| House of Mercy and Encouragement Foundation | Health Care and Social Assistance | $28,348 | $28,496 | 7 | N/A | AI Deep Dive |
| P W Drulias INC | Accommodation and Food Services | $28,075 | $28,290 | 6 | <$5M | AI Deep Dive |
| Sommers Services LLC | Professional, Scientific, and Technical Services | $27,717 | $22,650 | 2 | <$5M | AI Deep Dive |
| Area Printing Inc. | Manufacturing | $27,700 | $27,962 | 4 | <$5M | AI Deep Dive |
| Mark A. Middleton | Real Estate and Rental and Leasing | $27,500 | $27,814 | 3 | <$5M | AI Deep Dive |
| Southwest Florida Construction, Inc. | Construction | $27,500 | $27,700 | 6 | <$5M | AI Deep Dive |
| Laird Home Improvement | Construction | $27,500 | $27,884 | 1 | <$5M | AI Deep Dive |
| Triumph Fitness LLC | Arts, Entertainment, and Recreation | $27,312 | $27,715 | 18 | <$5M | AI Deep Dive |
| Dunedin Chamber of Commerce | Other Services (except Public Administration) | $27,308 | $27,435 | 5 | N/A | AI Deep Dive |
| Warhorse Security Services Inc. | Administrative and Support and Waste Management | $27,300 | $27,538 | 5 | <$5M | AI Deep Dive |
| Tlc Dentistry Plc | Health Care and Social Assistance | $27,022 | $27,167 | 4 | <$5M | AI Deep Dive |
| Lisa Devereaux LLC | Unknown | $27,000 | $0 | 1 | N/A | AI Deep Dive |
| Charles Vitale LLC | Professional, Scientific, and Technical Services | $26,987 | $27,360 | 1 | <$5M | AI Deep Dive |
| Hendry & Parker PA | Professional, Scientific, and Technical Services | $26,621 | $26,821 | 3 | <$5M | AI Deep Dive |
| Codame Enterprises LLC | Unknown | $26,500 | $26,714 | 13 | N/A | AI Deep Dive |
| Harleys Popcorn LLC | Accommodation and Food Services | $26,481 | $26,712 | 6 | <$5M | AI Deep Dive |
| Dunedin Auto Sales INC | Retail Trade | $26,424 | $26,533 | 7 | <$5M | AI Deep Dive |
| Dunedin Auto Sales | Retail Trade | $26,400 | $26,564 | 6 | <$5M | AI Deep Dive |
| Subshop 1 INC | Accommodation and Food Services | $26,281 | $26,621 | 4 | <$5M | AI Deep Dive |
| Morgemy LLC | Health Care and Social Assistance | $26,217 | $0 | 4 | <$5M | AI Deep Dive |
| Fdo Home Services INC | Construction | $26,186 | $26,436 | 7 | <$5M | AI Deep Dive |
| Christiana Hooper DBA Craig T Ajmo DDS | Health Care and Social Assistance | $26,107 | $26,386 | 2 | <$5M | AI Deep Dive |
| Premium Bricks LLC | Public Administration | $26,000 | $21,148 | 1 | N/A | AI Deep Dive |
| Michel's Hair Designs Inc. | Other Services (except Public Administration) | $26,000 | $26,170 | 3 | <$5M | AI Deep Dive |
| Tour Boats Inc. | Administrative and Support and Waste Management | $25,732 | $25,949 | 19 | $6.0M | AI Deep Dive |