| The Cabinet Studio | Manufacturing | $42,500 | $42,912 | 2 | <$5M | AI Deep Dive |
| Ruff Translating | Other Services (except Public Administration) | $42,500 | $16,266 | 5 | <$5M | AI Deep Dive |
| A. J. Robicheau Const. Co., Inc. | Construction | $42,345 | $16,471 | 5 | <$5M | AI Deep Dive |
| O'brien and Armstrong INC | Unknown | $41,692 | $42,077 | 8 | N/A | AI Deep Dive |
| Science Sites INC | Information | $41,668 | $41,935 | 2 | N/A | AI Deep Dive |
| Musiconnects, Inc. | Educational Services | $41,598 | $41,979 | 7 | N/A | AI Deep Dive |
| Moreno Auto Collision Inc. | Other Services (except Public Administration) | $41,400 | $41,667 | 6 | <$5M | AI Deep Dive |
| Moreno Auto Collision Inc. | Other Services (except Public Administration) | $41,400 | $41,968 | 6 | <$5M | AI Deep Dive |
| Aliakbar Esmaeili DDS LLC | Health Care and Social Assistance | $41,330 | $41,698 | 4 | <$5M | AI Deep Dive |
| Anastasi Brookline, Inc. | Retail Trade | $40,376 | $40,635 | 6 | <$5M | AI Deep Dive |
| You Help Foundation, Inc. | Other Services (except Public Administration) | $40,062 | $40,474 | 3 | <$5M | AI Deep Dive |
| Musiconnects INC | Educational Services | $39,982 | $40,215 | 7 | N/A | AI Deep Dive |
| Ahm Enterprises, INC | Accommodation and Food Services | $39,592 | $40,050 | 12 | <$5M | AI Deep Dive |
| Maria Baez | Accommodation and Food Services | $38,998 | $39,348 | 5 | <$5M | AI Deep Dive |
| Carolyn Bess | Professional, Scientific, and Technical Services | $38,900 | $21,033 | 1 | <$5M | AI Deep Dive |
| The Cabinet Studio INC | Manufacturing | $38,515 | $38,832 | 3 | <$5M | AI Deep Dive |
| Law Offices of Jenny H Guirado, PC | Professional, Scientific, and Technical Services | $38,462 | $38,754 | 5 | <$5M | AI Deep Dive |
| Village Sushi and Grill | Accommodation and Food Services | $37,800 | $38,200 | 4 | <$5M | AI Deep Dive |
| Will Mow Lawn | Administrative and Support and Waste Management | $37,700 | $38,065 | 10 | <$5M | AI Deep Dive |
| Trung Tran | Other Services (except Public Administration) | $36,100 | $36,469 | 4 | <$5M | AI Deep Dive |
| Roslindale Community School Council, Inc. | Health Care and Social Assistance | $36,100 | $36,406 | 4 | N/A | AI Deep Dive |
| Trung Tran | Other Services (except Public Administration) | $36,100 | $36,383 | 2 | <$5M | AI Deep Dive |
| Studio Luz Architects, Ltd | Professional, Scientific, and Technical Services | $34,300 | $34,499 | 3 | <$5M | AI Deep Dive |
| New England Facility Services INC | Administrative and Support and Waste Management | $33,902 | $34,096 | 6 | <$5M | AI Deep Dive |
| Azar Vincent DBA All A's Plumbing | Construction | $33,832 | $34,412 | 1 | <$5M | AI Deep Dive |