| Kaitlyn Rathbun | Retail Trade | $16,250 | $0 | 2 | <$5M | AI Deep Dive |
| Pell Research LLC | Professional, Scientific, and Technical Services | $16,200 | $16,399 | 2 | <$5M | AI Deep Dive |
| Sjh Equestrian LLC | Arts, Entertainment, and Recreation | $16,200 | $16,526 | 8 | <$5M | AI Deep Dive |
| Gabriel Gorski | Transportation and Warehousing | $16,183 | $16,220 | 1 | <$5M | AI Deep Dive |
| Arcade Architects Co. | Manufacturing | $16,125 | $16,231 | 2 | <$5M | AI Deep Dive |
| Drennan Law Offices | Professional, Scientific, and Technical Services | $16,050 | $16,142 | 1 | <$5M | AI Deep Dive |
| Politis Family Chiropractic PC | Health Care and Social Assistance | $16,047 | $16,215 | 4 | <$5M | AI Deep Dive |
| Albert J. Cimini Attorney at Law | Professional, Scientific, and Technical Services | $15,932 | $16,052 | 1 | <$5M | AI Deep Dive |
| Edward Robinson | Professional, Scientific, and Technical Services | $15,845 | $15,939 | 1 | <$5M | AI Deep Dive |
| First Church of Christ in Pittsfield, Congregational | Other Services (except Public Administration) | $15,700 | $12,903 | 2 | N/A | AI Deep Dive |
| Darlene C Berryman, Licsw, LLC | Health Care and Social Assistance | $15,600 | $15,738 | 1 | <$5M | AI Deep Dive |
| Eleventh Pin Restaurant, Inc, | Accommodation and Food Services | $15,600 | $15,698 | 5 | <$5M | AI Deep Dive |
| Berkshire County Historical Society | Arts, Entertainment, and Recreation | $15,500 | $15,579 | 3 | N/A | AI Deep Dive |
| Lanny M Zuckerman Attorney at Law | Professional, Scientific, and Technical Services | $15,500 | $15,687 | 2 | <$5M | AI Deep Dive |
| Berkshire County Historical Society | Arts, Entertainment, and Recreation | $15,498 | $15,635 | 6 | N/A | AI Deep Dive |
| Courtney Soto | Health Care and Social Assistance | $15,322 | $15,361 | 2 | <$5M | AI Deep Dive |
| St. Pierre Surface Refinishing, INC | Construction | $15,200 | $15,357 | 2 | <$5M | AI Deep Dive |
| That's Amore' Catering Inc. | Accommodation and Food Services | $15,036 | $15,232 | 27 | $5.0M | AI Deep Dive |
| Lemme Run LLC | Arts, Entertainment, and Recreation | $15,000 | $15,150 | 4 | <$5M | AI Deep Dive |
| Mdc Consulting Sole Proprietorship | Professional, Scientific, and Technical Services | $15,000 | $15,134 | 1 | <$5M | AI Deep Dive |
| Corcoran Enterprises Inc. | Administrative and Support and Waste Management | $15,000 | $15,135 | 1 | <$5M | AI Deep Dive |
| Jessica Devylder | Health Care and Social Assistance | $14,945 | $15,003 | 2 | <$5M | AI Deep Dive |
| Quick Mulch INC | Professional, Scientific, and Technical Services | $14,868 | $15,089 | 1 | <$5M | AI Deep Dive |
| Berkshire General Retailers LLC | Retail Trade | $14,863 | $14,917 | 3 | <$5M | AI Deep Dive |
| Berkshire Interfaith Organizing INC | Other Services (except Public Administration) | $14,800 | $14,864 | 2 | N/A | AI Deep Dive |