| Mediascope, Inc. | Professional, Scientific, and Technical Services | $164,557 | $165,427 | 20 | <$5M | AI Deep Dive |
| Mediascope, Inc. | Manufacturing | $164,500 | $165,843 | 21 | $20.8M | AI Deep Dive |
| Bub's Brewing Co. | Accommodation and Food Services | $161,693 | $162,591 | 22 | <$5M | AI Deep Dive |
| Midwest Co-Pack LLC | Manufacturing | $161,200 | $162,790 | 20 | $7.1M | AI Deep Dive |
| Whetstone Machine, Inc. | Manufacturing | $156,900 | $157,924 | 16 | <$5M | AI Deep Dive |
| Whetstone Machine INC | Manufacturing | $156,900 | $157,650 | 14 | <$5M | AI Deep Dive |
| Winona Welding & Sandblasting INC | Manufacturing | $156,800 | $157,654 | 13 | $12.9M | AI Deep Dive |
| Water Systems Company | Retail Trade | $153,642 | $154,521 | 13 | <$5M | AI Deep Dive |
| Rivercity Mfg & Machine Co | Manufacturing | $152,500 | $154,050 | 13 | <$5M | AI Deep Dive |
| Minter Enterprises of Winona, LLC | Accommodation and Food Services | $152,500 | $152,796 | 60 | $10.7M | AI Deep Dive |
| Riverccity Manufacturing & Machine Company | Manufacturing | $152,500 | $153,595 | 13 | <$5M | AI Deep Dive |
| Central Lutheran Church | Other Services (except Public Administration) | $151,400 | $152,615 | 24 | N/A | AI Deep Dive |
| Central Lutheran Church | Other Services (except Public Administration) | $150,000 | $151,129 | 24 | N/A | AI Deep Dive |
| Winona Area Catholic Schools | Other Services (except Public Administration) | $149,900 | $150,279 | 91 | N/A | AI Deep Dive |
| Riverbend Electronics Ltd | Manufacturing | $147,662 | $149,478 | 13 | <$5M | AI Deep Dive |
| Zehren Dental | Health Care and Social Assistance | $146,952 | $0 | 12 | <$5M | AI Deep Dive |
| Western Wisconsin Trucking Co INC | Transportation and Warehousing | $146,900 | $148,006 | 20 | $5.3M | AI Deep Dive |
| Kohner Materials, Inc. | Wholesale Trade | $145,350 | $146,472 | 8 | <$5M | AI Deep Dive |
| Russell and Associates LLC | Professional, Scientific, and Technical Services | $140,200 | $0 | 9 | <$5M | AI Deep Dive |
| Volkmann Appliance Inc. | Manufacturing | $140,000 | $140,801 | 14 | <$5M | AI Deep Dive |
| Companion Animal Care Center P.c. | Professional, Scientific, and Technical Services | $138,900 | $140,366 | 15 | <$5M | AI Deep Dive |
| River City Heating and Air Conditioning LLC | Construction | $136,200 | $137,098 | 12 | <$5M | AI Deep Dive |
| Walnut Street Dental Associates | Health Care and Social Assistance | $135,000 | $135,754 | 14 | <$5M | AI Deep Dive |
| Gordie's Towing and Repair, LLC | Retail Trade | $133,282 | $134,400 | 16 | $5.4M | AI Deep Dive |
| Steak Shop Catering & Food Service Inc. | Accommodation and Food Services | $133,188 | $134,059 | 16 | <$5M | AI Deep Dive |