| | Heat | Dash | B Feature | A Feature |
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| 7/18/2020 | Estevan Motor Speedway - Estevan, SK Double Up - Night 1 Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Dylan McCaughan (B Modifieds) | 4th | - | - | 8th |
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| 7/19/2020 | Estevan Motor Speedway - Estevan, SK Double Up - Night 2 Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Dylan McCaughan (B Modifieds) | 5th | - | - | 7th |
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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 | | Dylan McCaughan (WISSOTA Midwest Mods) | 6th | - | 1st | 13th |
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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 | | Dylan McCaughan (WISSOTA Midwest Mods) | 1st | - | - | 3rd |
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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 | | Dylan McCaughan (B Modifieds) | 6th | - | - | 5th |
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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 | | Dylan McCaughan (B Modifieds) | 3rd | - | - | 6th |
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