| H & E Enterprises LLC | Construction | $30,500 | $30,698 | 5 | <$5M | AI Deep Dive |
| Sherry Russeau | Retail Trade | $30,467 | $30,700 | 1 | <$5M | AI Deep Dive |
| G Virock LLC | Accommodation and Food Services | $30,400 | $30,602 | 8 | <$5M | AI Deep Dive |
| David E. Taber Dds, Ms, PA | Health Care and Social Assistance | $30,300 | $24,400 | 3 | <$5M | AI Deep Dive |
| Johnson Electric, Inc. | Construction | $30,000 | $27,201 | 3 | <$5M | AI Deep Dive |
| Concept Tool LLC | Manufacturing | $30,000 | $30,270 | 3 | <$5M | AI Deep Dive |
| Sobeck Brothers Farm Partnership | Agriculture, Forestry, Fishing and Hunting | $29,990 | $30,181 | 3 | <$5M | AI Deep Dive |
| Klk, INC | Transportation and Warehousing | $29,900 | $30,165 | 7 | <$5M | AI Deep Dive |
| Audio Designs Incorporated | Retail Trade | $29,700 | $29,902 | 5 | <$5M | AI Deep Dive |
| Contagious Toys, LLC | Wholesale Trade | $29,554 | $29,759 | 3 | <$5M | AI Deep Dive |
| Contagious Toys LLC | Wholesale Trade | $29,554 | $29,795 | 3 | <$5M | AI Deep Dive |
| Donald Beach | Construction | $29,305 | $29,452 | 2 | <$5M | AI Deep Dive |
| Iron Bluff Fitness LLC | Arts, Entertainment, and Recreation | $29,110 | $29,242 | 10 | <$5M | AI Deep Dive |
| Klk Inc. | Retail Trade | $29,075 | $29,308 | 6 | <$5M | AI Deep Dive |
| Hossfeld Manufacturing LLC | Manufacturing | $28,800 | $29,014 | 6 | <$5M | AI Deep Dive |
| Gentlemen's Quarters of Winona INC | Other Services (except Public Administration) | $28,700 | $29,035 | 7 | <$5M | AI Deep Dive |
| Theis Printing INC | Manufacturing | $28,600 | $28,795 | 5 | <$5M | AI Deep Dive |
| East Side Bar LLC | Accommodation and Food Services | $28,584 | $28,696 | 14 | <$5M | AI Deep Dive |
| Van Tassel Construction LLC | Construction | $28,572 | $28,660 | 8 | <$5M | AI Deep Dive |
| Wesley United Methodist Church | Other Services (except Public Administration) | $28,500 | $28,660 | 8 | N/A | AI Deep Dive |
| General Quarters of Winona Inc. | Other Services (except Public Administration) | $28,345 | $28,454 | 8 | <$5M | AI Deep Dive |
| It Sand | Mining, Quarrying, and Oil and Gas Extraction | $28,200 | $28,496 | 3 | <$5M | AI Deep Dive |
| Brosnahan Law Firm, PA | Professional, Scientific, and Technical Services | $28,000 | $28,178 | 4 | <$5M | AI Deep Dive |
| American Legion Post Nine Inc. | Other Services (except Public Administration) | $27,855 | $27,968 | 12 | N/A | AI Deep Dive |
| Theis Printing INC | Manufacturing | $27,820 | $28,067 | 4 | <$5M | AI Deep Dive |