| Berkshire Family and Invidual Resources, Inc. | Health Care and Social Assistance | $1,845,000 | $1,857,915 | 332 | N/A | AI Deep Dive |
| Massachusetts Museum of Contemporary Art Foundation Inc. | Arts, Entertainment, and Recreation | $1,131,811 | $1,147,872 | 124 | N/A | AI Deep Dive |
| Central Radio Appliance & Bedding INC | Wholesale Trade | $1,097,200 | $98,453 | 14 | <$5M | AI Deep Dive |
| Massachusetts Museum of Contemporary Art Foundation, Inc. | Arts, Entertainment, and Recreation | $913,633 | $918,438 | 48 | N/A | AI Deep Dive |
| Willowood of North Adams INC | Health Care and Social Assistance | $879,282 | $884,436 | 94 | $16.0M | AI Deep Dive |
| North Adams Ambulance Service INC | Health Care and Social Assistance | $642,359 | $645,967 | 82 | N/A | AI Deep Dive |
| North Adams Ambulance Service, Inc. | Health Care and Social Assistance | $547,900 | $551,998 | 80 | N/A | AI Deep Dive |
| Cascade School Supplies, Inc. | Wholesale Trade | $457,300 | $462,111 | 195 | $50.2M | AI Deep Dive |
| Cascade School Supplies INC | Wholesale Trade | $455,992 | $461,064 | 195 | $50.2M | AI Deep Dive |
| Donovan O'connor & Dodig LLP | Professional, Scientific, and Technical Services | $443,339 | $445,659 | 29 | $7.0M | AI Deep Dive |
| Northern Berkshire Pediatrics, LLP | Health Care and Social Assistance | $430,200 | $432,620 | 29 | $9.1M | AI Deep Dive |
| Howling Inc. | Accommodation and Food Services | $340,466 | $343,526 | 24 | <$5M | AI Deep Dive |
| Dobbert Heating and Air Conditioning Inc. | Construction | $327,021 | $330,040 | 20 | $6.3M | AI Deep Dive |
| Dobbert Heating & Air Conditioning, Inc. | Construction | $319,200 | $322,165 | 21 | $6.6M | AI Deep Dive |
| Ct Management Group LLC | Real Estate and Rental and Leasing | $304,462 | $306,422 | 33 | $6.0M | AI Deep Dive |
| Morrison Berkshire, INC | Manufacturing | $298,592 | $301,292 | 21 | $5.1M | AI Deep Dive |
| Child Care of the Berkshires, Inc. | Health Care and Social Assistance | $288,100 | $289,694 | 57 | N/A | AI Deep Dive |
| Turboprop East Inc. | Transportation and Warehousing | $275,500 | $277,054 | 17 | <$5M | AI Deep Dive |
| Donovan O'connor & Dodig, LLP | Professional, Scientific, and Technical Services | $274,250 | $443,913 | 20 | <$5M | AI Deep Dive |
| Bay State Hospitality Group, Inc. | Accommodation and Food Services | $272,223 | $275,535 | 47 | $8.3M | AI Deep Dive |
| Howling, Inc. | Accommodation and Food Services | $243,190 | $246,002 | 2 | <$5M | AI Deep Dive |
| Messenger Digital Dentistry PC | Health Care and Social Assistance | $230,800 | $233,494 | 19 | <$5M | AI Deep Dive |
| E-Pod Transportation LLP | Transportation and Warehousing | $227,500 | $229,214 | 36 | $34.9M | AI Deep Dive |
| E-Pod Transportation LLP | Transportation and Warehousing | $227,500 | $230,299 | 36 | $11.1M | AI Deep Dive |
| J & M Geary Construction INC | Construction | $216,492 | $217,941 | 18 | $5.5M | AI Deep Dive |