| Northeast Montana Health Services, Inc. | Health Care and Social Assistance | $2,616,600 | $2,532,977 | 305 | N/A |  Research |
| Agland Cooperative | Retail Trade | $650,600 | $654,147 | 89 | $18.4M | Research |
| Sherman Inn LLC | Accommodation and Food Services | $263,749 | $266,820 | 55 | $17.2M | Research |
| Sherman Inn, LLC | Accommodation and Food Services | $195,000 | $196,726 | 55 | $17.2M | Research |
| High Plains Motors, Inc. | Other Services (except Public Administration) | $176,000 | $177,244 | 17 | <$5M | Research |
| Silverwolf Casino | Arts, Entertainment, and Recreation | $166,250 | $167,503 | 23 | N/A | Research |
| Wolf Point Community Organization | Arts, Entertainment, and Recreation | $162,800 | $164,325 | 23 | N/A | Research |
| Rathert-Fox Ford | Other Services (except Public Administration) | $123,500 | $124,549 | 11 | <$5M | Research |
| Gysler, Inc. | Retail Trade | $121,600 | $122,559 | 17 | <$5M | Research |
| Northern Prairie Autos Sales LLC | Retail Trade | $112,414 | $112,876 | 10 | <$5M | Research |
| Will's Office World | Retail Trade | $105,847 | $106,552 | 9 | <$5M | Research |
| Northern Prairie Auto Sales, LLC | Retail Trade | $93,808 | $94,451 | 9 | <$5M | Research |
| Wolf Point Sand & Gravel, LLC | Manufacturing | $90,045 | $90,716 | 8 | $7.9M | Research |
| Great Northern Development Corporation | Public Administration | $70,900 | $55,813 | 7 | N/A | Research |
| J&m Distributing, Inc. | Wholesale Trade | $62,500 | $63,000 | 8 | <$5M | Research |
| J & M Distributing INC | Wholesale Trade | $61,187 | $61,514 | 6 | <$5M | Research |
| Wolf Point Insurance Agency | Finance and Insurance | $57,645 | $58,007 | 3 | <$5M | Research |
| Iwen Corporation | Accommodation and Food Services | $56,000 | $56,600 | 17 | <$5M | Research |
| Fort Peck Tribal Farm & Ranch | Agriculture, Forestry, Fishing and Hunting | $48,488 | $48,720 | 6 | N/A | Research |
| Wolftrax Broadcasting, LLC | Information | $47,700 | $47,998 | 5 | <$5M | Research |
| Law Office of Terrance L. Toavs, Pllc | Public Administration | $42,100 | $42,332 | 6 | N/A | Research |
| Associated Cleaning Supplies INC | Administrative and Support and Waste Management | $41,277 | $41,494 | 5 | <$5M | Research |
| Associated Cleaning Supplies Inc. | Administrative and Support and Waste Management | $41,277 | $41,576 | 5 | <$5M | Research |
| Brown Farms of Montana | Agriculture, Forestry, Fishing and Hunting | $40,156 | $40,399 | 2 | <$5M | Research |
| W5 Services LLC | Construction | $39,859 | $40,073 | 8 | <$5M | Research |