| B.k. Enterprises, Inc. | Manufacturing | $112,300 | $113,086 | 9 | <$5M | AI Deep Dive |
| Abco Metals Incorporated | Wholesale Trade | $109,900 | $110,666 | 8 | <$5M | AI Deep Dive |
| Abco Metals Inc. | Wholesale Trade | $109,900 | $110,492 | 9 | <$5M | AI Deep Dive |
| The Chatham T Company Inc. | Retail Trade | $105,830 | $106,373 | 8 | <$5M | AI Deep Dive |
| Chartres Trust Inc. | Retail Trade | $104,238 | $105,100 | 6 | <$5M | AI Deep Dive |
| Mahi Gold INC | Retail Trade | $103,938 | $105,638 | 14 | <$5M | AI Deep Dive |
| Mahi Gold INC | Retail Trade | $103,100 | $104,246 | 14 | <$5M | AI Deep Dive |
| First Light Boatworks & Marine Railway, Inc. | Manufacturing | $102,200 | $103,087 | 9 | <$5M | AI Deep Dive |
| Chartres Trust Inc. | Retail Trade | $101,200 | $102,021 | 6 | <$5M | AI Deep Dive |
| Wise Living Management Company LLC | Health Care and Social Assistance | $100,218 | $101,328 | 20 | <$5M | AI Deep Dive |
| First Light Boatworks & Marine Railway INC | Manufacturing | $99,565 | $100,071 | 9 | <$5M | AI Deep Dive |
| Nickerson Tree and Landscape Inc. | Administrative and Support and Waste Management | $98,100 | $98,967 | 8 | <$5M | AI Deep Dive |
| Gable Building Corporation | Construction | $97,900 | $98,795 | 11 | <$5M | AI Deep Dive |
| Seaview Properties LLC | Professional, Scientific, and Technical Services | $97,355 | $97,999 | 14 | <$5M | AI Deep Dive |
| Wise Living Management LLC | Real Estate and Rental and Leasing | $93,393 | $94,617 | 20 | <$5M | AI Deep Dive |
| Chatham Jewelers INC | Retail Trade | $92,958 | $94,264 | 9 | <$5M | AI Deep Dive |
| Hangar B LLC | Accommodation and Food Services | $91,957 | $92,700 | 14 | <$5M | AI Deep Dive |
| Backpack Forever, LLC | Accommodation and Food Services | $89,200 | $89,886 | 10 | <$5M | AI Deep Dive |
| Justin C. Rivers DDS | Health Care and Social Assistance | $88,505 | $89,574 | 6 | <$5M | AI Deep Dive |
| The Chatham Orpheum Theater Inc. | Arts, Entertainment, and Recreation | $88,200 | $89,232 | 17 | N/A | AI Deep Dive |
| Justin Rivers | Health Care and Social Assistance | $85,295 | $86,359 | 6 | <$5M | AI Deep Dive |
| Chatham Properties Group LLC | Real Estate and Rental and Leasing | $82,000 | $60,598 | 15 | <$5M | AI Deep Dive |
| Nevr Chatham INC | Accommodation and Food Services | $81,452 | $81,975 | 3 | <$5M | AI Deep Dive |
| Larrys Px Inc. | Accommodation and Food Services | $80,742 | $81,304 | 10 | <$5M | AI Deep Dive |
| St. Christopher's Episcopal Church | Other Services (except Public Administration) | $78,898 | $79,402 | 8 | N/A | AI Deep Dive |