| Sailing Adventures Florida Keys, LLC | Retail Trade | $15,000 | $15,163 | 1 | <$5M | AI Deep Dive |
| Matecumbe United Methodist Church | Other Services (except Public Administration) | $14,965 | $15,127 | 3 | N/A | AI Deep Dive |
| Postnet | Administrative and Support and Waste Management | $14,900 | $14,990 | 3 | <$5M | AI Deep Dive |
| Backcountry Cowboy Outfitters | Retail Trade | $14,900 | $15,028 | 3 | <$5M | AI Deep Dive |
| Rhonda L Simonds-Brewer | Real Estate and Rental and Leasing | $14,740 | $14,822 | 1 | <$5M | AI Deep Dive |
| Keys Holiday Rentals INC | Accommodation and Food Services | $14,727 | $14,852 | 2 | <$5M | AI Deep Dive |
| Arbortech Tree & Landscape INC | Administrative and Support and Waste Management | $14,693 | $8,438 | 5 | <$5M | AI Deep Dive |
| Arbortech Tree & Landscape INC | Construction | $14,692 | $14,850 | 2 | <$5M | AI Deep Dive |
| Benjamin Sinclair | Professional, Scientific, and Technical Services | $14,602 | $14,682 | 1 | <$5M | AI Deep Dive |
| Jdr Designs Inc. | Professional, Scientific, and Technical Services | $14,509 | $14,616 | 3 | <$5M | AI Deep Dive |
| Jeremy Pfaffendorf | Agriculture, Forestry, Fishing and Hunting | $14,507 | $14,557 | 1 | <$5M | AI Deep Dive |
| Carolyn Ambler | Real Estate and Rental and Leasing | $14,393 | $14,585 | 1 | <$5M | AI Deep Dive |
| Security Solutions International INC | Educational Services | $14,345 | $14,411 | 4 | <$5M | AI Deep Dive |
| Security Solutions International INC | Educational Services | $14,345 | $14,429 | 4 | <$5M | AI Deep Dive |
| Captain Ted Wilson | Transportation and Warehousing | $14,276 | $14,418 | 1 | <$5M | AI Deep Dive |
| Brian Helms DBA None | Agriculture, Forestry, Fishing and Hunting | $13,905 | $14,028 | 1 | <$5M | AI Deep Dive |
| Hly Acquisition Title Company LLC | Professional, Scientific, and Technical Services | $13,900 | $13,943 | 1 | <$5M | AI Deep Dive |
| Mary Humelsine | Finance and Insurance | $13,870 | $13,948 | 1 | <$5M | AI Deep Dive |
| Mary Humelsine | Finance and Insurance | $13,870 | $13,931 | 1 | <$5M | AI Deep Dive |
| William Purser | Arts, Entertainment, and Recreation | $13,704 | $13,768 | 1 | <$5M | AI Deep Dive |
| Jan Keller PA | Real Estate and Rental and Leasing | $13,465 | $13,600 | 1 | <$5M | AI Deep Dive |
| Grannies Bed Bone and Spa, LLC | Other Services (except Public Administration) | $13,292 | $5,040 | 6 | <$5M | AI Deep Dive |
| David T Sisung | Agriculture, Forestry, Fishing and Hunting | $13,173 | $13,235 | 1 | <$5M | AI Deep Dive |
| Miller Marine, Inc. | Other Services (except Public Administration) | $12,900 | $12,987 | 2 | <$5M | AI Deep Dive |
| Cathryn Maccombie | Professional, Scientific, and Technical Services | $12,822 | $12,893 | 2 | <$5M | AI Deep Dive |