| Combined Jewish Philanthropies of Greater Boston, INC | Other Services (except Public Administration) | $2,842,500 | $2,838,616 | 182 | N/A | AI Deep Dive |
| Moors & Cabot, INC | Finance and Insurance | $2,739,456 | $2,770,123 | 139 | $71.4M | AI Deep Dive |
| Cakewalk Bakers, LLC | Manufacturing | $2,727,337 | $2,758,474 | 394 | $139.1M | AI Deep Dive |
| Boston Sand & Gravel Company | Manufacturing | $2,697,000 | $2,543,109 | 116 | $115.1M | AI Deep Dive |
| Marchon Partners, LLC | Administrative and Support and Waste Management | $2,678,237 | $2,709,296 | 130 | $20.5M | AI Deep Dive |
| Samuels & Associates Management LLC | Real Estate and Rental and Leasing | $2,667,540 | $2,700,939 | 130 | $18.9M | AI Deep Dive |
| Mass. Bay Brewing Company, Inc. | Manufacturing | $2,665,300 | $2,695,458 | 203 | $71.6M | AI Deep Dive |
| Bay State Search, LLC | Administrative and Support and Waste Management | $2,612,900 | $2,642,295 | 265 | $41.7M | AI Deep Dive |
| Optimus Ride INC | Transportation and Warehousing | $2,584,841 | $2,613,097 | 159 | $48.8M | AI Deep Dive |
| Marine Systems Corporation | Professional, Scientific, and Technical Services | $2,554,007 | $2,582,881 | 133 | $16.4M | AI Deep Dive |
| Globalization Partners INC | Administrative and Support and Waste Management | $2,553,300 | $2,582,750 | 87 | $13.7M | AI Deep Dive |
| Ned Management Limited Partnership | Real Estate and Rental and Leasing | $2,546,400 | $2,574,864 | 138 | $20.7M | AI Deep Dive |
| Keystone Strategy, LLC | Professional, Scientific, and Technical Services | $2,480,100 | $2,231,394 | 111 | $11.5M | AI Deep Dive |
| Insightsquared, Inc. | Professional, Scientific, and Technical Services | $2,465,941 | $2,498,409 | 79 | $16.3M | AI Deep Dive |
| Office Resources, Inc. | Wholesale Trade | $2,461,577 | $2,491,396 | 127 | $38.9M | AI Deep Dive |
| Greater Boston Legal Services, Inc. | Professional, Scientific, and Technical Services | $2,444,998 | $2,478,823 | 134 | N/A | AI Deep Dive |
| Fisher College | Educational Services | $2,442,522 | $2,474,139 | 308 | N/A | AI Deep Dive |
| Inno4 LLC | Professional, Scientific, and Technical Services | $2,441,970 | $2,486,061 | 126 | $26.1M | AI Deep Dive |
| Onapsis Inc. | Professional, Scientific, and Technical Services | $2,411,300 | $0 | 105 | $21.7M | AI Deep Dive |
| Augustech, LLC | Professional, Scientific, and Technical Services | $2,400,000 | $0 | 74 | $7.7M | AI Deep Dive |
| Robert F. Kennedy Children's Action Corps, Inc. | Health Care and Social Assistance | $2,373,000 | $2,406,937 | 229 | N/A | AI Deep Dive |
| Riemer & Braunstein LLP | Professional, Scientific, and Technical Services | $2,345,896 | $2,372,761 | 109 | $26.5M | AI Deep Dive |
| Vantage Travel Service, Inc. | Administrative and Support and Waste Management | $2,330,550 | $2,357,287 | 100 | $31.6M | AI Deep Dive |
| Mcnamara/salvia INC | Professional, Scientific, and Technical Services | $2,322,715 | $2,349,124 | 108 | $13.3M | AI Deep Dive |
| Planned Parenthood League of Massachusetts, Inc. | Health Care and Social Assistance | $2,300,000 | $2,332,647 | 217 | $38.6M | AI Deep Dive |