| A.w. Kuettel & Son's, INC | Construction | $948,200 | $953,422 | 100 | $31.6M | AI Deep Dive |
| A.g. O'brien Plumbing and Heating Company | Construction | $939,827 | $948,839 | 44 | $13.9M | AI Deep Dive |
| Pen Motors INC | Retail Trade | $930,007 | $941,070 | 86 | $21.7M | AI Deep Dive |
| Powers Tax and Administrative Services | Retail Trade | $903,000 | $908,619 | 140 | $35.0M | AI Deep Dive |
| P&r Plumbing & Heating INC | Construction | $893,288 | $898,280 | 45 | $14.2M | AI Deep Dive |
| Krech Ojard & Associates, Inc. | Professional, Scientific, and Technical Services | $884,300 | $890,018 | 49 | $6.0M | AI Deep Dive |
| Voyageur Bus Company, Inc. | Transportation and Warehousing | $869,505 | $874,269 | 95 | $36.5M | AI Deep Dive |
| Island Investment Inc. | Accommodation and Food Services | $867,948 | $872,457 | 73 | $22.8M | AI Deep Dive |
| Lake Superior Warehousing Company, Inc. | Transportation and Warehousing | $852,200 | $861,072 | 7 | <$5M | AI Deep Dive |
| Lake Superior Warehousing Company INC | Transportation and Warehousing | $832,000 | $838,063 | 42 | $10.7M | AI Deep Dive |
| Lakewalk Surgery Center, INC | Health Care and Social Assistance | $828,700 | $832,882 | 58 | $18.2M | AI Deep Dive |
| Duluth Area Family Ymca` | Arts, Entertainment, and Recreation | $815,648 | $825,547 | 285 | N/A | AI Deep Dive |
| Arrowstar Hospitality Partners, LLC | Accommodation and Food Services | $815,360 | $820,275 | 48 | $8.5M | AI Deep Dive |
| Fryberger, Buchanan, Smith & Frederick, P.a. | Public Administration | $802,365 | $811,070 | 46 | N/A | AI Deep Dive |
| St Germain's Cabinet, INC | Construction | $801,725 | $810,076 | 56 | $19.1M | AI Deep Dive |
| Northland Afc, INC | Health Care and Social Assistance | $797,800 | $802,477 | 133 | $22.6M | AI Deep Dive |
| Superior Fuel Company | Retail Trade | $786,039 | $790,884 | 69 | $16.5M | AI Deep Dive |
| The Marshall School | Educational Services | $780,000 | $785,005 | 72 | N/A | AI Deep Dive |
| Duluth Area Family Ymca | Arts, Entertainment, and Recreation | $752,400 | $756,550 | 108 | N/A | AI Deep Dive |
| Harbor City Masonry INC | Construction | $751,805 | $756,996 | 34 | <$5M | AI Deep Dive |
| Harbor City Masonry, INC | Construction | $751,800 | $759,936 | 34 | <$5M | AI Deep Dive |
| Mn Indian Primary Residential Treatment | Health Care and Social Assistance | $742,102 | $709,244 | 82 | N/A | AI Deep Dive |
| Just Take Action Inc. | Accommodation and Food Services | $735,750 | $739,761 | 45 | $8.0M | AI Deep Dive |
| Arc Northland | Health Care and Social Assistance | $729,367 | $733,399 | 183 | N/A | AI Deep Dive |
| Pier B Holding LLC | Accommodation and Food Services | $729,001 | $733,055 | 64 | $20.0M | AI Deep Dive |