| Woodson Bend Property Owners Association, Inc. | Real Estate and Rental and Leasing | $213,000 | $231,674 | 28 | N/A | AI Deep Dive |
| Tri-B, Inc. | Transportation and Warehousing | $175,597 | $176,582 | 17 | <$5M | AI Deep Dive |
| Cumberland Millwork & Supply, INC | Construction | $137,680 | $138,556 | 27 | $30.8M | AI Deep Dive |
| Lake Cumberland Woodworks, Inc. | Manufacturing | $124,973 | $125,709 | 25 | $6.5M | AI Deep Dive |
| Keith's Electrical Service Inc. | Construction | $62,208 | $62,612 | 10 | <$5M | AI Deep Dive |
| All Boats Service Center, Inc. | Retail Trade | $59,415 | $59,791 | 13 | <$5M | AI Deep Dive |
| Lake Cumberland Outdoors, Inc. | Retail Trade | $58,400 | $58,943 | 14 | <$5M | AI Deep Dive |
| Hilltop Marine LLC | Retail Trade | $55,400 | $55,834 | 6 | <$5M | AI Deep Dive |
| Hilltop Marine LLC | Retail Trade | $55,100 | $55,432 | 8 | <$5M | AI Deep Dive |
| Weaver Lawn Care, INC | Administrative and Support and Waste Management | $41,210 | $41,476 | 6 | <$5M | AI Deep Dive |
| Architectural Cabinetry and Casework, Inc. | Wholesale Trade | $31,410 | $31,605 | 5 | <$5M | AI Deep Dive |
| Jd Land Surveying LLC | Real Estate and Rental and Leasing | $25,077 | $25,214 | 4 | <$5M | AI Deep Dive |
| Jd Land Surveying LLC | Real Estate and Rental and Leasing | $25,077 | $25,221 | 4 | <$5M | AI Deep Dive |
| Bruce Dobbs | Transportation and Warehousing | $20,833 | $20,907 | 1 | <$5M | AI Deep Dive |
| Michael Eldridge | Manufacturing | $20,631 | $20,684 | 1 | <$5M | AI Deep Dive |
| Gregory Sales Corporation | Wholesale Trade | $20,000 | $20,185 | 3 | <$5M | AI Deep Dive |
| Terry Taylor | Retail Trade | $20,000 | $20,038 | 1 | <$5M | AI Deep Dive |
| Paula Gibson | Health Care and Social Assistance | $16,979 | $17,026 | 1 | <$5M | AI Deep Dive |
| Emmett Wolfe | Transportation and Warehousing | $13,000 | $13,094 | 1 | <$5M | AI Deep Dive |
| Rick Chappell | Wholesale Trade | $12,160 | $12,219 | 1 | <$5M | AI Deep Dive |
| Idle Time Marine Limited Liability Company | Retail Trade | $10,755 | $10,825 | 3 | <$5M | AI Deep Dive |
| Agt Enterprises INC | Professional, Scientific, and Technical Services | $10,741 | $10,794 | 2 | <$5M | AI Deep Dive |
| Sam Morgan | Construction | $9,164 | $9,207 | 1 | <$5M | AI Deep Dive |
| James Wilson | Professional, Scientific, and Technical Services | $7,293 | $7,320 | 1 | <$5M | AI Deep Dive |
| Dudley Golf LLC | Arts, Entertainment, and Recreation | $6,249 | $6,266 | 4 | <$5M | AI Deep Dive |