| Kritsch Farms Service, LLC | Other Services (except Public Administration) | $35,200 | $35,431 | 5 | <$5M | AI Deep Dive |
| James Martin | Retail Trade | $33,587 | $33,807 | 5 | <$5M | AI Deep Dive |
| Winchester First Church of the Nazarene INC | Educational Services | $31,000 | $31,278 | 14 | N/A | AI Deep Dive |
| Rippy Trips Inc. | Administrative and Support and Waste Management | $30,922 | $31,056 | 2 | <$5M | AI Deep Dive |
| Community Foundation of Randolph County | Other Services (except Public Administration) | $29,604 | $29,739 | 3 | N/A | AI Deep Dive |
| Winchester First Church of the Nazarene INC | Educational Services | $28,600 | $28,868 | 14 | N/A | AI Deep Dive |
| Kurt Owens | Agriculture, Forestry, Fishing and Hunting | $28,333 | $28,412 | 1 | <$5M | AI Deep Dive |
| Kurt a Owens | Agriculture, Forestry, Fishing and Hunting | $28,300 | $28,440 | 2 | <$5M | AI Deep Dive |
| Troy Prescott | Agriculture, Forestry, Fishing and Hunting | $27,868 | $27,963 | 1 | <$5M | AI Deep Dive |
| K Prescott Farms LLC | Agriculture, Forestry, Fishing and Hunting | $27,298 | $27,457 | 2 | <$5M | AI Deep Dive |
| Brent M Brumfield | Transportation and Warehousing | $26,901 | $27,236 | 1 | <$5M | AI Deep Dive |
| Community Foundation of Randolph County INC | Health Care and Social Assistance | $26,900 | $27,151 | 3 | N/A | AI Deep Dive |
| Richard L. Fisher Farms LLC | Agriculture, Forestry, Fishing and Hunting | $26,687 | $26,824 | 2 | <$5M | AI Deep Dive |
| Gregory Chalfant | Agriculture, Forestry, Fishing and Hunting | $26,354 | $26,505 | 1 | <$5M | AI Deep Dive |
| First Church of the Nazarene Inc. Winchester Indiana | Other Services (except Public Administration) | $26,015 | $26,274 | 7 | N/A | AI Deep Dive |
| Winchester First Church of Nazarene INC | Other Services (except Public Administration) | $26,000 | $26,214 | 7 | N/A | AI Deep Dive |
| Shawn Faddis | Administrative and Support and Waste Management | $25,476 | $25,720 | 4 | <$5M | AI Deep Dive |
| Jason Welch | Professional, Scientific, and Technical Services | $25,193 | $25,287 | 2 | <$5M | AI Deep Dive |
| Cwd LLC | Agriculture, Forestry, Fishing and Hunting | $24,400 | $24,528 | 5 | <$5M | AI Deep Dive |
| Cwd LLC | Manufacturing | $24,400 | $24,495 | 4 | <$5M | AI Deep Dive |
| Jonathan Peacock | Transportation and Warehousing | $24,078 | $24,350 | 4 | <$5M | AI Deep Dive |
| Gabrial Sickels | Agriculture, Forestry, Fishing and Hunting | $23,900 | $23,964 | 4 | <$5M | AI Deep Dive |
| Jonathan Peacock | Agriculture, Forestry, Fishing and Hunting | $23,650 | $23,918 | 1 | <$5M | AI Deep Dive |
| Ned a Sickels | Agriculture, Forestry, Fishing and Hunting | $23,540 | $23,710 | 1 | <$5M | AI Deep Dive |
| Deerfield Welding, LLC | Manufacturing | $22,955 | $23,109 | 5 | <$5M | AI Deep Dive |