| Inplast Industries Usa, LLC | Manufacturing | $4,145,000 | $4,194,855 | 496 | $129.9M | Research |
| Grayson County Hospital Foundation | Health Care and Social Assistance | $3,731,400 | $3,578,326 | 459 | N/A | Research |
| Homeland, INC | Real Estate and Rental and Leasing | $983,700 | $995,368 | 165 | $23.9M | Research |
| U D Contracting INC | Construction | $712,927 | $719,470 | 57 | $64.9M | Research |
| Site-Safe Products, LLC | Manufacturing | $483,800 | $486,610 | 31 | $8.1M | Research |
| Clayton Watkins Construction Co., INC | Construction | $461,500 | $464,782 | 46 | $14.0M | Research |
| Leitchfield Pediatric Clinic Psc | Health Care and Social Assistance | $445,800 | $330,252 | 35 | $11.0M | Research |
| Leitchfield Ky Opco LLC | Health Care and Social Assistance | $409,422 | $0 | 53 | $9.0M | Research |
| T&t Construction Enterprises | Construction | $400,300 | $403,925 | 28 | $8.5M | Research |
| Early Intervention and Consultation Services, LLC | Health Care and Social Assistance | $246,500 | $326,696 | 25 | $7.8M | Research |
| Teewinot Enterprises, LLC | Accommodation and Food Services | $229,800 | $231,421 | 78 | $13.8M | Research |
| Future Designs, Inc. | Retail Trade | $229,500 | $230,813 | 32 | $6.6M | Research |
| Busche Industries Co | Agriculture, Forestry, Fishing and Hunting | $227,500 | $229,513 | 26 | <$5M | Research |
| A & a Holdings, LLC | Finance and Insurance | $221,100 | $223,108 | 23 | $10.1M | Research |
| Busche Industries Co | Manufacturing | $220,000 | $222,110 | 26 | $6.4M | Research |
| Byrd Tool Corp. | Manufacturing | $214,400 | $217,372 | 28 | $6.8M | Research |
| Grayson County Water District | Utilities | $212,000 | $214,035 | 19 | N/A | Research |
| A & a Holdings LLC | Finance and Insurance | $200,200 | $201,574 | 16 | $7.0M | Research |
| Jw Perry Lumber LLC | Manufacturing | $193,100 | $193,872 | 21 | $20.8M | Research |
| Abney Amstutz Eye Centers, Pllc | Health Care and Social Assistance | $178,800 | $179,868 | 20 | <$5M | Research |
| Embry Merritt Shaffar Womack, Pllc | Professional, Scientific, and Technical Services | $173,700 | $175,413 | 17 | <$5M | Research |
| J W Perry Lumber LLC | Manufacturing | $167,400 | $168,344 | 15 | $14.9M | Research |
| Grayson Co Ems INC | Health Care and Social Assistance | $163,400 | $175,320 | 36 | $5.8M | Research |
| Cambry Contracting INC | Construction | $142,432 | $143,134 | 9 | <$5M | Research |
| Renegade Bass Tournaments, INC | Wholesale Trade | $126,700 | $127,397 | 19 | $5.8M | Research |