| Monona County Mutual Association | Finance and Insurance | $40,400 | $40,649 | 5 | <$5M |  AI Deep Dive |
| Bradley Properties LLC | Administrative and Support and Waste Management | $40,170 | $40,554 | 14 | <$5M | AI Deep Dive |
| Struble Agronomy LLC | Wholesale Trade | $39,697 | $39,864 | 5 | <$5M | AI Deep Dive |
| Struble Agronomy LLC | Agriculture, Forestry, Fishing and Hunting | $38,800 | $39,073 | 9 | <$5M | AI Deep Dive |
| Maddie Brown, CPA | Professional, Scientific, and Technical Services | $38,700 | $39,070 | 5 | <$5M | AI Deep Dive |
| Frannie's Cafe, LLC | Accommodation and Food Services | $38,100 | $38,358 | 6 | <$5M | AI Deep Dive |
| Jill Hausman | Agriculture, Forestry, Fishing and Hunting | $37,767 | $37,958 | 3 | <$5M | AI Deep Dive |
| Charles Bentley Farms Inc. | Agriculture, Forestry, Fishing and Hunting | $37,700 | $37,816 | 4 | <$5M | AI Deep Dive |
| Hardison Greyhounds LLC | Management of Companies and Enterprises | $35,888 | $36,124 | 2 | <$5M | AI Deep Dive |
| Heine Richards Irrigation & Electric LLC | Agriculture, Forestry, Fishing and Hunting | $35,566 | $35,747 | 7 | <$5M | AI Deep Dive |
| Marvin Hausman | Agriculture, Forestry, Fishing and Hunting | $35,370 | $35,549 | 2 | <$5M | AI Deep Dive |
| Jeffrey Miller | Agriculture, Forestry, Fishing and Hunting | $31,661 | $31,775 | 2 | <$5M | AI Deep Dive |
| Rodman Supply Company, LLC | Wholesale Trade | $31,462 | $31,675 | 3 | <$5M | AI Deep Dive |
| Heine Richards Irrigation & Electric, LLC | Utilities | $30,882 | $31,072 | 5 | N/A | AI Deep Dive |
| Storm Heating & Cooling LLC | Construction | $30,002 | $30,178 | 4 | <$5M | AI Deep Dive |
| Zachary Terry | Real Estate and Rental and Leasing | $29,777 | $29,991 | 2 | <$5M | AI Deep Dive |
| Brent Miller | Agriculture, Forestry, Fishing and Hunting | $28,492 | $28,621 | 3 | <$5M | AI Deep Dive |
| Jeff Miller Farms | Agriculture, Forestry, Fishing and Hunting | $28,200 | $28,393 | 2 | <$5M | AI Deep Dive |
| Matthew Dehn | Agriculture, Forestry, Fishing and Hunting | $27,083 | $27,161 | 1 | <$5M | AI Deep Dive |
| Knight Concrete Construction, Inc. | Construction | $25,600 | $25,787 | 5 | <$5M | AI Deep Dive |
| Coble Enterprises LLC | Finance and Insurance | $23,565 | $23,752 | 3 | <$5M | AI Deep Dive |
| Allen Carrier | Agriculture, Forestry, Fishing and Hunting | $23,200 | $23,311 | 2 | <$5M | AI Deep Dive |
| Steven Willey | Agriculture, Forestry, Fishing and Hunting | $22,755 | $22,998 | 1 | <$5M | AI Deep Dive |
| Thomas W. Niewohner | Agriculture, Forestry, Fishing and Hunting | $21,979 | $22,137 | 1 | <$5M | AI Deep Dive |
| Donn Chiropractic LLC | Health Care and Social Assistance | $21,650 | $21,723 | 2 | <$5M | AI Deep Dive |