| Aces Full INC | Arts, Entertainment, and Recreation | $107,500 | $108,225 | 17 | <$5M |  Research |
| Deadwood Chamber of Commerce | Other Services (except Public Administration) | $105,312 | $106,166 | 21 | <$5M | Research |
| Broken Arrow Trading Company INC | Retail Trade | $103,242 | $104,088 | 25 | $5.9M | Research |
| Jacobs Family International, INC | Retail Trade | $99,850 | $100,712 | 13 | <$5M | Research |
| Deadwood History INC | Arts, Entertainment, and Recreation | $92,865 | $93,381 | 12 | N/A | Research |
| Deadwood History INC | Arts, Entertainment, and Recreation | $92,865 | $93,491 | 12 | N/A | Research |
| Anderson Excavation & Sanitation Inc. | Manufacturing | $92,335 | $93,494 | 11 | $10.9M | Research |
| Northern Hills Alliance for Children | Educational Services | $91,432 | $92,078 | 23 | N/A | Research |
| Northern Hills Alliance for Children | Educational Services | $91,400 | $92,101 | 16 | N/A | Research |
| Gold Run LLC | Accommodation and Food Services | $90,666 | $91,258 | 19 | $5.9M | Research |
| Www LLC | Accommodation and Food Services | $88,200 | $89,010 | 21 | $6.6M | Research |
| Nmd Venture LLC | Accommodation and Food Services | $82,690 | $83,261 | 16 | $5.0M | Research |
| Gary 5 Inc. | Retail Trade | $74,280 | $74,739 | 12 | <$5M | Research |
| Woodys Wild West Photography | Professional, Scientific, and Technical Services | $74,010 | $74,373 | 12 | <$5M | Research |
| Woody's Wild West Photography | Professional, Scientific, and Technical Services | $73,533 | $73,884 | 11 | <$5M | Research |
| Bullock Hospitality, LLC | Accommodation and Food Services | $71,081 | $71,687 | 9 | <$5M | Research |
| Black Hills Central Reservations | Administrative and Support and Waste Management | $70,860 | $71,390 | 8 | <$5M | Research |
| Tdg Communications INC | Professional, Scientific, and Technical Services | $70,393 | $70,879 | 8 | <$5M | Research |
| Percevich Construction, LLC | Construction | $68,737 | $69,008 | 8 | <$5M | Research |
| Neighborhood Housing Services of the Black Hills Inc. | Health Care and Social Assistance | $68,125 | $68,620 | 7 | N/A | Research |
| Triple H Hills LLC | Accommodation and Food Services | $67,000 | $67,368 | 11 | <$5M | Research |
| Percevich Construction, LLC | Construction | $66,900 | $67,301 | 7 | <$5M | Research |
| Historic Deadwood Convetion Facility LLC | Accommodation and Food Services | $65,299 | $65,812 | 17 | $5.3M | Research |
| Pizza Lab LLC | Accommodation and Food Services | $61,104 | $61,489 | 9 | <$5M | Research |
| Los Vegas LLC | Accommodation and Food Services | $51,450 | $51,657 | 9 | <$5M | Research |