| Community Rowing INC | Educational Services | $598,257 | $603,093 | 40 | $5.2M |  AI Deep Dive |
| Morrissey Construction Corporation | Construction | $590,550 | $18,309 | 1 | <$5M | AI Deep Dive |
| Cleveland Circle Hotel Lessee LLC | Accommodation and Food Services | $558,311 | $564,506 | 38 | $11.9M | AI Deep Dive |
| Sss Brighton LLC | Accommodation and Food Services | $547,200 | $552,372 | 34 | $6.0M | AI Deep Dive |
| Earthwatch Institute | Other Services (except Public Administration) | $546,845 | $544,418 | 38 | $7.3M | AI Deep Dive |
| Community Rowing INC | Educational Services | $530,225 | $535,468 | 186 | $24.2M | AI Deep Dive |
| Tpgn Corp | Accommodation and Food Services | $514,850 | $522,430 | 51 | $9.1M | AI Deep Dive |
| C & C Consulting Engineers LLC | Professional, Scientific, and Technical Services | $502,150 | $0 | 27 | <$5M | AI Deep Dive |
| Metric Construction of Boston Corporation | Construction | $495,592 | $498,827 | 23 | $7.0M | AI Deep Dive |
| Rail Stop LLC | Accommodation and Food Services | $483,407 | $489,711 | 21 | <$5M | AI Deep Dive |
| Exycute LLC | Professional, Scientific, and Technical Services | $445,800 | $448,499 | 30 | <$5M | AI Deep Dive |
| The Skating Club of Boston | Arts, Entertainment, and Recreation | $445,395 | $450,581 | 33 | N/A | AI Deep Dive |
| Boston Light and Sound, INC | Information | $440,700 | $442,705 | 24 | <$5M | AI Deep Dive |
| Boston Light and Sound INC | Information | $439,300 | $441,594 | 24 | <$5M | AI Deep Dive |
| Corey Assisted Living LLC | Health Care and Social Assistance | $438,375 | $0 | 70 | $11.9M | AI Deep Dive |
| Sss Brighton LLC | Accommodation and Food Services | $432,000 | $383,861 | 77 | $13.7M | AI Deep Dive |
| Flying Toad INC | Accommodation and Food Services | $428,581 | $431,926 | 20 | <$5M | AI Deep Dive |
| Congregation of the Sisters of St Joseph of Boston | Other Services (except Public Administration) | $426,752 | $432,312 | 39 | $7.4M | AI Deep Dive |
| Forty Seven Twenty Five Company INC | Accommodation and Food Services | $407,374 | $409,490 | 27 | <$5M | AI Deep Dive |
| United Private Car Inc. | Transportation and Warehousing | $381,872 | $378,539 | 9 | $8.7M | AI Deep Dive |
| United Private Car INC | Real Estate and Rental and Leasing | $375,800 | $366,794 | 48 | $21.7M | AI Deep Dive |
| Medschoolcoach LLC | Educational Services | $369,477 | $371,417 | 26 | <$5M | AI Deep Dive |
| Mile 22 INC | Accommodation and Food Services | $368,814 | $370,842 | 40 | $7.1M | AI Deep Dive |
| Tpgn Corp. | Accommodation and Food Services | $367,750 | $319,669 | 51 | $9.1M | AI Deep Dive |
| Rail Stop LLC | Accommodation and Food Services | $360,000 | $364,221 | 60 | $10.7M | AI Deep Dive |