| De Novo Center for Justice and Healing | Other Services (except Public Administration) | $326,822 | $329,952 | 24 | N/A |  AI Deep Dive |
| West Cambridge Pediatric & Adolescent | Health Care and Social Assistance | $325,795 | $329,026 | 19 | $6.0M | AI Deep Dive |
| New England Naturals INC | Retail Trade | $325,400 | $328,476 | 34 | $8.5M | AI Deep Dive |
| Hi-Rise Bread Company, Inc. | Accommodation and Food Services | $325,072 | $329,379 | 49 | $8.7M | AI Deep Dive |
| Hi-Rise Bread Company Inc. | Accommodation and Food Services | $324,770 | $328,117 | 28 | <$5M | AI Deep Dive |
| Flynn & Cataldo INC | Construction | $323,475 | $326,296 | 26 | $8.2M | AI Deep Dive |
| Sv, LLC | Administrative and Support and Waste Management | $321,600 | $323,512 | 16 | <$5M | AI Deep Dive |
| Temple INC | Accommodation and Food Services | $321,259 | $0 | 28 | <$5M | AI Deep Dive |
| Great Sky Solar Inc. | Utilities | $319,735 | $322,109 | 17 | N/A | AI Deep Dive |
| Gallina LLC | Accommodation and Food Services | $319,373 | $323,906 | 32 | $5.7M | AI Deep Dive |
| Elemental Machines, Inc. | Professional, Scientific, and Technical Services | $316,005 | $319,753 | 16 | <$5M | AI Deep Dive |
| Changing Environments Inc. | Professional, Scientific, and Technical Services | $315,541 | $319,862 | 17 | <$5M | AI Deep Dive |
| Changing Environments Inc. | Professional, Scientific, and Technical Services | $315,262 | $317,312 | 18 | <$5M | AI Deep Dive |
| Refugepoint, INC | Health Care and Social Assistance | $314,500 | $317,188 | 16 | N/A | AI Deep Dive |
| Concentric INC | Information | $311,875 | $314,601 | 11 | <$5M | AI Deep Dive |
| Vaxess Technologies, LLC | Professional, Scientific, and Technical Services | $311,296 | $314,763 | 15 | <$5M | AI Deep Dive |
| Concentric INC | Information | $311,000 | $0 | 11 | <$5M | AI Deep Dive |
| Caterstaff of Boston, Inc. | Administrative and Support and Waste Management | $310,800 | $179,989 | 100 | $15.7M | AI Deep Dive |
| Caterstaff of Boston INC | Administrative and Support and Waste Management | $310,800 | $315,075 | 100 | $15.7M | AI Deep Dive |
| Solstice Power Technologies, Inc. | Professional, Scientific, and Technical Services | $309,421 | $311,490 | 30 | <$5M | AI Deep Dive |
| Cambridge Cuisine LLC | Accommodation and Food Services | $307,000 | $308,819 | 21 | <$5M | AI Deep Dive |
| Great Sky Solar INC | Construction | $306,298 | $308,865 | 19 | $6.1M | AI Deep Dive |
| The Cambridge Young Men's Association | Arts, Entertainment, and Recreation | $305,700 | $307,903 | 90 | $12.6M | AI Deep Dive |
| Anderson & Mcquaid Co., Inc. | Wholesale Trade | $305,400 | $307,032 | 20 | $6.1M | AI Deep Dive |
| Nevo Technologies INC | Professional, Scientific, and Technical Services | $305,000 | $306,517 | 13 | <$5M | AI Deep Dive |