| City On a Hill Church | Other Services (except Public Administration) | $132,787 | $0 | 13 | N/A | AI Deep Dive |
| Friends Childcare INC | Health Care and Social Assistance | $132,747 | $133,614 | 10 | <$5M | AI Deep Dive |
| Friends Childcare, Inc. | Health Care and Social Assistance | $132,500 | $133,722 | 20 | <$5M | AI Deep Dive |
| Cutty Foods LLC | Accommodation and Food Services | $132,132 | $132,859 | 7 | <$5M | AI Deep Dive |
| Brookline Dental Studio | Health Care and Social Assistance | $130,708 | $131,825 | 7 | <$5M | AI Deep Dive |
| Casey Hannon LLC | Accommodation and Food Services | $130,609 | $131,476 | 7 | <$5M | AI Deep Dive |
| Irelaunch LLC | Professional, Scientific, and Technical Services | $130,515 | $131,148 | 7 | <$5M | AI Deep Dive |
| Runkle Extended Day Inc. | Health Care and Social Assistance | $130,205 | $131,413 | 15 | N/A | AI Deep Dive |
| Runkle Extended Day INC | Health Care and Social Assistance | $130,205 | $131,102 | 15 | N/A | AI Deep Dive |
| Darel Moss DDS PC | Health Care and Social Assistance | $129,955 | $131,435 | 10 | <$5M | AI Deep Dive |
| Ehrlich Dental Associates, Inc. | Health Care and Social Assistance | $129,646 | $131,134 | 9 | <$5M | AI Deep Dive |
| Ehrlich Dental Associates Inc. | Health Care and Social Assistance | $129,646 | $130,424 | 9 | <$5M | AI Deep Dive |
| Devotion School Primary Extended Day Program | Educational Services | $129,122 | $130,331 | 21 | N/A | AI Deep Dive |
| Kyoko Okamura MD PC | Health Care and Social Assistance | $127,400 | $128,548 | 8 | <$5M | AI Deep Dive |
| Stanislav Kovtun, Dmd, PC | Health Care and Social Assistance | $127,160 | $128,937 | 11 | <$5M | AI Deep Dive |
| Lincoln Sewall Day Care Center INC DBA Lincoln Extended Day | Health Care and Social Assistance | $126,505 | $79,336 | 10 | N/A | AI Deep Dive |
| Misha and Puff LLC | Retail Trade | $125,399 | $126,535 | 12 | <$5M | AI Deep Dive |
| Delphi Management INC | Professional, Scientific, and Technical Services | $125,259 | $126,254 | 4 | <$5M | AI Deep Dive |
| Economus INC | Wholesale Trade | $124,995 | $125,742 | 6 | <$5M | AI Deep Dive |
| Brookline Progressive Dental Team, P.c. | Health Care and Social Assistance | $123,985 | $125,001 | 10 | <$5M | AI Deep Dive |
| Glanz Properties, Inc. | Real Estate and Rental and Leasing | $123,876 | $125,183 | 6 | <$5M | AI Deep Dive |
| True Impact | Information | $123,607 | $124,967 | 8 | <$5M | AI Deep Dive |
| Lincoln-Sewall Day Care Center INC (lincoln Primary Extended | Health Care and Social Assistance | $123,382 | $110,198 | 17 | N/A | AI Deep Dive |
| Mediation Group Inc. the | Professional, Scientific, and Technical Services | $122,745 | $123,655 | 12 | N/A | AI Deep Dive |
| Brookline Dining Group | Accommodation and Food Services | $122,283 | $123,930 | 12 | <$5M | AI Deep Dive |