| New Haven International Festival of Arts & Ideas, Inc. | Arts, Entertainment, and Recreation | $262,300 | $264,003 | 22 | N/A | AI Deep Dive |
| Ruotolo Mechanical Inc. | Construction | $262,029 | $263,048 | 11 | <$5M | AI Deep Dive |
| Ruotolo Mechanical Inc. | Manufacturing | $262,027 | $263,958 | 11 | <$5M | AI Deep Dive |
| D.s.d INC | Accommodation and Food Services | $261,506 | $264,136 | 37 | $6.6M | AI Deep Dive |
| Modern Apizza-Sba Small 7a Term | Unknown | $259,987 | $263,186 | 49 | N/A | AI Deep Dive |
| New Haven Rheumatology, P.c. | Health Care and Social Assistance | $259,100 | $262,557 | 16 | $5.0M | AI Deep Dive |
| 1104 Chapel Street LLC | Accommodation and Food Services | $257,918 | $261,135 | 15 | <$5M | AI Deep Dive |
| Fork Hospitality 2 LLC | Accommodation and Food Services | $256,151 | $259,084 | 31 | $5.5M | AI Deep Dive |
| Tyco Copy Service Inc. | Retail Trade | $255,884 | $257,361 | 22 | <$5M | AI Deep Dive |
| Professional Painting INC | Construction | $255,835 | $257,356 | 13 | <$5M | AI Deep Dive |
| Tyco Copy Service Inc. | Manufacturing | $255,627 | $256,607 | 20 | $19.8M | AI Deep Dive |
| Onofrio's Fresh Cut, Inc. | Wholesale Trade | $255,100 | $258,462 | 40 | $10.3M | AI Deep Dive |
| Maintenance One INC | Administrative and Support and Waste Management | $254,960 | $260,251 | 77 | $16.7M | AI Deep Dive |
| Dsd Inc. | Accommodation and Food Services | $254,100 | $257,128 | 40 | $7.1M | AI Deep Dive |
| Gradexchange INC | Professional, Scientific, and Technical Services | $251,801 | $253,567 | 14 | <$5M | AI Deep Dive |
| Spot On Networks LLC | Information | $250,000 | $251,616 | 20 | <$5M | AI Deep Dive |
| Pike International LLC | Real Estate and Rental and Leasing | $249,639 | $251,317 | 19 | <$5M | AI Deep Dive |
| Blake Hotel LLC | Accommodation and Food Services | $249,200 | $250,852 | 30 | $9.4M | AI Deep Dive |
| Campus Clothing Company Inc. | Retail Trade | $249,040 | $251,026 | 17 | $5.1M | AI Deep Dive |
| Onofrio's Fresh Cut Inc. | Accommodation and Food Services | $246,735 | $247,959 | 46 | $8.2M | AI Deep Dive |
| Dow Cover Company, Incorporated | Manufacturing | $245,000 | $246,463 | 44 | $15.5M | AI Deep Dive |
| Al Amir LLC | Accommodation and Food Services | $244,947 | $0 | 12 | <$5M | AI Deep Dive |
| The New Haven Symphony Orchestra Incorporated | Arts, Entertainment, and Recreation | $244,527 | $246,802 | 88 | N/A | AI Deep Dive |
| Advanced Diagnostic Pain Treatment Center | Health Care and Social Assistance | $244,430 | $246,305 | 14 | <$5M | AI Deep Dive |
| Bachman & Lapointe, P.c. | Professional, Scientific, and Technical Services | $244,400 | $246,924 | 11 | <$5M | AI Deep Dive |