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| 6/21/2020 | Casino Speedway - Watertown, SD Fathers Day WISSOTA Dirt Track Series Weekly Series Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Michael Winter (WISSOTA Late Model) | 7th (DNF) | - | - | DNS |
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| 7/12/2020 | Casino Speedway - Watertown, SD WISSOTA Weekly Dirt Track Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Michael Winter (WISSOTA Late Model) | 6th | - | - | 9th |
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| 7/18/2020 | Madison Speedway - Madison, MN Season Opener Stock Cars, Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Michael Winter (Economy Late Models) | 2nd | - | - | 11th (DNF) |
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| 7/19/2020 | Casino Speedway - Watertown, SD Street Stock Tour plus WISSOTA Weekly Racing Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Michael Winter (Economy Late Models) | 9th (DNF) | - | - | 6th |
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| 8/2/2020 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Racing Street Stocks, Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Michael Winter (Economy Late Models) | 3rd | - | - | 1st |
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| 8/16/2020 | Casino Speedway - Watertown, SD A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Michael Winter (Economy Late Models) | 3rd | - | - | 7th |
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| 8/23/2020 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Weekly Race Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Michael Winter (Economy Late Models) | 1st | - | - | 7th |
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| 9/6/2020 | Casino Speedway - Watertown, SD Watertown Ford Chrysler Season Championship Night Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Michael Winter (Economy Late Models) | 3rd | - | - | 12th (DNF) |
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