| Tallon Lumber Inc. | Wholesale Trade | $85,000 | $85,675 | 9 | <$5M |  AI Deep Dive |
| Segalla's Construction Inc. | Construction | $84,298 | $84,746 | 8 | <$5M | AI Deep Dive |
| Canaan Country Club LLC | Arts, Entertainment, and Recreation | $83,851 | $84,231 | 20 | <$5M | AI Deep Dive |
| Canaan Country Club, LLC | Arts, Entertainment, and Recreation | $83,850 | $84,805 | 20 | <$5M | AI Deep Dive |
| Riga Construction LLC | Construction | $79,223 | $79,926 | 9 | $10.3M | AI Deep Dive |
| State Line Pizza INC | Accommodation and Food Services | $78,666 | $79,571 | 20 | <$5M | AI Deep Dive |
| Riga Construction, LLC | Construction | $77,992 | $78,857 | 9 | $10.3M | AI Deep Dive |
| Drury, Patz & Citrin LLP | Professional, Scientific, and Technical Services | $72,180 | $73,022 | 5 | <$5M | AI Deep Dive |
| North Canaan Volunteer Ambulance Corp. | Health Care and Social Assistance | $71,644 | $72,090 | 15 | N/A | AI Deep Dive |
| Laigle Floorcovering and Design INC | Construction | $68,700 | $69,101 | 5 | <$5M | AI Deep Dive |
| Crane & Son Inc. | Retail Trade | $68,161 | $68,837 | 8 | <$5M | AI Deep Dive |
| Crane & Son Inc. | Other Services (except Public Administration) | $67,905 | $68,785 | 8 | <$5M | AI Deep Dive |
| Segalla's Construction Inc. | Construction | $67,688 | $68,060 | 6 | <$5M | AI Deep Dive |
| North Canaan Volunteer Ambulance Corp. | Health Care and Social Assistance | $66,995 | $67,562 | 15 | N/A | AI Deep Dive |
| Mark J Capecelatro LLC | Professional, Scientific, and Technical Services | $65,178 | $65,544 | 3 | <$5M | AI Deep Dive |
| Mark J. Capecelatro, LLC | Professional, Scientific, and Technical Services | $65,177 | $65,832 | 3 | <$5M | AI Deep Dive |
| Ventures Architectural Millwork & Cabinetry Group LLC | Manufacturing | $64,285 | $65,139 | 4 | <$5M | AI Deep Dive |
| Blackberry River Baking Co LLC | Accommodation and Food Services | $60,807 | $29,138 | 14 | <$5M | AI Deep Dive |
| Jay's Lawn Care | Administrative and Support and Waste Management | $58,890 | $59,272 | 8 | <$5M | AI Deep Dive |
| R & J Supplies, Inc. | Retail Trade | $56,100 | $56,367 | 5 | <$5M | AI Deep Dive |
| Great Falls Brewing Co. LLC | Manufacturing | $54,252 | $54,497 | 15 | $5.3M | AI Deep Dive |
| Ventures Millwork Group LLC | Manufacturing | $52,747 | $53,326 | 4 | <$5M | AI Deep Dive |
| Sharon Electric Company LLC | Construction | $52,118 | $52,407 | 4 | <$5M | AI Deep Dive |
| Allied Engineering Associates, Inc. | Professional, Scientific, and Technical Services | $51,982 | $52,442 | 4 | <$5M | AI Deep Dive |
| Roma Pizzeria Restaurant Incorporated | Accommodation and Food Services | $50,725 | $51,086 | 12 | <$5M | AI Deep Dive |