| John Wayne Birthplace Society | Arts, Entertainment, and Recreation | $35,600 | $35,798 | 12 | N/A | AI Deep Dive |
| Main Street Garage | Other Services (except Public Administration) | $34,297 | $34,535 | 4 | <$5M | AI Deep Dive |
| Charlotte A. Speer Insurance Agency, Inc. | Finance and Insurance | $34,200 | $34,401 | 4 | <$5M | AI Deep Dive |
| Raised Hunting LLC | Agriculture, Forestry, Fishing and Hunting | $33,109 | $33,274 | 5 | <$5M | AI Deep Dive |
| Northside Cafe LLC | Accommodation and Food Services | $32,959 | $33,227 | 14 | <$5M | AI Deep Dive |
| Summit Dental, Plc | Health Care and Social Assistance | $32,383 | $32,570 | 3 | <$5M | AI Deep Dive |
| Gwen Oswald | Health Care and Social Assistance | $32,383 | $32,589 | 3 | <$5M | AI Deep Dive |
| Daniel K. Ryner | Agriculture, Forestry, Fishing and Hunting | $32,078 | $32,220 | 2 | <$5M | AI Deep Dive |
| Benshoof Farms Partnership | Agriculture, Forestry, Fishing and Hunting | $31,500 | $31,717 | 4 | <$5M | AI Deep Dive |
| Jones Creek Office Services LLC | Administrative and Support and Waste Management | $31,415 | $31,503 | 1 | <$5M | AI Deep Dive |
| Casper Farm, Inc. | Agriculture, Forestry, Fishing and Hunting | $31,400 | $31,603 | 4 | <$5M | AI Deep Dive |
| Madison County Auction, Inc. | Wholesale Trade | $30,900 | $31,094 | 12 | <$5M | AI Deep Dive |
| Bill Jensen Heating and Cooling LLC | Construction | $29,400 | $29,504 | 4 | <$5M | AI Deep Dive |
| Randal Johnson | Agriculture, Forestry, Fishing and Hunting | $29,400 | $29,541 | 2 | <$5M | AI Deep Dive |
| R&v Lam, Inc. | Accommodation and Food Services | $29,300 | $29,444 | 8 | <$5M | AI Deep Dive |
| St Paul Evangelical Lutheran Church of Winterset | Other Services (except Public Administration) | $28,700 | $28,813 | 3 | N/A | AI Deep Dive |
| Dr. Theodore Ward, DDS | Health Care and Social Assistance | $28,600 | $28,286 | 3 | <$5M | AI Deep Dive |
| Logicbox, Inc. | Professional, Scientific, and Technical Services | $28,600 | $28,784 | 2 | <$5M | AI Deep Dive |
| Covered Bridges Coffee Company | Accommodation and Food Services | $27,747 | $27,920 | 8 | <$5M | AI Deep Dive |
| E&r Enterprises | Construction | $27,643 | $27,822 | 8 | $9.1M | AI Deep Dive |
| Brittain's Standard Parts, Inc. | Retail Trade | $27,300 | $27,425 | 3 | <$5M | AI Deep Dive |
| Trask Variety Co. | Retail Trade | $26,013 | $26,218 | 7 | <$5M | AI Deep Dive |
| Wagner & Wagner, Inc. | Manufacturing | $26,000 | $26,126 | 7 | <$5M | AI Deep Dive |
| Hometown Holdings INC | Finance and Insurance | $25,952 | $26,046 | 5 | <$5M | AI Deep Dive |
| Raised Hunting LLC | Arts, Entertainment, and Recreation | $25,699 | $25,902 | 4 | <$5M | AI Deep Dive |