| | Heat | Dash | B Feature | A Feature |
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| 8/1/2020 | Lake of the Woods Speedway - Kenora, ON Dinner Jacket Classic Day #1 with WISSOTA Modifieds! Asphalt 4-Cylinders, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Austin Overwater (WISSOTA Midwest Mods) | 6th | - | 3rd | 14th |
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| 8/2/2020 | Lake of the Woods Speedway - Kenora, ON Dinner Jacket Classic Day #2 with WISSOTA Modifieds! Asphalt 4-Cylinders, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Austin Overwater (WISSOTA Midwest Mods) | 5th | - | - | 14th |
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| 8/28/2020 | Estevan Motor Speedway - Estevan, SK Dirt Wars - Round 1 Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Austin Overwater (B Modifieds) | 4th | - | - | 13th (DNF) |
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| 8/29/2020 | Estevan Motor Speedway - Estevan, SK Dirt Wars - Round 2 Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Austin Overwater (B Modifieds) | 4th | - | - | 7th |
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| 9/5/2020 | Emo Speedway - Emo, ON Race for the Fallen- Night 1 Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | Austin Overwater (WISSOTA Midwest Mods) | 3rd | - | - | 19th (DNF) |
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| 9/6/2020 | Emo Speedway - Emo, ON Race for the Fallen- Night 2 Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | Austin Overwater (WISSOTA Midwest Mods) | 2nd | - | - | 7th |
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