| Cecilia G. Moore Dpm LLC | Health Care and Social Assistance | $31,700 | $32,033 | 3 | <$5M | AI Deep Dive |
| Tale of the Cod Limited Partnership | Retail Trade | $31,600 | $31,855 | 11 | <$5M | AI Deep Dive |
| Le Petite Day Spa LLC | Other Services (except Public Administration) | $30,000 | $30,227 | 15 | <$5M | AI Deep Dive |
| Chatham Historical Society INC | Arts, Entertainment, and Recreation | $29,900 | $20,942 | 3 | N/A | AI Deep Dive |
| Frank Shealey | Professional, Scientific, and Technical Services | $29,031 | $29,179 | 2 | <$5M | AI Deep Dive |
| Creative Arts Center in Chatham INC | Educational Services | $28,472 | $28,617 | 3 | N/A | AI Deep Dive |
| Delta Capital Partners LLC | Professional, Scientific, and Technical Services | $27,995 | $28,254 | 3 | <$5M | AI Deep Dive |
| Cory Metters | Retail Trade | $27,981 | $28,149 | 11 | <$5M | AI Deep Dive |
| John E Swanson INC | Accommodation and Food Services | $27,663 | $27,894 | 8 | <$5M | AI Deep Dive |
| Midsummer Nights, Inc. | Retail Trade | $27,500 | $27,693 | 6 | <$5M | AI Deep Dive |
| The Hair Company | Other Services (except Public Administration) | $27,224 | $27,388 | 5 | <$5M | AI Deep Dive |
| Cape 2 Cape LLC | Retail Trade | $26,492 | $26,639 | 5 | <$5M | AI Deep Dive |
| Cape 2 Cape LLC | Unknown | $26,492 | $26,709 | 12 | N/A | AI Deep Dive |
| Chatham Vacation Rentals LLC | Accommodation and Food Services | $26,458 | $26,754 | 2 | <$5M | AI Deep Dive |
| Chatham Shellfish Company | Agriculture, Forestry, Fishing and Hunting | $26,335 | $26,668 | 3 | <$5M | AI Deep Dive |
| Creative Art's Center in Chatham INC | Other Services (except Public Administration) | $25,977 | $26,193 | 3 | N/A | AI Deep Dive |
| Skorpios Enterprises INC | Accommodation and Food Services | $25,903 | $26,136 | 7 | <$5M | AI Deep Dive |
| Old Wharf Village LLC | Administrative and Support and Waste Management | $25,700 | $26,080 | 1 | <$5M | AI Deep Dive |
| Culturex INC | Professional, Scientific, and Technical Services | $25,500 | $25,783 | 2 | <$5M | AI Deep Dive |
| Malita Family Corporation Inc. | Accommodation and Food Services | $25,052 | $25,277 | 5 | <$5M | AI Deep Dive |
| Chatham Shellfish Company | Agriculture, Forestry, Fishing and Hunting | $25,010 | $25,296 | 3 | <$5M | AI Deep Dive |
| Jerome R Salmestrelli | Other Services (except Public Administration) | $25,000 | $25,232 | 2 | <$5M | AI Deep Dive |
| Edward Cunha Plumbing & Heating INC | Construction | $24,800 | $24,911 | 2 | <$5M | AI Deep Dive |
| Edward Cunha Plumbing and Heating Inc. | Construction | $24,800 | $24,899 | 2 | <$5M | AI Deep Dive |
| B & E 5 & 10, Inc. | Wholesale Trade | $23,329 | $23,546 | 10 | <$5M | AI Deep Dive |