| Windham County 4-H Foundation, Inc. | Educational Services | $46,900 | $47,250 | 45 | N/A |  AI Deep Dive |
| Common Sense Payroll LLC | Professional, Scientific, and Technical Services | $46,600 | $46,997 | 3 | <$5M | AI Deep Dive |
| Schlehofer Painting Inc. | Construction | $46,231 | $46,897 | 7 | <$5M | AI Deep Dive |
| Pomfret Small Animal Clinic | Professional, Scientific, and Technical Services | $43,600 | $43,991 | 6 | <$5M | AI Deep Dive |
| John R. Kashmanian, Dmd P.c. | Health Care and Social Assistance | $41,600 | $42,073 | 5 | <$5M | AI Deep Dive |
| Higgins & Sons Oil Service | Mining, Quarrying, and Oil and Gas Extraction | $40,143 | $40,440 | 5 | <$5M | AI Deep Dive |
| Schlehofer Painting Inc. | Construction | $36,400 | $36,681 | 6 | <$5M | AI Deep Dive |
| Tomeo Sills, LLC | Professional, Scientific, and Technical Services | $34,987 | $77,311 | 6 | <$5M | AI Deep Dive |
| Hilltop Contractors LLC | Construction | $34,500 | $34,733 | 4 | <$5M | AI Deep Dive |
| Qcfp LLC | Health Care and Social Assistance | $33,700 | $33,809 | 2 | <$5M | AI Deep Dive |
| Millette Enterprises LLC | Construction | $32,948 | $33,113 | 4 | <$5M | AI Deep Dive |
| David Santos | Administrative and Support and Waste Management | $30,702 | $31,002 | 4 | <$5M | AI Deep Dive |
| Longmeadow Automotive | Retail Trade | $26,200 | $26,391 | 4 | <$5M | AI Deep Dive |
| Glass House, LLC | Construction | $25,900 | $26,084 | 1 | <$5M | AI Deep Dive |
| David Electric INC | Construction | $25,810 | $25,957 | 3 | <$5M | AI Deep Dive |
| David Electric, Inc. | Construction | $25,237 | $25,453 | 3 | <$5M | AI Deep Dive |
| Wright Cross, LLC | Professional, Scientific, and Technical Services | $24,500 | $21,108 | 2 | <$5M | AI Deep Dive |
| Jericho Construction LLC | Construction | $23,855 | $24,120 | 2 | <$5M | AI Deep Dive |
| Lawns- N- More | Professional, Scientific, and Technical Services | $22,200 | $22,397 | 3 | <$5M | AI Deep Dive |
| Hilltop Contractors, LLC | Construction | $21,200 | $21,318 | 4 | <$5M | AI Deep Dive |
| Rollinson Associates | Retail Trade | $20,833 | $20,939 | 1 | <$5M | AI Deep Dive |
| Steven Wedegis | Finance and Insurance | $20,833 | $20,949 | 1 | <$5M | AI Deep Dive |
| Coresmart Interactive LLC | Professional, Scientific, and Technical Services | $20,833 | $20,951 | 1 | <$5M | AI Deep Dive |
| Wright Cross LLC | Professional, Scientific, and Technical Services | $20,833 | $20,959 | 1 | <$5M | AI Deep Dive |
| Thomas Bobrowski | Wholesale Trade | $20,833 | $20,933 | 1 | <$5M | AI Deep Dive |