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| 5/18/2019 | Big Sky Speedway - Billings, MT Opening Night! A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Rain Out |
| 6/7/2019 | Big Sky Speedway - Billings, MT June 7th Races - Gunslinger A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Rain Out |
| 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 | | Daniel Stephenson (WISSOTA Midwest Mods) | 7th | - | - | 12th |
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| 6/28/2019 | Big Sky Speedway - Billings, MT June 28th Races - Wild West A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Daniel Stephenson (WISSOTA Midwest Mods) | 7th | - | 6th | - |
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| 6/29/2019 | Big Sky Speedway - Billings, MT June 29th Races - Wild West A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Daniel Stephenson (WISSOTA Midwest Mods) | 6th | - | 10th | - |
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| 7/5/2019 | Big Sky Speedway - Billings, MT July 5th Races A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Daniel Stephenson (WISSOTA Midwest Mods) | 7th | - | - | 9th |
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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 | | Daniel Stephenson (WISSOTA Midwest Mods) | 6th | - | - | 16th (DNF) |
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| 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 | | Daniel Stephenson (WISSOTA Midwest Mods) | 6th | - | - | 11th |
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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 | | Daniel Stephenson (WISSOTA Midwest Mods) | 5th | - | - | 20th (DNF) |
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| 8/2/2019 | Big Sky Speedway - Billings, MT August 2nd Races A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Daniel Stephenson (WISSOTA Midwest Mods) | 5th | - | - | 12th |
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| 8/3/2019 | Big Sky Speedway - Billings, MT 360 Sprints - Winged: ASCS Frontier Region A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Daniel Stephenson (WISSOTA Midwest Mods) | 4th | - | - | 17th |
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| 8/23/2019 | Gallatin Speedway - Belgrade, MT Sponsored by Ferguson Enterprises A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Daniel Stephenson (WISSOTA Midwest Mods) | 6th | - | - | 16th (DNF) |
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