| Max the Chimney Sweep | Administrative and Support and Waste Management | $25,000 | $25,244 | 3 | <$5M |  AI Deep Dive |
| Friends of the Ansonia Nature Center INC | Arts, Entertainment, and Recreation | $25,000 | $24,083 | 5 | N/A | AI Deep Dive |
| Hillcrest Fuel | Wholesale Trade | $24,710 | $25,042 | 3 | <$5M | AI Deep Dive |
| Grohe Manufacturing Solutions LLC | Manufacturing | $24,557 | $24,736 | 4 | <$5M | AI Deep Dive |
| Wood-Fired LLC | Accommodation and Food Services | $24,500 | $24,613 | 15 | <$5M | AI Deep Dive |
| Friends of the Ansonia Nature Center INC | Educational Services | $23,964 | $24,212 | 3 | N/A | AI Deep Dive |
| Moon Star Asian Restaurant INC | Accommodation and Food Services | $23,793 | $24,112 | 4 | <$5M | AI Deep Dive |
| Roxana Jafarian DDS LLC | Health Care and Social Assistance | $23,783 | $24,113 | 4 | <$5M | AI Deep Dive |
| Reclaim Christian Church | Finance and Insurance | $23,613 | $23,829 | 4 | N/A | AI Deep Dive |
| Jc Electronic Technologies | Construction | $23,485 | $23,665 | 3 | <$5M | AI Deep Dive |
| Nestor Search Partners, LLC | Professional, Scientific, and Technical Services | $23,437 | $23,695 | 2 | <$5M | AI Deep Dive |
| Subway of 910 Wolcott Street, LLC | Accommodation and Food Services | $23,242 | $23,560 | 7 | <$5M | AI Deep Dive |
| Shapiro Music LLC | Retail Trade | $23,099 | $23,206 | 8 | <$5M | AI Deep Dive |
| Anil Patel Four, INC | Accommodation and Food Services | $22,750 | $23,016 | 7 | <$5M | AI Deep Dive |
| Lori Morello | Administrative and Support and Waste Management | $22,466 | $0 | 5 | <$5M | AI Deep Dive |
| Rosa Mina INC | Accommodation and Food Services | $22,050 | $22,235 | 5 | <$5M | AI Deep Dive |
| Casa of Jiu Jitsu | Educational Services | $21,868 | $0 | 1 | <$5M | AI Deep Dive |
| Aleksander Xhemo | Construction | $21,750 | $21,942 | 1 | <$5M | AI Deep Dive |
| Valley Motorsports Co. LLC | Retail Trade | $21,556 | $21,749 | 3 | <$5M | AI Deep Dive |
| Eric & Sly Subs LLC | Accommodation and Food Services | $21,360 | $21,504 | 6 | <$5M | AI Deep Dive |
| Palma Restaurant, LLC | Accommodation and Food Services | $21,346 | $18,934 | 7 | <$5M | AI Deep Dive |
| Christ Episcopal Church | Other Services (except Public Administration) | $21,297 | $21,404 | 3 | N/A | AI Deep Dive |
| Hovan Brothers Construction Group LLC | Construction | $21,105 | $21,362 | 2 | <$5M | AI Deep Dive |
| Vladimir Guillaume-Sam | Transportation and Warehousing | $20,833 | $20,969 | 1 | <$5M | AI Deep Dive |
| Nestor Search Partners LLC | Administrative and Support and Waste Management | $20,833 | $20,947 | 2 | <$5M | AI Deep Dive |