| Cohen Kinne Valicenti & Cook LLP | Professional, Scientific, and Technical Services | $414,000 | $416,875 | 21 | $5.1M |  AI Deep Dive |
| Cohen, Kinne, Valicenti and Cook LLP | Professional, Scientific, and Technical Services | $414,000 | $416,878 | 20 | <$5M | AI Deep Dive |
| Compuworks Ltd. | Professional, Scientific, and Technical Services | $406,000 | $410,750 | 28 | $5.8M | AI Deep Dive |
| Berkshire Hospitality Group LLC | Accommodation and Food Services | $404,624 | $409,502 | 50 | $15.6M | AI Deep Dive |
| Berkshire Wireless Corp. | Information | $397,300 | $401,725 | 30 | $5.0M | AI Deep Dive |
| David J Tierney Jr INC | Construction | $395,267 | $397,931 | 20 | $22.8M | AI Deep Dive |
| David J Tierney Jr INC | Construction | $394,200 | $387,705 | 20 | $22.8M | AI Deep Dive |
| Transporting the People, Inc. | Transportation and Warehousing | $388,000 | $390,015 | 81 | $78.6M | AI Deep Dive |
| Transporting the People, Inc. | Transportation and Warehousing | $387,931 | $389,536 | 81 | $78.6M | AI Deep Dive |
| Mullen Bros INC of No Adams | Transportation and Warehousing | $385,000 | $387,842 | 30 | $7.5M | AI Deep Dive |
| T & C Flynns Pharmacy INC | Retail Trade | $382,800 | $387,446 | 48 | $8.4M | AI Deep Dive |
| Berkshire County Head Start Child Development Program, Inc. | Health Care and Social Assistance | $380,000 | $382,671 | 90 | N/A | AI Deep Dive |
| Daniel Burke Electrical Consulting & Installations, Inc. | Construction | $370,500 | $376,306 | 17 | $5.6M | AI Deep Dive |
| Smith, Watson & Company, LLP | Professional, Scientific, and Technical Services | $365,800 | $370,159 | 27 | $8.6M | AI Deep Dive |
| Hotel On North LLC | Accommodation and Food Services | $362,831 | $365,296 | 16 | $5.0M | AI Deep Dive |
| Pittsfield Veterinary Hospital | Professional, Scientific, and Technical Services | $358,700 | $340,216 | 28 | <$5M | AI Deep Dive |
| Berkshire Theatre Group, Inc. | Arts, Entertainment, and Recreation | $351,680 | $353,438 | 30 | N/A | AI Deep Dive |
| Berkshire Theatre Group, Inc. | Arts, Entertainment, and Recreation | $343,000 | $344,898 | 32 | N/A | AI Deep Dive |
| Champlain Masonry, Inc. | Construction | $339,800 | $342,546 | 27 | $9.2M | AI Deep Dive |
| B&g Restaurant Supply, Inc. | Wholesale Trade | $319,900 | $324,212 | 34 | $10.4M | AI Deep Dive |
| Pittsfield Lawn & Tractor, Inc. | Retail Trade | $315,000 | $319,246 | 25 | $5.2M | AI Deep Dive |
| Trustees of the Berkshire Museum | Arts, Entertainment, and Recreation | $314,800 | $317,170 | 28 | <$5M | AI Deep Dive |
| Mazzeo's of Great Barrington | Retail Trade | $313,300 | $301,993 | 26 | <$5M | AI Deep Dive |
| C T Management Group, LLC | Real Estate and Rental and Leasing | $312,800 | $315,851 | 31 | <$5M | AI Deep Dive |
| Cain, Hibbard & Myers, PC | Professional, Scientific, and Technical Services | $308,700 | $278,957 | 16 | <$5M | AI Deep Dive |