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| 7/9/2020 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 3rd | - | - | 9th |
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| 7/16/2020 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 5th | - | - | 7th |
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| 7/23/2020 | KRA Speedway - Willmar, MN Steffes Street Stock Tour Night Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 2nd | - | - | 6th |
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| 7/30/2020 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 7th | - | - | 5th |
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| 8/6/2020 | KRA Speedway - Willmar, MN Hobby Stocks, Pure Stock, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 4th | - | - | 8th |
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| 8/13/2020 | KRA Speedway - Willmar, MN Dirt Late Models: Tri-State Late Models Hobby Stocks, Pure Stock, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 4th | - | - | 6th |
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| 8/20/2020 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 4th | - | - | 10th (DNF) |
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| 8/27/2020 | KRA Speedway - Willmar, MN Charlie Nelson Memorial Season Championship Night Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Pure Stock) | 5th (DNF) | - | - | 9th (DNF) |
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| 10/2/2020 | Madison Speedway - Madison, MN Madtown Showdown Night 1 Stock Cars, Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Stock Cars) | 6th | - | - | 10th |
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| 10/3/2020 | Madison Speedway - Madison, MN Madtown Showdown Night 2 Stock Cars, Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Taylor Olson (Stock Cars) | 5th | - | - | 7th |
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