| Webster Electric LLC | Construction | $90,200 | $91,114 | 10 | <$5M |  AI Deep Dive |
| Sayers Auto Wrecking INC | Transportation and Warehousing | $85,000 | $85,864 | 9 | <$5M | AI Deep Dive |
| Peter T Mcguire INC | Accommodation and Food Services | $81,600 | $82,438 | 30 | $5.3M | AI Deep Dive |
| Berkshire Crane & Logistics, LLC | Construction | $68,000 | $68,626 | 12 | <$5M | AI Deep Dive |
| Levardijd LLC | Accommodation and Food Services | $64,008 | $64,783 | 13 | <$5M | AI Deep Dive |
| Greylock Physical Therapy, Inc. | Health Care and Social Assistance | $58,500 | $49,900 | 5 | <$5M | AI Deep Dive |
| Matt Krell Plumbing INC | Construction | $56,400 | $57,147 | 3 | <$5M | AI Deep Dive |
| Ramblewild LLC | Arts, Entertainment, and Recreation | $55,131 | $55,503 | 4 | <$5M | AI Deep Dive |
| Uniq Vape INC | Wholesale Trade | $54,100 | $54,766 | 10 | <$5M | AI Deep Dive |
| Uniq Vape INC | Retail Trade | $53,400 | $53,753 | 9 | <$5M | AI Deep Dive |
| Skyline Country Club, Inc. | Arts, Entertainment, and Recreation | $52,300 | $52,641 | 20 | <$5M | AI Deep Dive |
| Mill On the Floss | Accommodation and Food Services | $47,603 | $0 | 24 | <$5M | AI Deep Dive |
| Rainbow Distributing Company, INC | Wholesale Trade | $45,000 | $45,397 | 7 | <$5M | AI Deep Dive |
| Ramblewild LLC | Arts, Entertainment, and Recreation | $44,600 | $44,849 | 23 | <$5M | AI Deep Dive |
| Berkshire Mountain Design Build, LLC | Construction | $44,100 | $44,350 | 6 | <$5M | AI Deep Dive |
| Skyline Country Club INC | Arts, Entertainment, and Recreation | $41,970 | $42,562 | 12 | <$5M | AI Deep Dive |
| Berkshire Mountain Design Build LLC | Construction | $41,573 | $41,720 | 5 | <$5M | AI Deep Dive |
| Polson Electric Inc. | Construction | $39,700 | $36,025 | 4 | <$5M | AI Deep Dive |
| Walk Your Dog With Love Incorporated | Manufacturing | $33,092 | $33,327 | 4 | <$5M | AI Deep Dive |
| John Koch | Construction | $32,577 | $32,733 | 3 | <$5M | AI Deep Dive |
| Berkshire Vista Resort Inc. | Accommodation and Food Services | $32,113 | $32,286 | 8 | <$5M | AI Deep Dive |
| Donnybrook INC | Arts, Entertainment, and Recreation | $32,100 | $32,334 | 11 | <$5M | AI Deep Dive |
| Levardijd LLC | Accommodation and Food Services | $30,200 | $30,451 | 11 | <$5M | AI Deep Dive |
| Van Tran | Other Services (except Public Administration) | $30,000 | $30,396 | 4 | <$5M | AI Deep Dive |
| John Giardina | Accommodation and Food Services | $28,117 | $28,500 | 2 | <$5M | AI Deep Dive |