| | Heat | Dash | B Feature | A Feature |
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| 5/31/2019 | Gallatin Speedway - Belgrade, MT Opening Night sponsored by AF&T Auto Parts and Green Meadows Auto Salvage A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Grant Gary (WISSOTA Street Stock) | 4th | - | - | 13th |
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| 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 | | Grant Gary (WISSOTA Street Stock) | 3rd | - | - | 12th (DNF) |
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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 | | Grant Gary (WISSOTA Street Stock) | 4th | - | - | 11th (DNF) |
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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 | | Grant Gary (WISSOTA Street Stock) | 4th | - | - | 11th |
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| 7/5/2019 | Big Sky Speedway - Billings, MT July 5th Races A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Street Stock) | 1st | - | - | 7th |
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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 | | Grant Gary (WISSOTA Street Stock) | 7th | - | - | 13th |
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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 | | Grant Gary (WISSOTA Street Stock) | 5th | - | - | 5th |
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| 8/2/2019 | Big Sky Speedway - Billings, MT August 2nd Races A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Street Stock) | 3rd | - | - | 8th (DNF) |
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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 | | Grant Gary (WISSOTA Street Stock) | 5th | - | - | 8th |
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| 8/24/2019 | Big Sky Speedway - Billings, MT 410 Sprints - Winged: World of Outlaws WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Street Stock) | 7th | - | - | 7th |
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| 9/7/2019 | Gallatin Speedway - Belgrade, MT Big Sky SuperNationals sponsored by Randash Auto Center A Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Grant Gary (WISSOTA Street Stock) | 8th (DNF) | - | 7th | DNS |
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