| Omai Inc. Thermo Expert | Construction | $234,547 | $235,954 | 14 | <$5M | AI Deep Dive |
| Mrm Hospitality LLC | Accommodation and Food Services | $231,444 | $233,403 | 20 | <$5M | AI Deep Dive |
| Ryan Electric, Inc. | Construction | $230,000 | $232,042 | 22 | $7.2M | AI Deep Dive |
| Soldier On of Delaware Inc. | Real Estate and Rental and Leasing | $228,200 | $0 | 23 | N/A | AI Deep Dive |
| Berkshire Custom Coating Inc. | Manufacturing | $227,960 | $228,878 | 25 | $6.1M | AI Deep Dive |
| Martn & Oliveria, LLP | Professional, Scientific, and Technical Services | $226,922 | $228,229 | 19 | <$5M | AI Deep Dive |
| Berkshire Allergy Care PC | Health Care and Social Assistance | $225,000 | $226,308 | 24 | $7.5M | AI Deep Dive |
| Hangar of Pittsfield INC Ent | Accommodation and Food Services | $223,573 | $226,542 | 21 | <$5M | AI Deep Dive |
| Comalli Group INC | Construction | $221,200 | $2,235,574 | 134 | $44.1M | AI Deep Dive |
| Dettinger Lumber Company INC | Retail Trade | $221,000 | $222,259 | 17 | <$5M | AI Deep Dive |
| Union Lunch, Inc. | Accommodation and Food Services | $220,500 | $222,221 | 54 | $9.6M | AI Deep Dive |
| Berkshire Custom Coating, Inc. | Manufacturing | $219,343 | $220,633 | 25 | $6.1M | AI Deep Dive |
| Campoli Monteleone & Mozian PC | Finance and Insurance | $217,875 | $220,665 | 13 | $6.7M | AI Deep Dive |
| Michael Renzi Painting Co., LLC | Construction | $216,100 | $177,038 | 13 | <$5M | AI Deep Dive |
| Hillcrest Dental Care INC | Health Care and Social Assistance | $208,864 | $209,827 | 18 | N/A | AI Deep Dive |
| Hancock Shaker Village INC | Arts, Entertainment, and Recreation | $208,500 | $210,282 | 24 | <$5M | AI Deep Dive |
| Hillcrest Dental Care INC | Health Care and Social Assistance | $208,400 | $209,569 | 26 | N/A | AI Deep Dive |
| Pittsfield Hospitality LLC | Accommodation and Food Services | $204,732 | $207,172 | 26 | $8.1M | AI Deep Dive |
| Gan Systems Corp. | Manufacturing | $204,530 | $165,465 | 9 | <$5M | AI Deep Dive |
| Salco Construction Company Inc. | Construction | $203,414 | $206,033 | 18 | $5.5M | AI Deep Dive |
| Salco Construction Company, Inc. | Construction | $203,100 | $204,959 | 18 | $20.5M | AI Deep Dive |
| Advanced Medical Imaging PC | Health Care and Social Assistance | $198,300 | $199,280 | 11 | <$5M | AI Deep Dive |
| Ronnie's Cycle Sales of Pittsfield, Inc. | Retail Trade | $197,700 | $199,915 | 21 | $5.5M | AI Deep Dive |
| Soleil Personnel INC | Administrative and Support and Waste Management | $197,640 | $201,110 | 50 | $7.9M | AI Deep Dive |
| Pen-Ro Mold and Tool INC | Manufacturing | $196,200 | $197,770 | 16 | <$5M | AI Deep Dive |