| Monroe County Fire Equipment Inc. | Retail Trade | $60,212 | $60,486 | 5 | <$5M |  AI Deep Dive |
| J-Dao LLC | Accommodation and Food Services | $60,000 | $60,332 | 10 | <$5M | AI Deep Dive |
| Mcf Construction INC | Construction | $59,600 | $59,891 | 9 | <$5M | AI Deep Dive |
| Mcf Construction, Inc. | Construction | $59,600 | $60,458 | 7 | <$5M | AI Deep Dive |
| All Around Keys Electric INC | Construction | $59,460 | $59,950 | 7 | <$5M | AI Deep Dive |
| Native Irrigation, Inc. | Utilities | $58,500 | $59,157 | 4 | N/A | AI Deep Dive |
| Mainstream Construction Corp | Construction | $56,892 | $57,360 | 6 | $6.8M | AI Deep Dive |
| Mainstream Construction Corp. | Construction | $56,892 | $57,199 | 8 | <$5M | AI Deep Dive |
| All Around Keys Electric | Construction | $56,065 | $56,581 | 6 | <$5M | AI Deep Dive |
| Sunrise Supermarket & Restaurant INC | Accommodation and Food Services | $55,500 | $55,910 | 11 | <$5M | AI Deep Dive |
| Patriot Pool Service LLC | Other Services (except Public Administration) | $55,300 | $55,833 | 6 | <$5M | AI Deep Dive |
| 90154 Overseas Inc. | Accommodation and Food Services | $55,177 | $55,572 | 13 | <$5M | AI Deep Dive |
| Islamorada Jewelers, Inc. | Retail Trade | $55,000 | $55,611 | 6 | <$5M | AI Deep Dive |
| Brian's Property Maintenance, LLC | Administrative and Support and Waste Management | $53,140 | $53,604 | 9 | <$5M | AI Deep Dive |
| Island Bay Resort, Inc. | Accommodation and Food Services | $52,805 | $53,255 | 7 | <$5M | AI Deep Dive |
| Blond Giraffe Key West Inc. | Retail Trade | $52,600 | $52,808 | 8 | <$5M | AI Deep Dive |
| Eileen Turbessi, Md, PA | Health Care and Social Assistance | $52,500 | $52,808 | 9 | <$5M | AI Deep Dive |
| Island Elevator Company, Inc. | Other Services (except Public Administration) | $52,415 | $0 | 3 | <$5M | AI Deep Dive |
| Pinder's Drilling Service Inc. | Construction | $52,291 | $52,775 | 3 | <$5M | AI Deep Dive |
| Pinder's Drilling Service, INC | Construction | $52,290 | $52,827 | 3 | <$5M | AI Deep Dive |
| Florida Keys Wild Bird Rehabilitation Center | Other Services (except Public Administration) | $52,175 | $52,437 | 10 | N/A | AI Deep Dive |
| Brian Magrane MD PA | Health Care and Social Assistance | $51,976 | $52,336 | 6 | <$5M | AI Deep Dive |
| Good Health Clinic Inc. | Health Care and Social Assistance | $51,734 | $52,084 | 7 | N/A | AI Deep Dive |
| Eileen Turbessi MD PA | Health Care and Social Assistance | $51,734 | $51,948 | 8 | <$5M | AI Deep Dive |
| Brian Magrane MD PA | Health Care and Social Assistance | $50,176 | $50,516 | 5 | <$5M | AI Deep Dive |