| St. Mary's Cemetery of Winona, Minnesota | Other Services (except Public Administration) | $41,900 | $42,149 | 6 | N/A | AI Deep Dive |
| Heart's Desire of Winona, Inc. | Retail Trade | $41,614 | $41,895 | 7 | <$5M | AI Deep Dive |
| Heart's Desire of Winona, Inc. | Retail Trade | $41,600 | $41,914 | 11 | <$5M | AI Deep Dive |
| Sonnenfeld Financial, Inc. | Finance and Insurance | $41,600 | $41,830 | 5 | <$5M | AI Deep Dive |
| Famouspt LLC | Health Care and Social Assistance | $41,600 | $41,794 | 2 | <$5M | AI Deep Dive |
| Catholic Foundation of Southern Minnesota | Other Services (except Public Administration) | $41,500 | $41,824 | 3 | N/A | AI Deep Dive |
| Auto Werks Tire & Tune, Inc. | Retail Trade | $41,000 | $41,276 | 6 | <$5M | AI Deep Dive |
| Burggraf's Ace Hardware & Paint of Winona, Inc. | Retail Trade | $40,310 | $40,598 | 14 | <$5M | AI Deep Dive |
| Global River INC | Wholesale Trade | $40,027 | $40,230 | 3 | <$5M | AI Deep Dive |
| Global River Inc. | Retail Trade | $40,000 | $40,259 | 3 | <$5M | AI Deep Dive |
| Libera Knapp P.a. | Professional, Scientific, and Technical Services | $39,800 | $40,086 | 5 | <$5M | AI Deep Dive |
| Advocacy Center of Winona | Other Services (except Public Administration) | $39,477 | $39,673 | 6 | N/A | AI Deep Dive |
| St Marys Church | Other Services (except Public Administration) | $39,300 | $39,535 | 8 | N/A | AI Deep Dive |
| Saint Stainslaus Church | Other Services (except Public Administration) | $39,200 | $39,517 | 8 | N/A | AI Deep Dive |
| G and T INC | Accommodation and Food Services | $38,900 | $39,218 | 21 | <$5M | AI Deep Dive |
| Jamie Schell | Accommodation and Food Services | $38,060 | $38,161 | 5 | <$5M | AI Deep Dive |
| Great River Shakespeare Festival | Arts, Entertainment, and Recreation | $37,700 | $37,905 | 5 | N/A | AI Deep Dive |
| Gilmore Avenue Car Wash & Quick Lube, Inc. | Retail Trade | $37,700 | $37,984 | 8 | <$5M | AI Deep Dive |
| Redeemer Lutheran Church | Other Services (except Public Administration) | $37,600 | $37,913 | 12 | N/A | AI Deep Dive |
| Tom's Lock Serivce, Inc. | Administrative and Support and Waste Management | $37,500 | $37,711 | 4 | <$5M | AI Deep Dive |
| Radiant Church of Winona | Other Services (except Public Administration) | $37,165 | $37,347 | 8 | N/A | AI Deep Dive |
| Shumski's Flooring INC | Retail Trade | $36,670 | $25,029 | 7 | <$5M | AI Deep Dive |
| Perrella, Inc. | Accommodation and Food Services | $36,600 | $36,911 | 14 | <$5M | AI Deep Dive |
| Gordian's Knot LLC | Construction | $36,190 | $36,431 | 2 | <$5M | AI Deep Dive |
| Gordians Knot LLC | Construction | $36,190 | $36,597 | 2 | <$5M | AI Deep Dive |