| Anderson Properties and Associates INC | Finance and Insurance | $51,900 | $52,597 | 5 | <$5M | AI Deep Dive |
| Gary Davenport & Susan Cerreta Enterprises LLC | Accommodation and Food Services | $51,514 | $51,947 | 8 | <$5M | AI Deep Dive |
| All Service Citgo | Retail Trade | $51,505 | $51,873 | 9 | <$5M | AI Deep Dive |
| Little Green Properties, Inc. | Accommodation and Food Services | $49,735 | $50,066 | 4 | <$5M | AI Deep Dive |
| Green Mountain Pediatrics PC | Health Care and Social Assistance | $49,170 | $49,794 | 6 | <$5M | AI Deep Dive |
| Gvh Studio, Inc. | Professional, Scientific, and Technical Services | $48,000 | $48,342 | 5 | <$5M | AI Deep Dive |
| Gvh Studio, Inc. | Professional, Scientific, and Technical Services | $47,095 | $47,379 | 5 | <$5M | AI Deep Dive |
| Bennington Orthodontics Pllc | Health Care and Social Assistance | $46,900 | $47,224 | 5 | <$5M | AI Deep Dive |
| E & C Maroney Enterprises INC | Retail Trade | $44,600 | $44,904 | 11 | <$5M | AI Deep Dive |
| Women's View Midwifery | Health Care and Social Assistance | $43,800 | $44,102 | 4 | <$5M | AI Deep Dive |
| Dwyers Four Seasons Lawn | Administrative and Support and Waste Management | $42,962 | $43,407 | 9 | <$5M | AI Deep Dive |
| Vernette Holdings Corp | Other Services (except Public Administration) | $42,900 | $36,262 | 5 | <$5M | AI Deep Dive |
| Bennington Donuts, LLC | Accommodation and Food Services | $42,500 | $42,840 | 9 | <$5M | AI Deep Dive |
| Atlantic Fire Sprinkler INC | Construction | $42,257 | $42,455 | 4 | <$5M | AI Deep Dive |
| Wassicks Tire Service INC | Retail Trade | $41,800 | $42,102 | 3 | <$5M | AI Deep Dive |
| Vermont Mill Properties, Inc. | Real Estate and Rental and Leasing | $41,250 | $41,739 | 6 | <$5M | AI Deep Dive |
| Bennington Orthodontics Pllc | Health Care and Social Assistance | $40,300 | $40,591 | 5 | <$5M | AI Deep Dive |
| Afc Specialty Belting Group, Inc. | Manufacturing | $39,747 | $40,494 | 5 | <$5M | AI Deep Dive |
| Leblanc's Auto Inc. | Retail Trade | $39,500 | $39,699 | 7 | <$5M | AI Deep Dive |
| Jhpny Inc. | Retail Trade | $39,100 | $39,356 | 7 | <$5M | AI Deep Dive |
| Done Right Lawns & Gardens | Administrative and Support and Waste Management | $38,500 | $38,788 | 2 | <$5M | AI Deep Dive |
| Bennington Coalition for the Homeless | Health Care and Social Assistance | $37,317 | $37,616 | 10 | N/A | AI Deep Dive |
| Catamount Access Television Corporation | Information | $36,107 | $36,408 | 5 | N/A | AI Deep Dive |
| Hildt Aviation Benninton, LLC | Transportation and Warehousing | $35,900 | $36,168 | 5 | <$5M | AI Deep Dive |
| Hildt Aviation Benningtion LLC | Transportation and Warehousing | $35,900 | $36,078 | 5 | <$5M | AI Deep Dive |