| Sharon Dental Associates LLC | Health Care and Social Assistance | $55,495 | $55,785 | 7 | <$5M | AI Deep Dive |
| Comsewogue INC | Wholesale Trade | $54,300 | $54,634 | 6 | <$5M | AI Deep Dive |
| Mckenzie Becker & Stevens INC | Finance and Insurance | $45,967 | $46,351 | 7 | <$5M | AI Deep Dive |
| Applewood Tree Care LLC | Agriculture, Forestry, Fishing and Hunting | $45,793 | $46,211 | 5 | <$5M | AI Deep Dive |
| The Hotchkiss Library of Sharon INC | Information | $45,347 | $45,772 | 4 | N/A | AI Deep Dive |
| Judge Manning Horse Transportation, Inc. | Transportation and Warehousing | $45,000 | $45,258 | 2 | <$5M | AI Deep Dive |
| Sharon Country Inn LLC | Accommodation and Food Services | $44,937 | $45,268 | 5 | <$5M | AI Deep Dive |
| Lion Rock Farm, LLC | Agriculture, Forestry, Fishing and Hunting | $44,835 | $45,206 | 4 | <$5M | AI Deep Dive |
| Whetstone Builders Inc. | Construction | $44,695 | $45,338 | 3 | <$5M | AI Deep Dive |
| Whetstone Builders, Inc. | Construction | $44,695 | $45,300 | 3 | <$5M | AI Deep Dive |
| Martin T. Nweeia, Dds, LLC | Real Estate and Rental and Leasing | $42,600 | $42,987 | 4 | <$5M | AI Deep Dive |
| Hotchkiss Library of Sharon INC | Information | $42,328 | $42,694 | 3 | N/A | AI Deep Dive |
| Carl Marshall | Retail Trade | $42,123 | $42,359 | 3 | <$5M | AI Deep Dive |
| Robert Wilbur | Agriculture, Forestry, Fishing and Hunting | $41,668 | $41,971 | 2 | <$5M | AI Deep Dive |
| Tri-State Center for the Arts | Arts, Entertainment, and Recreation | $39,565 | $39,829 | 3 | N/A | AI Deep Dive |
| All-Star Storage-Torrington, LLC | Real Estate and Rental and Leasing | $38,500 | $38,759 | 6 | <$5M | AI Deep Dive |
| Carl Marshall | Manufacturing | $38,478 | $38,753 | 2 | <$5M | AI Deep Dive |
| Armen Babigian | Health Care and Social Assistance | $36,405 | $36,696 | 3 | <$5M | AI Deep Dive |
| Danica LLC | Health Care and Social Assistance | $35,015 | $26,705 | 2 | <$5M | AI Deep Dive |
| Sharon Dental Associates | Health Care and Social Assistance | $34,960 | $35,253 | 6 | <$5M | AI Deep Dive |
| Cora Ginsburg LLC | Retail Trade | $33,877 | $34,032 | 3 | <$5M | AI Deep Dive |
| Kindred Property Care LLC | Construction | $33,848 | $34,201 | 5 | <$5M | AI Deep Dive |
| Michael Parker M.d. | Health Care and Social Assistance | $33,270 | $33,542 | 2 | <$5M | AI Deep Dive |
| Sharon Country Inn | Accommodation and Food Services | $32,099 | $32,524 | 6 | <$5M | AI Deep Dive |
| Tri-State Center for the Arts | Arts, Entertainment, and Recreation | $31,340 | $31,534 | 3 | N/A | AI Deep Dive |