| Red Wing Family Ymca | Arts, Entertainment, and Recreation | $300,544 | $302,756 | 62 | N/A |  AI Deep Dive |
| Red Wing Family Ymca | Health Care and Social Assistance | $300,544 | $304,276 | 62 | N/A | AI Deep Dive |
| Johnson & Scofield, Inc. | Professional, Scientific, and Technical Services | $295,200 | $201,250 | 19 | <$5M | AI Deep Dive |
| Libertys Restaurant & Lounge | Accommodation and Food Services | $269,766 | $272,374 | 55 | $9.8M | AI Deep Dive |
| Red Wing Construction Co | Construction | $253,400 | $255,280 | 17 | $19.4M | AI Deep Dive |
| Express Services Red Wing INC | Administrative and Support and Waste Management | $246,752 | $248,973 | 19 | <$5M | AI Deep Dive |
| Express Services Red Wing, INC | Administrative and Support and Waste Management | $246,752 | $248,822 | 19 | <$5M | AI Deep Dive |
| Wylie Wilson Trucking Inc. | Transportation and Warehousing | $241,037 | $242,898 | 18 | <$5M | AI Deep Dive |
| Wylie Wilson Trucking INC | Transportation and Warehousing | $241,037 | $242,570 | 18 | <$5M | AI Deep Dive |
| Riester Refrigeration, Inc. | Construction | $226,484 | $227,761 | 15 | <$5M | AI Deep Dive |
| Sargents Nursery INC | Retail Trade | $218,300 | $219,998 | 11 | <$5M | AI Deep Dive |
| Libertys Restaurant and Lounge INC | Accommodation and Food Services | $213,015 | $215,548 | 50 | $8.9M | AI Deep Dive |
| Tacoma Creek Hospitality LLC | Accommodation and Food Services | $212,600 | $215,297 | 6 | <$5M | AI Deep Dive |
| Discovery Financial Center, Inc. | Finance and Insurance | $203,700 | $205,239 | 11 | $5.7M | AI Deep Dive |
| The Smokin' Oak Rotisserie & Grill | Accommodation and Food Services | $184,650 | $185,804 | 26 | <$5M | AI Deep Dive |
| Hanisch Bakeries LLC | Manufacturing | $182,500 | $183,747 | 36 | $12.7M | AI Deep Dive |
| Red Wing Burgers | Accommodation and Food Services | $180,100 | $144,728 | 28 | <$5M | AI Deep Dive |
| Hanisch Bakeries LLC | Manufacturing | $177,582 | $178,396 | 25 | $8.8M | AI Deep Dive |
| Xena Ventures LLC | Manufacturing | $174,600 | $175,929 | 12 | <$5M | AI Deep Dive |
| Bobs Business INC | Wholesale Trade | $172,000 | $173,173 | 19 | $5.8M | AI Deep Dive |
| Kelly's Tap House, INC | Accommodation and Food Services | $171,575 | $172,943 | 51 | $9.1M | AI Deep Dive |
| Under the Rainbow Early Education Center | Health Care and Social Assistance | $170,476 | $171,750 | 20 | N/A | AI Deep Dive |
| C&s Systems INC | Accommodation and Food Services | $165,600 | $166,630 | 34 | $6.0M | AI Deep Dive |
| Armory Dental, LLC | Health Care and Social Assistance | $163,800 | $165,057 | 16 | <$5M | AI Deep Dive |
| Red Wing Plumbing and Heating | Construction | $160,900 | $162,951 | 8 | <$5M | AI Deep Dive |