| Marengo LLC | Transportation and Warehousing | $226,400 | $227,953 | 36 | $9.1M | AI Deep Dive |
| Southern Indiana Recreation LLC | Arts, Entertainment, and Recreation | $83,275 | $84,041 | 19 | <$5M | AI Deep Dive |
| Southern Indiana Recreation LLC | Arts, Entertainment, and Recreation | $76,700 | $77,669 | 19 | <$5M | AI Deep Dive |
| Jon Howerton Construction | Construction | $45,550 | $45,716 | 4 | <$5M | AI Deep Dive |
| Gabhart Logging LLC | Agriculture, Forestry, Fishing and Hunting | $41,104 | $41,309 | 2 | <$5M | AI Deep Dive |
| Jon Howerton Construction, LLC | Construction | $36,200 | $36,444 | 4 | <$5M | AI Deep Dive |
| Eastern Red Cedar Products | Manufacturing | $32,900 | $33,139 | 7 | $6.9M | AI Deep Dive |
| Community Foundation of Crawford County Incorporated | Other Services (except Public Administration) | $21,990 | $22,080 | 2 | <$5M | AI Deep Dive |
| Ernie R Walton | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,867 | 1 | <$5M | AI Deep Dive |
| Natasha Blair | Professional, Scientific, and Technical Services | $19,347 | $19,524 | 3 | <$5M | AI Deep Dive |
| Community Foundation of Crawford County, INC | Other Services (except Public Administration) | $17,100 | $17,229 | 2 | <$5M | AI Deep Dive |
| Shree Rang | Retail Trade | $15,682 | $15,788 | 10 | <$5M | AI Deep Dive |
| Linda C Key | Agriculture, Forestry, Fishing and Hunting | $15,354 | $15,413 | 1 | <$5M | AI Deep Dive |
| Jackie L Patton | Construction | $15,329 | $15,417 | 1 | <$5M | AI Deep Dive |
| George E Key | Agriculture, Forestry, Fishing and Hunting | $14,178 | $14,232 | 1 | <$5M | AI Deep Dive |
| Natasha Blair | Professional, Scientific, and Technical Services | $11,379 | $11,508 | 3 | <$5M | AI Deep Dive |
| Giving Recovery a Chance Everyday | Real Estate and Rental and Leasing | $10,802 | $10,927 | 2 | N/A | AI Deep Dive |
| Shawn Schooler | Other Services (except Public Administration) | $9,605 | $9,644 | 1 | <$5M | AI Deep Dive |
| Richard D Pennington | Transportation and Warehousing | $8,745 | $8,808 | 1 | <$5M | AI Deep Dive |
| Richard D Pennington | Transportation and Warehousing | $7,746 | $7,789 | 1 | <$5M | AI Deep Dive |
| Delaine a King | Transportation and Warehousing | $7,665 | $7,740 | 1 | <$5M | AI Deep Dive |
| The Skin Fix LLC | Other Services (except Public Administration) | $4,700 | $15,884 | 1 | <$5M | AI Deep Dive |
| Larry Miller | Agriculture, Forestry, Fishing and Hunting | $3,630 | $3,637 | 1 | <$5M | AI Deep Dive |
| Mitchells Auto Repair | Other Services (except Public Administration) | $2,500 | $2,513 | 1 | <$5M | AI Deep Dive |
| Robb Mitchell | Other Services (except Public Administration) | $2,500 | $2,510 | 1 | <$5M | AI Deep Dive |