| Ross Oakland | Agriculture, Forestry, Fishing and Hunting | $48,540 | $48,943 | 3 | <$5M | AI Deep Dive |
| Cullinan Subway LLC | Accommodation and Food Services | $48,000 | $48,322 | 15 | <$5M | AI Deep Dive |
| Glendive Eyecare PC | Health Care and Social Assistance | $47,500 | $47,911 | 6 | <$5M | AI Deep Dive |
| Agpro Solutions INC | Retail Trade | $46,700 | $25,710 | 5 | <$5M | AI Deep Dive |
| México Lindo of Glendive LLC | Accommodation and Food Services | $46,162 | $46,670 | 8 | <$5M | AI Deep Dive |
| Northern Hospitality LLC | Accommodation and Food Services | $45,576 | $45,907 | 13 | <$5M | AI Deep Dive |
| Rimrock Dental Clinic | Health Care and Social Assistance | $43,700 | $44,015 | 7 | <$5M | AI Deep Dive |
| Dakmont LLC | Accommodation and Food Services | $43,620 | $43,933 | 7 | <$5M | AI Deep Dive |
| Gibbs Towing LLC | Transportation and Warehousing | $42,655 | $42,884 | 5 | <$5M | AI Deep Dive |
| Holden Electric LLC | Construction | $42,640 | $42,847 | 4 | <$5M | AI Deep Dive |
| Rimrock Dental Clinic | Health Care and Social Assistance | $42,500 | $42,706 | 7 | <$5M | AI Deep Dive |
| Kari Smith | Administrative and Support and Waste Management | $42,412 | $42,557 | 1 | <$5M | AI Deep Dive |
| Pro Tech Diesel INC | Other Services (except Public Administration) | $42,000 | $42,314 | 5 | <$5M | AI Deep Dive |
| Our Savior Lutheran Church of Glendive | Other Services (except Public Administration) | $41,888 | $42,224 | 17 | N/A | AI Deep Dive |
| Cal's Carpet INC | Administrative and Support and Waste Management | $41,062 | $41,377 | 10 | <$5M | AI Deep Dive |
| Kevin R Mcpherson DDS LLC | Health Care and Social Assistance | $40,600 | $41,003 | 6 | <$5M | AI Deep Dive |
| Kuehn Trenching LLC | Construction | $40,480 | $40,682 | 3 | <$5M | AI Deep Dive |
| Friends of Christian Radio, Inc. | Information | $40,184 | $40,669 | 4 | N/A | AI Deep Dive |
| Almond Construction LLC | Construction | $39,756 | $39,975 | 6 | <$5M | AI Deep Dive |
| Michael Ziegler LLC | Mining, Quarrying, and Oil and Gas Extraction | $39,295 | $25,229 | 2 | <$5M | AI Deep Dive |
| Beer Jug INC | Accommodation and Food Services | $39,062 | $39,282 | 8 | <$5M | AI Deep Dive |
| Vishnu INC | Accommodation and Food Services | $38,679 | $39,046 | 9 | <$5M | AI Deep Dive |
| Paramount Service & Supply INC | Retail Trade | $38,200 | $33,130 | 6 | <$5M | AI Deep Dive |
| Dakmont LLC | Accommodation and Food Services | $38,000 | $38,248 | 10 | <$5M | AI Deep Dive |
| Caring Hands Physical Therapy Services, Pllc | Health Care and Social Assistance | $36,420 | $36,707 | 4 | <$5M | AI Deep Dive |