| Prigge Family Farms | Agriculture, Forestry, Fishing and Hunting | $66,400 | $66,999 | 9 | <$5M |  AI Deep Dive |
| Paul Morgan | Health Care and Social Assistance | $65,675 | $66,193 | 6 | <$5M | AI Deep Dive |
| Holtans Jewelry INC | Retail Trade | $65,387 | $65,754 | 5 | <$5M | AI Deep Dive |
| Sport & Spine Physical Therapy | Health Care and Social Assistance | $65,000 | $65,231 | 6 | <$5M | AI Deep Dive |
| T & S Manufacturing, LLC | Manufacturing | $64,700 | $65,212 | 11 | <$5M | AI Deep Dive |
| Winona Family Dental Care | Health Care and Social Assistance | $64,400 | $65,014 | 6 | <$5M | AI Deep Dive |
| Mark Steven Potter | Construction | $63,110 | $63,364 | 6 | <$5M | AI Deep Dive |
| The Fence and the Fox LLC | Information | $62,700 | $63,254 | 10 | <$5M | AI Deep Dive |
| El Patron Mexican Grill of Winona | Accommodation and Food Services | $62,437 | $62,940 | 27 | <$5M | AI Deep Dive |
| B&t Technical Services LLC | Professional, Scientific, and Technical Services | $62,300 | $62,817 | 8 | <$5M | AI Deep Dive |
| Integrated Composite Products, INC | Manufacturing | $61,500 | $61,897 | 3 | <$5M | AI Deep Dive |
| Wunderlich Associates, Inc. | Finance and Insurance | $61,249 | $61,799 | 6 | <$5M | AI Deep Dive |
| Ace Auto, Inc. | Other Services (except Public Administration) | $60,300 | $60,667 | 6 | <$5M | AI Deep Dive |
| Integrative Health Care of Winona, P.a. | Health Care and Social Assistance | $59,375 | $59,863 | 9 | <$5M | AI Deep Dive |
| Roots Hospitality LLC | Accommodation and Food Services | $58,500 | $59,252 | 21 | $6.6M | AI Deep Dive |
| Discovertree Childcare Center LLC | Health Care and Social Assistance | $58,200 | $58,619 | 10 | <$5M | AI Deep Dive |
| Rs Job Squad LLC | Administrative and Support and Waste Management | $57,000 | $57,486 | 11 | <$5M | AI Deep Dive |
| Rochester Wholesale Fruit, Inc. | Retail Trade | $56,600 | $56,847 | 14 | <$5M | AI Deep Dive |
| Fawcett Funeral Home Inc. | Other Services (except Public Administration) | $56,490 | $56,727 | 6 | <$5M | AI Deep Dive |
| Acoustic Cafe INC | Accommodation and Food Services | $56,400 | $56,792 | 10 | <$5M | AI Deep Dive |
| Fawcett Funeral Home INC | Other Services (except Public Administration) | $56,400 | $56,873 | 6 | <$5M | AI Deep Dive |
| The Cathedral of the Sacred Heart | Other Services (except Public Administration) | $56,300 | $56,683 | 8 | N/A | AI Deep Dive |
| Winona Rental INC | Real Estate and Rental and Leasing | $55,500 | $55,953 | 5 | <$5M | AI Deep Dive |
| Dick's Marine, Inc. | Arts, Entertainment, and Recreation | $54,925 | $55,632 | 8 | <$5M | AI Deep Dive |
| Home Town Restaurants, Inc. | Accommodation and Food Services | $54,792 | $55,197 | 16 | <$5M | AI Deep Dive |