| Harlan Medical Center Pharmacy, Inc. | Retail Trade | $77,200 | $77,875 | 7 | <$5M | AI Deep Dive |
| Ash Mountain INC | Construction | $76,070 | $76,554 | 9 | <$5M | AI Deep Dive |
| H & a Counseling Associates | Health Care and Social Assistance | $71,462 | $71,781 | 8 | <$5M | AI Deep Dive |
| Dan F. Partin Attorney at Law | Professional, Scientific, and Technical Services | $70,202 | $70,652 | 8 | <$5M | AI Deep Dive |
| Harris Insurance Agency, Inc. | Finance and Insurance | $67,269 | $67,128 | 5 | <$5M | AI Deep Dive |
| Kitts Creek Forestry Products, LLC | Manufacturing | $66,249 | $67,057 | 12 | $11.9M | AI Deep Dive |
| Kitts Creek Forestry Products LLC | Manufacturing | $66,249 | $66,589 | 12 | $11.9M | AI Deep Dive |
| Ben's Petroleum, LLC | Retail Trade | $62,500 | $63,178 | 13 | <$5M | AI Deep Dive |
| Harlan Dental Clinic, Psc | Health Care and Social Assistance | $52,064 | $52,403 | 7 | <$5M | AI Deep Dive |
| Harlan Dental Clinic, Psc | Health Care and Social Assistance | $51,895 | $52,401 | 7 | <$5M | AI Deep Dive |
| Ash Mountain, Inc. | Construction | $51,203 | $51,622 | 8 | <$5M | AI Deep Dive |
| Harlan County Boys and Girls Club, Inc. | Health Care and Social Assistance | $50,974 | $51,625 | 8 | N/A | AI Deep Dive |
| Harris Insurance Agency Inc. | Finance and Insurance | $47,143 | $47,327 | 5 | <$5M | AI Deep Dive |
| Otis Doan, Jr., Attorney at Law, P.s.c. | Professional, Scientific, and Technical Services | $46,718 | $46,991 | 6 | <$5M | AI Deep Dive |
| Mountain Medical Enterprises, Pllc | Health Care and Social Assistance | $42,930 | $43,655 | 2 | <$5M | AI Deep Dive |
| Samp One LLC | Accommodation and Food Services | $41,800 | $42,122 | 10 | <$5M | AI Deep Dive |
| Eastern Broadcasting, INC | Information | $39,405 | $39,790 | 5 | <$5M | AI Deep Dive |
| Ferro Coals, Inc. | Mining, Quarrying, and Oil and Gas Extraction | $36,833 | $37,167 | 3 | <$5M | AI Deep Dive |
| Roger K. Fannin Insurance INC | Finance and Insurance | $35,088 | $35,385 | 6 | <$5M | AI Deep Dive |
| Coap INC | Construction | $35,000 | $35,216 | 4 | N/A | AI Deep Dive |
| Harlan County Community Action Agency, Inc. | Health Care and Social Assistance | $34,388 | $34,568 | 40 | N/A | AI Deep Dive |
| Holiday Apartments Company | Real Estate and Rental and Leasing | $34,363 | $34,737 | 4 | <$5M | AI Deep Dive |
| Eastern Broadcasting Co. Inc. | Information | $33,876 | $34,078 | 5 | <$5M | AI Deep Dive |
| The Shirt Shack, INC | Manufacturing | $33,187 | $33,367 | 5 | <$5M | AI Deep Dive |
| Sanctuary Sound, Inc. | Retail Trade | $32,100 | $32,376 | 5 | <$5M | AI Deep Dive |