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| 7/6/2019 | Madison Speedway - Madison, MN Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Street Stock) | 7th | - | - | 11th |
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| 7/16/2019 | Brown County Speedway - Aberdeen, SD Lucas Oil Late Model Dirt Series Dirt Super Late Models: Lucas Oil Late Model Dirt Series Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Street Stock) | 4th | - | - | 17th |
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| 7/27/2019 | Madison Speedway - Madison, MN Race of Champions Qualifier Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Street Stock) | 3rd | - | - | 14th (DNF) |
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| 9/27/2019 | Madison Speedway - Madison, MN Madtown Showdown Night #1 Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Street Stock) | 4th | - | - | 10th |
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| 9/28/2019 | Madison Speedway - Madison, MN Madtown Showdown Night #2 Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Street Stock) | 7th | - | - | 16th |
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