| | Heat | Dash | B Feature | A Feature |
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| 6/15/2019 | Black Hills Speedway - Rapid City, SD 360 Sprints - Winged: ASCS National with ASCS Frontier Region Hobby Stocks, WISSOTA Street Stock | Results | | Robert DeHaan (360 Sprints - Winged) | 7th | - | 7th | - |
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| 6/22/2019 | Big Sky Speedway - Billings, MT June 22nd Races *O'Reilly's Auto Parts Night* 360 Sprints - Winged: ASCS Frontier Region Sprint Cars, A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Robert DeHaan (360 Sprints - Winged) | - | - | - | 6th |
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| 7/6/2019 | Big Sky Speedway - Billings, MT 360 Sprints - Winged: ASCS Frontier Region A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Robert DeHaan (360 Sprints - Winged) | 4th | - | - | 11th |
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| 7/12/2019 | Gallatin Speedway - Belgrade, MT Grizzly Nationals 360 Sprints - Winged: ASCS National with ASCS Frontier Region WISSOTA Street Stock | Results | | Robert DeHaan (360 Sprints - Winged) | 3rd | - | - | 15th |
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| 7/13/2019 | Gallatin Speedway - Belgrade, MT Grizzly Nationals 360 Sprints - Winged: ASCS National with ASCS Frontier Region Super Stocks | Rain Out |
| 7/19/2019 | Big Sky Speedway - Billings, MT 360 Sprints - Winged: ASCS National with ASCS Frontier Region Asphalt Stock Cars: Track Enterprises Sprint Cars, WISSOTA Midwest Mods | Results | | Robert DeHaan (360 Sprints - Winged) | 4th | - | - | 18th |
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| 7/20/2019 | Big Sky Speedway - Billings, MT 360 Sprints - Winged: ASCS National with ASCS Frontier Region Asphalt Stock Cars: Track Enterprises WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Robert DeHaan (360 Sprints - Winged) | 3rd | - | - | 20th (DNF) |
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| 7/26/2019 | Black Hills Speedway - Rapid City, SD 360 Sprints - Winged: ASCS Frontier Region Hobby Stocks, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Robert DeHaan (360 Sprints - Winged) | 7th | - | - | 9th |
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| 7/27/2019 | Gillette Thunder Speedway - Gillette, WY 360 Sprints - Winged: ASCS Frontier Region Hobby Stocks, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Robert DeHaan (360 Sprints - Winged) | 2nd | - | - | 6th |
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| 8/2/2019 | Gallatin Speedway - Belgrade, MT 360 Sprints - Winged: ASCS Frontier Region A Modifieds, WISSOTA Street Stock | Canceled |
| 8/3/2019 | Big Sky Speedway - Billings, MT 360 Sprints - Winged: ASCS Frontier Region A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Robert DeHaan (360 Sprints - Winged) | 3rd | - | - | 10th |
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| 8/9/2019 | Sweetwater Speedway - Rock Springs, WY 360 Sprints - Winged: ASCS Frontier Region A Modifieds, B Modifieds, Street Stocks, 250 yamaha, Asphalt Street Stocks | Results | | Robert DeHaan (360 Sprints - Winged) | 1st | - | - | 2nd |
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| 8/10/2019 | Sweetwater Speedway - Rock Springs, WY 360 Sprints - Winged: ASCS Frontier Region A Modifieds, B Modifieds, Street Stocks, 250 yamaha, Asphalt Street Stocks | Results | | Robert DeHaan (360 Sprints - Winged) | 1st | - | - | 4th |
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