| Black Hills Chair Lift Company | Arts, Entertainment, and Recreation | $302,500 | $305,385 | 71 | $9.9M |  Research |
| Spearfish Canyon Resorts, LLC | Accommodation and Food Services | $244,600 | $247,393 | 47 | $14.7M | Research |
| Cheyenne Crossing LLC | Accommodation and Food Services | $169,309 | $170,385 | 20 | <$5M | Research |
| Cheyenne Crossing LLC | Accommodation and Food Services | $126,742 | $127,732 | 14 | <$5M | Research |
| Eagle Sky Patrol Inc. | Professional, Scientific, and Technical Services | $122,808 | $123,656 | 18 | <$5M | Research |
| Lewie's Saloon and Eatery LLC | Accommodation and Food Services | $103,803 | $104,417 | 26 | <$5M | Research |
| Jacobs Precision Welding INC | Construction | $89,900 | $90,412 | 8 | <$5M | Research |
| Golden Ridge Ventures | Health Care and Social Assistance | $85,600 | $86,187 | 16 | <$5M | Research |
| Stone Northern Hills Dental | Health Care and Social Assistance | $82,854 | $83,673 | 6 | <$5M | Research |
| Dr Stones Office Pllc | Health Care and Social Assistance | $82,447 | $83,095 | 7 | <$5M | Research |
| Lewie's Saloon and Eatery, LLC | Accommodation and Food Services | $74,100 | $74,670 | 26 | <$5M | Research |
| Blackstone Lodge and Suites, LLC | Accommodation and Food Services | $69,000 | $69,514 | 18 | $5.6M | Research |
| Barefoot Resort Association Inc. | Real Estate and Rental and Leasing | $57,100 | $57,557 | 7 | <$5M | Research |
| Johns & Kosel, Prof. LLC | Professional, Scientific, and Technical Services | $55,300 | $55,803 | 4 | <$5M | Research |
| Aw Rentals | Accommodation and Food Services | $41,777 | $42,069 | 7 | <$5M | Research |
| Angel Services | Wholesale Trade | $38,823 | $39,336 | 2 | <$5M | Research |
| Adams Salvage Recycling & Recovery | Administrative and Support and Waste Management | $37,869 | $38,018 | 11 | <$5M | Research |
| Blackstone Lodge & Suites LLC | Accommodation and Food Services | $37,845 | $37,993 | 17 | $5.3M | Research |
| Historic Homestake Opera House Society | Arts, Entertainment, and Recreation | $37,436 | $37,613 | 4 | <$5M | Research |
| Gardner Construction LLC | Construction | $35,817 | $36,083 | 6 | <$5M | Research |
| Garret Tenbroek Certified Public Accountant, a Professional | Professional, Scientific, and Technical Services | $35,000 | $35,216 | 4 | <$5M | Research |
| Tilmer's Services L.l.c. | Finance and Insurance | $33,615 | $33,743 | 4 | <$5M | Research |
| Garrett Tenbroek CPA PC | Professional, Scientific, and Technical Services | $33,545 | $33,765 | 4 | <$5M | Research |
| Veterinary Resource Consulting LLC | Professional, Scientific, and Technical Services | $32,054 | $32,242 | 6 | <$5M | Research |
| Stewarts Repair and Construction, LLC | Construction | $31,685 | $31,907 | 3 | <$5M | Research |