| Mozingo Trucking | Transportation and Warehousing | $47,635 | $47,917 | 10 | <$5M | AI Deep Dive |
| Dean Cutter Construction | Construction | $41,579 | $41,656 | 4 | <$5M | AI Deep Dive |
| Ripley Publishing Co INC | Information | $41,500 | $41,691 | 5 | <$5M | AI Deep Dive |
| Ripley Publishing Co INC | Retail Trade | $41,500 | $41,847 | 6 | <$5M | AI Deep Dive |
| Stenger Management Services, Inc. | Administrative and Support and Waste Management | $41,000 | $41,293 | 4 | <$5M | AI Deep Dive |
| Twisted Wrench LLC | Other Services (except Public Administration) | $39,000 | $39,203 | 3 | <$5M | AI Deep Dive |
| Historic Hoosier Hills R C & D Inc. | Other Services (except Public Administration) | $35,400 | $35,619 | 12 | N/A | AI Deep Dive |
| Rolling Pin Inc. | Accommodation and Food Services | $35,000 | $35,228 | 6 | <$5M | AI Deep Dive |
| Historic Hoosier Hills Rc&d INC | Other Services (except Public Administration) | $34,062 | $34,234 | 14 | N/A | AI Deep Dive |
| Pollard's Bowl & Lounge Inc. | Arts, Entertainment, and Recreation | $33,600 | $33,748 | 10 | <$5M | AI Deep Dive |
| Grand Tanglewood Farms INC | Agriculture, Forestry, Fishing and Hunting | $32,743 | $32,868 | 2 | <$5M | AI Deep Dive |
| Lynn Fledderman LLC | Professional, Scientific, and Technical Services | $30,140 | $30,338 | 4 | <$5M | AI Deep Dive |
| Jeffrey Hafft | Construction | $30,000 | $30,135 | 1 | <$5M | AI Deep Dive |
| Jeffrey K Hafft Constracting and Construction | Construction | $27,000 | $27,306 | 4 | <$5M | AI Deep Dive |
| Pollard's Bowl & Lounge, Inc. | Arts, Entertainment, and Recreation | $26,100 | $26,257 | 11 | <$5M | AI Deep Dive |
| Christian International Family Worship Center Inc. | Other Services (except Public Administration) | $25,436 | $25,637 | 8 | N/A | AI Deep Dive |
| Gilpin Monument Incorporated | Manufacturing | $25,387 | $25,538 | 5 | <$5M | AI Deep Dive |
| Lynn Fledderman LLC | Professional, Scientific, and Technical Services | $24,900 | $25,160 | 4 | <$5M | AI Deep Dive |
| Holman Excavating LLC | Construction | $24,602 | $24,694 | 9 | <$5M | AI Deep Dive |
| Southeastern Water Systems LLC | Administrative and Support and Waste Management | $24,600 | $24,703 | 1 | <$5M | AI Deep Dive |
| Tyson Library Association INC | Information | $23,800 | $23,908 | 7 | N/A | AI Deep Dive |
| Jolly Bros Farm LLC | Agriculture, Forestry, Fishing and Hunting | $23,500 | $23,712 | 3 | <$5M | AI Deep Dive |
| Jolly Bros Farms LLC | Agriculture, Forestry, Fishing and Hunting | $21,205 | $21,315 | 7 | <$5M | AI Deep Dive |
| Frank Elsen | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,977 | 1 | <$5M | AI Deep Dive |
| Grover Prather | Agriculture, Forestry, Fishing and Hunting | $20,833 | $21,014 | 1 | <$5M | AI Deep Dive |