| The United Way of Northeastern Minnesota, Inc. | Other Services (except Public Administration) | $52,800 | $53,076 | 7 | N/A | AI Deep Dive |
| Longyear Inc. of Chisholm | Health Care and Social Assistance | $48,870 | $49,201 | 9 | <$5M | AI Deep Dive |
| Hariom Hospitality Three L.l.c. | Accommodation and Food Services | $47,817 | $48,041 | 13 | <$5M | AI Deep Dive |
| Jim's Sports Club INC | Accommodation and Food Services | $47,800 | $48,145 | 21 | <$5M | AI Deep Dive |
| Chisholm Baptist Church | Other Services (except Public Administration) | $47,000 | $47,224 | 5 | N/A | AI Deep Dive |
| Chisholm Dental Service, P.a. | Health Care and Social Assistance | $40,630 | $40,945 | 4 | <$5M | AI Deep Dive |
| Hariom Hospitality Three LLC | Accommodation and Food Services | $35,170 | $35,421 | 15 | <$5M | AI Deep Dive |
| Anderson Plumbing & Heating Inc. | Construction | $34,508 | $34,746 | 3 | <$5M | AI Deep Dive |
| Aspen Health Transport INC | Transportation and Warehousing | $34,375 | $34,563 | 13 | <$5M | AI Deep Dive |
| Vanbaak Agency Inc. | Finance and Insurance | $34,290 | $34,526 | 3 | <$5M | AI Deep Dive |
| Rupp Furniture Company | Retail Trade | $32,520 | $32,696 | 4 | <$5M | AI Deep Dive |
| St. Joseph's Church Chisholm | Other Services (except Public Administration) | $27,637 | $27,826 | 5 | N/A | AI Deep Dive |
| Bechthold Eye Care PA | Health Care and Social Assistance | $27,300 | $27,441 | 4 | <$5M | AI Deep Dive |
| Jeffery Hendrickson | Construction | $27,017 | $27,081 | 3 | <$5M | AI Deep Dive |
| Anthony Zidich | Agriculture, Forestry, Fishing and Hunting | $25,456 | $25,598 | 2 | <$5M | AI Deep Dive |
| Bechthold Eye Care PA | Health Care and Social Assistance | $25,295 | $25,383 | 4 | <$5M | AI Deep Dive |
| Radotich Enterprises LLC | Construction | $25,233 | $25,340 | 9 | <$5M | AI Deep Dive |
| Jenifer Ivanca | Finance and Insurance | $22,082 | $22,266 | 6 | <$5M | AI Deep Dive |
| Todd Iverson Construction Inc. | Construction | $21,813 | $21,957 | 2 | <$5M | AI Deep Dive |
| Andrew Tyminski | Other Services (except Public Administration) | $20,833 | $0 | 1 | <$5M | AI Deep Dive |
| Michael Sinko | Construction | $20,800 | $20,925 | 1 | <$5M | AI Deep Dive |
| Dillon Samsa | Administrative and Support and Waste Management | $20,600 | $20,703 | 1 | <$5M | AI Deep Dive |
| Jerry and Tom's Inc. | Accommodation and Food Services | $18,700 | $18,818 | 10 | <$5M | AI Deep Dive |
| Mjm Construction LLC | Construction | $18,180 | $18,291 | 2 | <$5M | AI Deep Dive |
| Mjm Construction, LLC | Construction | $18,180 | $18,310 | 2 | <$5M | AI Deep Dive |