| Berkshire Choral International Inc. | Educational Services | $83,765 | $84,157 | 5 | N/A | AI Deep Dive |
| Seward's Tires, Inc. | Other Services (except Public Administration) | $81,450 | $82,128 | 8 | <$5M | AI Deep Dive |
| Kria Vrisi, LLC | Accommodation and Food Services | $80,850 | $81,920 | 17 | <$5M | AI Deep Dive |
| Dermatology Center in the Berkshires | Health Care and Social Assistance | $80,800 | $81,339 | 10 | <$5M | AI Deep Dive |
| Berkshire Transition Network LLC | Health Care and Social Assistance | $80,600 | $81,538 | 7 | <$5M | AI Deep Dive |
| Jonathan J Nacht PC | Health Care and Social Assistance | $77,080 | $77,650 | 8 | <$5M | AI Deep Dive |
| North River Press Publishing Corporation | Information | $75,200 | $76,072 | 4 | <$5M | AI Deep Dive |
| Robert Holcomb | Other Services (except Public Administration) | $75,190 | $75,538 | 10 | <$5M | AI Deep Dive |
| Wingate Furniture Company Ltd | Retail Trade | $75,189 | $75,795 | 5 | <$5M | AI Deep Dive |
| Barrington Outfitters | Retail Trade | $75,000 | $75,668 | 7 | <$5M | AI Deep Dive |
| Kblt, LLC | Accommodation and Food Services | $75,000 | $75,372 | 14 | <$5M | AI Deep Dive |
| Berkshire Transition Network, LLC | Health Care and Social Assistance | $74,500 | $75,022 | 8 | <$5M | AI Deep Dive |
| North River Press Publishing Corporation | Information | $74,177 | $74,793 | 4 | <$5M | AI Deep Dive |
| Charley's Fund, Inc. | Wholesale Trade | $73,880 | $70,161 | 11 | <$5M | AI Deep Dive |
| Hellman Shearn & Arienti, LLP | Professional, Scientific, and Technical Services | $73,800 | $74,403 | 5 | <$5M | AI Deep Dive |
| Monterey Masonry, LLC | Construction | $71,156 | $71,729 | 7 | <$5M | AI Deep Dive |
| Emerging Artist Network, LLC | Information | $70,790 | $71,263 | 5 | <$5M | AI Deep Dive |
| Dermatology Center in the Berkshires | Health Care and Social Assistance | $69,525 | $69,884 | 8 | <$5M | AI Deep Dive |
| Kanji INC DBA Holidayinn Exp. | Accommodation and Food Services | $69,200 | $69,829 | 13 | <$5M | AI Deep Dive |
| Smit & Neel, LLC | Accommodation and Food Services | $68,992 | $69,644 | 11 | <$5M | AI Deep Dive |
| Arthur Jackson-Sba Small 7a Term | Unknown | $68,234 | $68,850 | 7 | N/A | AI Deep Dive |
| Berkshire Restaurant Group III Inc. | Accommodation and Food Services | $68,000 | $68,382 | 11 | <$5M | AI Deep Dive |
| J M Marcus INC | Accommodation and Food Services | $67,213 | $67,793 | 21 | <$5M | AI Deep Dive |
| Public House INC | Accommodation and Food Services | $67,190 | $67,724 | 20 | <$5M | AI Deep Dive |
| Kelly, Granger, Parsons & Associates, Inc. | Professional, Scientific, and Technical Services | $66,800 | $67,164 | 6 | <$5M | AI Deep Dive |