deep Dive |
| Yordan Perez | Transportation and Warehousing | $14,500 | $14,559 | 1 | <$5M | AI Deep Dive |
| Nick Basso Inc. | Construction | $14,500 | $14,622 | 1 | <$5M | AI Deep Dive |
| Kahuna Boat Wiring LLC | Manufacturing | $14,500 | $14,675 | 4 | <$5M | AI Deep Dive |
| Main Attraction INC | Agriculture, Forestry, Fishing and Hunting | $14,489 | $14,655 | 2 | <$5M | AI Deep Dive |
| Julian Butler Jr | Construction | $14,477 | $0 | 1 | <$5M | AI Deep Dive |
| Cory Collier DBA Florida Straits LLC | Unknown | $14,383 | $14,545 | 1 | N/A | AI Deep Dive |
| Alexander Caballero | Construction | $14,262 | $0 | 1 | <$5M | AI Deep Dive |
| The Optical Shoppe of the Florida Keys Inc. | Wholesale Trade | $14,153 | $14,333 | 2 | <$5M | AI Deep Dive |
| Gonzalez Brothers Landscaping, Inc. | Administrative and Support and Waste Management | $14,150 | $0 | 3 | <$5M | AI Deep Dive |
| Distinguish Painting Inc. | Construction | $14,140 | $14,216 | 1 | <$5M | AI Deep Dive |
| Formula Freediving LLC | Retail Trade | $13,787 | $13,901 | 2 | <$5M | AI Deep Dive |
| Adrienne D Zolondick | Arts, Entertainment, and Recreation | $13,744 | $13,791 | 1 | <$5M | AI Deep Dive |
| Duck Key Marina LLC | Finance and Insurance | $13,500 | $13,679 | 1 | <$5M | AI Deep Dive |
| Douglas Starliper | Agriculture, Forestry, Fishing and Hunting | $13,487 | $13,553 | 1 | <$5M | AI Deep Dive |
| Two Conchs Charters Inc. | Agriculture, Forestry, Fishing and Hunting | $13,387 | $13,472 | 2 | <$5M | AI Deep Dive |
| Juan a Paan Jr | Administrative and Support and Waste Management | $13,363 | $13,556 | 1 | <$5M | AI Deep Dive |