| Child Welfare Innovation | Other Services (except Public Administration) | $533,300 | $540,692 | 23 | N/A |  AI Deep Dive |
| Citywide Contracting LLC | Construction | $529,500 | $535,665 | 18 | $20.5M | AI Deep Dive |
| Cristo Rey Boston High School, Inc. | Educational Services | $510,500 | $514,159 | 50 | $6.0M | AI Deep Dive |
| Celtic Homecare by Catherine LLC | Health Care and Social Assistance | $497,755 | $503,919 | 90 | $15.4M | AI Deep Dive |
| Bayside Club Hotel LLC | Accommodation and Food Services | $496,600 | $502,899 | 15 | <$5M | AI Deep Dive |
| Phyllis Corp. | Accommodation and Food Services | $487,728 | $495,144 | 58 | $10.3M | AI Deep Dive |
| Crispus Attucks Children Center | Health Care and Social Assistance | $481,450 | $485,763 | 52 | N/A | AI Deep Dive |
| 1st Armor Protection Ser | Administrative and Support and Waste Management | $473,887 | $480,548 | 70 | $10.3M | AI Deep Dive |
| Dorchester Bay Economic Development Corporation | Real Estate and Rental and Leasing | $460,600 | $464,840 | 27 | <$5M | AI Deep Dive |
| A Hohmann & Co INC | Retail Trade | $459,792 | $464,806 | 23 | $5.5M | AI Deep Dive |
| Cristo Rey Boston High School | Educational Services | $450,437 | $453,415 | 37 | <$5M | AI Deep Dive |
| United Prosthetics INC | Manufacturing | $440,531 | $444,248 | 25 | $7.0M | AI Deep Dive |
| Susi Auto Body, Inc. | Other Services (except Public Administration) | $438,847 | $441,552 | 36 | $7.1M | AI Deep Dive |
| Outkast Electrical Contractors INC | Construction | $438,300 | $444,604 | 20 | $6.6M | AI Deep Dive |
| Caring Bees Healthcare Inc. | Health Care and Social Assistance | $430,556 | $434,307 | 81 | $14.4M | AI Deep Dive |
| Lambert Bros. Ince | Retail Trade | $426,900 | $429,602 | 68 | $17.0M | AI Deep Dive |
| Caring Bees Healthcare | Health Care and Social Assistance | $416,285 | $419,754 | 81 | $13.9M | AI Deep Dive |
| Pinnacle Mechanical, LLC | Construction | $413,300 | $418,202 | 16 | $18.2M | AI Deep Dive |
| Codman Square Neighborhood Development Corporation | Public Administration | $412,505 | $417,375 | 24 | N/A | AI Deep Dive |
| Codman Square Neighborhood Development Corporation | Real Estate and Rental and Leasing | $412,505 | $417,787 | 24 | N/A | AI Deep Dive |
| Susi Auto Body, LLC | Construction | $405,267 | $408,543 | 36 | $12.3M | AI Deep Dive |
| The Fortress Corp | Real Estate and Rental and Leasing | $394,100 | $397,100 | 22 | <$5M | AI Deep Dive |
| Crispus Attucks Childrens Center INC | Health Care and Social Assistance | $392,950 | $395,491 | 45 | N/A | AI Deep Dive |
| Cool Hand Luke INC | Accommodation and Food Services | $381,157 | $383,254 | 54 | $9.6M | AI Deep Dive |
| Tri Construction Co. Inc. | Construction | $377,600 | $380,296 | 22 | $25.1M | AI Deep Dive |