| River Valley Farms | Agriculture, Forestry, Fishing and Hunting | $34,100 | $34,324 | 3 | <$5M | AI Deep Dive |
| Brady Rainwater Dirt Farms | Construction | $33,831 | $34,252 | 8 | <$5M | AI Deep Dive |
| Michael Conzemius | Transportation and Warehousing | $33,532 | $33,736 | 2 | <$5M | AI Deep Dive |
| Pytel Associates Income Tax & Accounting Service LLC | Finance and Insurance | $32,200 | $32,538 | 4 | <$5M | AI Deep Dive |
| Wilkin County Developmental Achievement Center, Inc. | Educational Services | $31,994 | $32,234 | 27 | N/A | AI Deep Dive |
| Takco INC | Agriculture, Forestry, Fishing and Hunting | $31,752 | $31,948 | 2 | <$5M | AI Deep Dive |
| Jeremy Tischer | Agriculture, Forestry, Fishing and Hunting | $31,700 | $54,001 | 2 | <$5M | AI Deep Dive |
| M & M Contractors LLC | Construction | $30,438 | $30,609 | 2 | <$5M | AI Deep Dive |
| Jay Vagts | Agriculture, Forestry, Fishing and Hunting | $30,015 | $30,313 | 7 | <$5M | AI Deep Dive |
| Triple J Ranch INC | Agriculture, Forestry, Fishing and Hunting | $28,210 | $28,477 | 5 | <$5M | AI Deep Dive |
| Krump Construction Inc. | Construction | $28,000 | $28,285 | 7 | <$5M | AI Deep Dive |
| Takco, INC | Agriculture, Forestry, Fishing and Hunting | $27,000 | $27,274 | 15 | <$5M | AI Deep Dive |
| Troy Dohman | Agriculture, Forestry, Fishing and Hunting | $25,450 | $32,529 | 4 | <$5M | AI Deep Dive |
| Twin Town Taxi | Transportation and Warehousing | $25,000 | $5,509 | 9 | $8.7M | AI Deep Dive |
| Robert & Darlene Yaggie Farms | Agriculture, Forestry, Fishing and Hunting | $24,667 | $24,791 | 7 | <$5M | AI Deep Dive |
| Curtis Hought | Agriculture, Forestry, Fishing and Hunting | $22,822 | $23,101 | 2 | <$5M | AI Deep Dive |
| Jake Barton Farms LLC | Agriculture, Forestry, Fishing and Hunting | $22,805 | $22,991 | 2 | <$5M | AI Deep Dive |
| Joel G Maack Ltd | Agriculture, Forestry, Fishing and Hunting | $22,776 | $22,887 | 6 | <$5M | AI Deep Dive |
| Joel G Maack Ltd | Agriculture, Forestry, Fishing and Hunting | $22,775 | $22,953 | 4 | <$5M | AI Deep Dive |
| Bruce Yaggie Farms INC | Agriculture, Forestry, Fishing and Hunting | $22,395 | $22,510 | 7 | <$5M | AI Deep Dive |
| Bruce Yaggie Farms INC | Agriculture, Forestry, Fishing and Hunting | $22,300 | $22,527 | 7 | <$5M | AI Deep Dive |
| Solutions Counseling Services INC | Health Care and Social Assistance | $21,300 | $21,484 | 5 | <$5M | AI Deep Dive |
| Jordan Nordick | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,916 | 1 | <$5M | AI Deep Dive |
| Manning Trucking LLC | Transportation and Warehousing | $20,833 | $20,907 | 1 | <$5M | AI Deep Dive |
| Jordan Nordick | Agriculture, Forestry, Fishing and Hunting | $20,833 | $20,921 | 1 | <$5M | AI Deep Dive |