| Milton Times Inc. | Information | $56,058 | $56,411 | 9 | <$5M | AI Deep Dive |
| Mc Dermott Excavation Inc. | Utilities | $56,000 | $56,855 | 3 | N/A | AI Deep Dive |
| P Mc Menamin Excavation | Construction | $55,800 | $56,433 | 5 | <$5M | AI Deep Dive |
| Paul Mc Menamin | Construction | $55,800 | $56,165 | 3 | <$5M | AI Deep Dive |
| Apprentice Learning INC | Other Services (except Public Administration) | $55,150 | $55,400 | 5 | N/A | AI Deep Dive |
| Novoct Group | Professional, Scientific, and Technical Services | $55,031 | $55,378 | 3 | <$5M | AI Deep Dive |
| Fallon Associates Attorneys at Law | Professional, Scientific, and Technical Services | $54,800 | $47,175 | 4 | <$5M | AI Deep Dive |
| S.g. Harold Plumbing, Heating & Air Conditioning, LLC | Construction | $54,089 | $54,636 | 4 | <$5M | AI Deep Dive |
| Eclipse Salon Gallery INC | Other Services (except Public Administration) | $54,067 | $54,615 | 9 | <$5M | AI Deep Dive |
| Power Plumbing LLC | Construction | $53,530 | $53,860 | 3 | <$5M | AI Deep Dive |
| Discovery Schoolhouse, Inc. | Health Care and Social Assistance | $53,300 | $53,544 | 4 | <$5M | AI Deep Dive |
| St Michaels Parish in Milton | Other Services (except Public Administration) | $52,822 | $0 | 5 | N/A | AI Deep Dive |
| Milton Times Inc. | Information | $52,687 | $53,075 | 8 | <$5M | AI Deep Dive |
| Congregation Beth Shalom of the Blue Hills | Construction | $52,004 | $52,579 | 12 | N/A | AI Deep Dive |
| Holy Union Sisters INC | Other Services (except Public Administration) | $51,852 | $52,287 | 6 | <$5M | AI Deep Dive |
| A F Macisaac Contracting INC | Construction | $51,225 | $51,562 | 5 | <$5M | AI Deep Dive |
| Bilt Health and Wellness LLC | Arts, Entertainment, and Recreation | $51,200 | $51,830 | 16 | <$5M | AI Deep Dive |
| Bilt Health and Wellness | Arts, Entertainment, and Recreation | $51,200 | $51,479 | 16 | <$5M | AI Deep Dive |
| John J Godleski, M.d. P.l.l.c | Health Care and Social Assistance | $50,929 | $51,349 | 6 | <$5M | AI Deep Dive |
| Rbm Motor Masters INC | Other Services (except Public Administration) | $50,600 | $51,056 | 2 | <$5M | AI Deep Dive |
| Rbm Motor Masters INC Milton Auto Repair | Other Services (except Public Administration) | $50,600 | $50,872 | 2 | <$5M | AI Deep Dive |
| Brown Innovations | Manufacturing | $50,197 | $0 | 5 | <$5M | AI Deep Dive |
| Devgroup Construction LLC | Construction | $50,000 | $37,816 | 3 | <$5M | AI Deep Dive |
| D F Nails INC | Wholesale Trade | $50,000 | $50,384 | 7 | <$5M | AI Deep Dive |
| Apprentice Learning, INC | Other Services (except Public Administration) | $50,000 | $50,563 | 4 | N/A | AI Deep Dive |