| George Noujaim | Accommodation and Food Services | $48,300 | $48,971 | 6 | <$5M | AI Deep Dive |
| East Coast Assistance Dogs INC | Agriculture, Forestry, Fishing and Hunting | $48,000 | $48,268 | 19 | N/A | AI Deep Dive |
| Sports America | Arts, Entertainment, and Recreation | $47,986 | $48,413 | 33 | $5.4M | AI Deep Dive |
| B & D Landscaping and Lawn Maintenance LLC | Construction | $47,400 | $47,627 | 7 | <$5M | AI Deep Dive |
| Winsted Centerless Grinding Co., Inc. | Manufacturing | $47,200 | $47,505 | 6 | <$5M | AI Deep Dive |
| Kent Pizza of Winsted, Corp. | Accommodation and Food Services | $46,100 | $46,684 | 5 | <$5M | AI Deep Dive |
| Goulet Glass INC | Retail Trade | $45,000 | $45,345 | 4 | <$5M | AI Deep Dive |
| Patriot Industrial Products, Inc. | Wholesale Trade | $44,407 | $44,802 | 5 | <$5M | AI Deep Dive |
| Law Office of Ellen C Marino | Professional, Scientific, and Technical Services | $44,050 | $44,557 | 4 | <$5M | AI Deep Dive |
| Fox-Rich Textiles, Incorporated | Wholesale Trade | $43,839 | $44,041 | 4 | <$5M | AI Deep Dive |
| Joseph Onion Electric LLC | Wholesale Trade | $43,600 | $43,814 | 4 | <$5M | AI Deep Dive |
| Beardsley and Memorial Library | Information | $42,900 | $43,133 | 12 | N/A | AI Deep Dive |
| B & D Landscaping Lawn Maintenance, LLC | Administrative and Support and Waste Management | $40,800 | $41,182 | 7 | <$5M | AI Deep Dive |
| J&g Machining Co.,inc. | Manufacturing | $39,200 | $39,470 | 6 | <$5M | AI Deep Dive |
| American Mural Project INC | Arts, Entertainment, and Recreation | $38,600 | $38,825 | 4 | N/A | AI Deep Dive |
| Stew Jones Restoration & Repair INC | Other Services (except Public Administration) | $38,500 | $36,708 | 3 | <$5M | AI Deep Dive |
| Winsted Centerless Grinding Co. INC | Manufacturing | $38,266 | $38,413 | 6 | <$5M | AI Deep Dive |
| Layson INC | Retail Trade | $37,500 | $37,667 | 10 | <$5M | AI Deep Dive |
| Narragansett Screw | Manufacturing | $35,796 | $35,930 | 6 | <$5M | AI Deep Dive |
| Bowen Agency, LLC | Finance and Insurance | $35,390 | $35,727 | 4 | <$5M | AI Deep Dive |
| Stew Jones Restoration & Repair INC | Retail Trade | $35,015 | $35,127 | 3 | <$5M | AI Deep Dive |
| Patsy Renzullo | Professional, Scientific, and Technical Services | $35,000 | $35,189 | 2 | <$5M | AI Deep Dive |
| Winsted Internal Medicine Associates, P C | Other Services (except Public Administration) | $34,970 | $35,348 | 6 | <$5M | AI Deep Dive |
| Ignadis INC | Accommodation and Food Services | $34,300 | $34,709 | 12 | <$5M | AI Deep Dive |
| Reed Technical Associates, LLC | Professional, Scientific, and Technical Services | $32,740 | $33,004 | 2 | <$5M | AI Deep Dive |