| Sunshine Early Education Ws Inc. | Health Care and Social Assistance | $268,700 | $270,312 | 27 | <$5M |  AI Deep Dive |
| Coolidge Corner Theatre Foundation, Inc. | Information | $266,153 | $267,594 | 50 | N/A | AI Deep Dive |
| Martina Lee Albright | Health Care and Social Assistance | $266,050 | $267,498 | 26 | <$5M | AI Deep Dive |
| Apple Orchard School INC | Health Care and Social Assistance | $266,050 | $267,580 | 25 | <$5M | AI Deep Dive |
| Brookline Music School | Educational Services | $265,300 | $266,951 | 77 | N/A | AI Deep Dive |
| Leonard B. Miller, M.d., P.c. | Health Care and Social Assistance | $261,543 | $265,044 | 31 | $9.7M | AI Deep Dive |
| Leonard B. Miller M.d. | Health Care and Social Assistance | $261,543 | $264,260 | 31 | $9.7M | AI Deep Dive |
| Bodyscapes Fitness Iv, LLC | Arts, Entertainment, and Recreation | $261,167 | $27,541 | 3 | <$5M | AI Deep Dive |
| Crowninshield Financial | Finance and Insurance | $259,842 | $262,065 | 9 | <$5M | AI Deep Dive |
| National Boston, LLC | Information | $257,500 | $258,876 | 21 | <$5M | AI Deep Dive |
| Stoked Pizza Brookline | Accommodation and Food Services | $255,000 | $257,298 | 41 | $7.3M | AI Deep Dive |
| Leeder Management Co., LLC | Real Estate and Rental and Leasing | $254,900 | $256,660 | 21 | <$5M | AI Deep Dive |
| Cdt Donuts Inc. | Accommodation and Food Services | $254,728 | $256,242 | 65 | $11.5M | AI Deep Dive |
| Congregation Kehillath Israel | Other Services (except Public Administration) | $251,000 | $253,134 | 25 | N/A | AI Deep Dive |
| Longwood Plastic Surgery PC | Health Care and Social Assistance | $250,000 | $251,646 | 15 | <$5M | AI Deep Dive |
| Congregation Kehillath Israel | Other Services (except Public Administration) | $245,174 | $246,795 | 32 | N/A | AI Deep Dive |
| New England Hebrew Academy | Educational Services | $244,600 | $246,740 | 26 | N/A | AI Deep Dive |
| Happy Girl Bakery Happy Girl Bakery LLC DBA Clear Flour Brea | Manufacturing | $244,500 | $245,940 | 31 | $10.9M | AI Deep Dive |
| Happy Girl Bakery | Manufacturing | $244,500 | $246,516 | 33 | $11.6M | AI Deep Dive |
| St Mary of the Assumption School | Other Services (except Public Administration) | $243,342 | $245,883 | 36 | N/A | AI Deep Dive |
| Forklift Catering LLC | Accommodation and Food Services | $240,303 | $243,066 | 12 | <$5M | AI Deep Dive |
| Alden Castle Corp. | Accommodation and Food Services | $238,100 | $240,250 | 50 | $9.3M | AI Deep Dive |
| Metro Realty Corp | Real Estate and Rental and Leasing | $238,000 | $226,870 | 13 | <$5M | AI Deep Dive |
| Commonwealth Ob-Gyn P.c. | Health Care and Social Assistance | $237,750 | $240,487 | 15 | <$5M | AI Deep Dive |
| Sousa Design Architects Inc. | Professional, Scientific, and Technical Services | $234,600 | $236,123 | 13 | <$5M | AI Deep Dive |