| The Winchester Opera House, Inc. | Arts, Entertainment, and Recreation | $80,000 | $80,642 | 64 | $16.8M |  AI Deep Dive |
| H & H Leasing, Inc. | Health Care and Social Assistance | $79,600 | $80,434 | 16 | <$5M | AI Deep Dive |
| Winchester Feed Co, Inc. | Wholesale Trade | $79,300 | $80,010 | 19 | <$5M | AI Deep Dive |
| Southern States Clark Cooperative, Incorporated | Retail Trade | $78,900 | $79,419 | 9 | <$5M | AI Deep Dive |
| Clark Emergency Physicians, Pllc. | Health Care and Social Assistance | $76,400 | $76,960 | 11 | <$5M | AI Deep Dive |
| Brashear Company, INC | Construction | $75,257 | $75,575 | 10 | <$5M | AI Deep Dive |
| Kinmar, LLC | Professional, Scientific, and Technical Services | $75,000 | $75,982 | 6 | <$5M | AI Deep Dive |
| Sharrock Strength and Rehab LLC | Retail Trade | $74,900 | $75,614 | 7 | <$5M | AI Deep Dive |
| Winchester Family Dentistry Pllc | Health Care and Social Assistance | $74,400 | $75,185 | 14 | <$5M | AI Deep Dive |
| Thompson Catering & Special Events, Inc. | Accommodation and Food Services | $73,700 | $74,483 | 8 | <$5M | AI Deep Dive |
| Winchester Family Practice, P.s.c. | Health Care and Social Assistance | $72,800 | $73,457 | 8 | <$5M | AI Deep Dive |
| Kentucky Steel Buildings, Panels & Supplies, LLC | Manufacturing | $72,200 | $72,960 | 6 | <$5M | AI Deep Dive |
| Eastern Kentucky Recovery LLC | Professional, Scientific, and Technical Services | $72,000 | $72,901 | 9 | <$5M | AI Deep Dive |
| Brashear Company, INC | Construction | $71,600 | $71,996 | 11 | <$5M | AI Deep Dive |
| Key-Way, LLC | Transportation and Warehousing | $70,300 | $71,144 | 17 | <$5M | AI Deep Dive |
| Dmh Construction, Inc. | Construction | $70,300 | $71,128 | 8 | <$5M | AI Deep Dive |
| Dmh Construction INC | Construction | $70,200 | $70,739 | 12 | <$5M | AI Deep Dive |
| Get Enterprises, INC | Accommodation and Food Services | $70,199 | $70,759 | 22 | <$5M | AI Deep Dive |
| Sta, Inc. | Accommodation and Food Services | $70,000 | $70,593 | 20 | <$5M | AI Deep Dive |
| Stang Plumbing Inc. | Construction | $66,900 | $67,348 | 8 | <$5M | AI Deep Dive |
| Watson Building INC | Construction | $66,507 | $66,828 | 10 | $11.4M | AI Deep Dive |
| Watson Building, Inc. | Construction | $66,500 | $66,975 | 12 | $13.7M | AI Deep Dive |
| Professional Solutions Property Management, Inc. | Real Estate and Rental and Leasing | $65,117 | $65,918 | 6 | <$5M | AI Deep Dive |
| Grace Baptist Church INC of Winchester Ky | Other Services (except Public Administration) | $62,800 | $63,259 | 8 | N/A | AI Deep Dive |
| Daniel Ewen | Health Care and Social Assistance | $62,640 | $63,287 | 6 | <$5M | AI Deep Dive |