| Bennington Early Childhood Center Inc. | Health Care and Social Assistance | $92,984 | $93,422 | 19 | <$5M | AI Deep Dive |
| Union Street Dental Plc | Health Care and Social Assistance | $92,705 | $93,569 | 6 | <$5M | AI Deep Dive |
| Vermont Timber Frames INC | Construction | $89,135 | $90,044 | 11 | <$5M | AI Deep Dive |
| Jensens Restaurant INC | Accommodation and Food Services | $88,500 | $89,409 | 22 | <$5M | AI Deep Dive |
| Blue Benn LLC | Accommodation and Food Services | $82,215 | $83,522 | 12 | <$5M | AI Deep Dive |
| Hale Resources, LLC | Construction | $81,400 | $82,312 | 7 | <$5M | AI Deep Dive |
| Bennington Concordat, LLC | Other Services (except Public Administration) | $80,000 | $70,687 | 9 | <$5M | AI Deep Dive |
| Paul J. Martin Inc. | Retail Trade | $79,308 | $79,934 | 14 | <$5M | AI Deep Dive |
| Brookside Pediatrics & Adolescent Medicine | Health Care and Social Assistance | $78,521 | $79,629 | 8 | <$5M | AI Deep Dive |
| Goldstone Architecture Pllc | Professional, Scientific, and Technical Services | $78,439 | $79,346 | 5 | <$5M | AI Deep Dive |
| Goldstone Architecture Pllc | Construction | $78,400 | $79,412 | 5 | <$5M | AI Deep Dive |
| Dannoel INC | Retail Trade | $78,300 | $78,844 | 14 | <$5M | AI Deep Dive |
| Catamount Glass | Accommodation and Food Services | $78,125 | $78,630 | 32 | $10.0M | AI Deep Dive |
| Casa Nostra INC | Accommodation and Food Services | $77,655 | $78,289 | 8 | <$5M | AI Deep Dive |
| Salem Dentistry PC | Health Care and Social Assistance | $77,600 | $78,210 | 7 | <$5M | AI Deep Dive |
| Dupee Enterprises, Inc. | Retail Trade | $77,500 | $78,364 | 12 | <$5M | AI Deep Dive |
| Morse Repair, INC | Other Services (except Public Administration) | $74,000 | $74,477 | 7 | <$5M | AI Deep Dive |
| Peter R. Geannelis Dvm PC | Professional, Scientific, and Technical Services | $73,700 | $74,205 | 11 | <$5M | AI Deep Dive |
| Salem Dentistry PC | Health Care and Social Assistance | $72,984 | $73,353 | 7 | <$5M | AI Deep Dive |
| Weaver Excavating INC | Administrative and Support and Waste Management | $71,900 | $72,359 | 11 | <$5M | AI Deep Dive |
| E P Mahar & Sons INC | Other Services (except Public Administration) | $71,600 | $72,263 | 9 | <$5M | AI Deep Dive |
| D. Patrick Winburn | Professional, Scientific, and Technical Services | $71,462 | $71,793 | 5 | <$5M | AI Deep Dive |
| I3 Imaging Co., LLC | Manufacturing | $71,034 | $71,606 | 9 | $8.9M | AI Deep Dive |
| I3 Imaging Co LLC | Manufacturing | $71,032 | $71,550 | 7 | $6.9M | AI Deep Dive |
| Campbell Builder's INC | Construction | $70,207 | $70,759 | 12 | <$5M | AI Deep Dive |