| New Haven Tenant, LLC | Accommodation and Food Services | $1,811,000 | $1,092,885 | 178 | $55.7M | AI Deep Dive |
| Tri-Lift, Inc. | Real Estate and Rental and Leasing | $1,717,200 | $1,736,960 | 92 | $41.6M | AI Deep Dive |
| C.j. Fucci Inc. | Construction | $1,653,633 | $1,662,558 | 66 | $24.7M | AI Deep Dive |
| The Foote School Association, Incorporat | Other Services (except Public Administration) | $1,653,097 | $1,663,243 | 98 | N/A | AI Deep Dive |
| The Hole in the Wall Gang Fund, INC | Accommodation and Food Services | $1,612,500 | $1,623,368 | 92 | $28.8M | AI Deep Dive |
| Saybrook Point Inn LLC | Accommodation and Food Services | $1,597,300 | $1,617,037 | 191 | $59.7M | AI Deep Dive |
| A-1 Auto Service, Inc. | Retail Trade | $1,506,500 | $1,516,695 | 105 | $26.5M | AI Deep Dive |
| A-1 Auto Service, Inc. | Retail Trade | $1,506,500 | $1,512,732 | 87 | $21.9M | AI Deep Dive |
| Innovations for Poverty Action, a Nonprofit Corporation | Professional, Scientific, and Technical Services | $1,497,500 | $1,515,553 | 117 | N/A | AI Deep Dive |
| Agency On Aging of South Central Connecticut, Inc. | Other Services (except Public Administration) | $1,472,500 | $1,107,378 | 118 | N/A | AI Deep Dive |
| Technolutions, Inc. | Information | $1,472,000 | $1,487,849 | 58 | $9.7M | AI Deep Dive |
| Achievement First Bridgeport Academy, Inc. | Other Services (except Public Administration) | $1,448,500 | $1,464,691 | 103 | N/A | AI Deep Dive |
| Laydon Industries LLC | Construction | $1,445,635 | $1,461,015 | 80 | $24.8M | AI Deep Dive |
| Laydon Industries, LLC | Construction | $1,445,635 | $1,457,361 | 80 | $24.8M | AI Deep Dive |
| Mcvac Environmental Services, Inc. | Administrative and Support and Waste Management | $1,426,340 | $1,442,267 | 52 | $9.8M | AI Deep Dive |
| Vertrax, INC | Professional, Scientific, and Technical Services | $1,426,045 | $1,375,978 | 77 | $15.9M | AI Deep Dive |
| Xpt Group LLC | Finance and Insurance | $1,402,086 | $1,412,602 | 98 | $50.4M | AI Deep Dive |
| Atticus Bakery, LLC | Manufacturing | $1,397,600 | $1,117,992 | 180 | $63.5M | AI Deep Dive |
| The Study New Haven LLC | Accommodation and Food Services | $1,373,704 | $1,205,546 | 110 | $34.4M | AI Deep Dive |
| C. J. Fucci INC | Construction | $1,360,000 | $1,374,979 | 41 | $12.7M | AI Deep Dive |
| Tri Lift INC | Real Estate and Rental and Leasing | $1,315,820 | $1,330,456 | 95 | $42.9M | AI Deep Dive |
| Square 9 Softworks Inc. | Information | $1,309,400 | $1,323,476 | 59 | $9.9M | AI Deep Dive |
| Square 9 Softworks INC | Professional, Scientific, and Technical Services | $1,265,800 | $1,287,494 | 46 | $9.5M | AI Deep Dive |
| Impact Branding & Design LLC | Professional, Scientific, and Technical Services | $1,262,205 | $1,267,780 | 67 | $6.9M | AI Deep Dive |
| Elm City College Preparatory, Inc. | Educational Services | $1,241,100 | $1,251,131 | 83 | $10.0M | AI Deep Dive |