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| 5/9/2021 | Casino Speedway - Watertown, SD SUNDAY NIGHT THUNDER Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 7th | - | - | 12th |
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| 5/16/2021 | Casino Speedway - Watertown, SD SUNDAY NIGHT THUNDER Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 8th | - | - | 15th (DNF) |
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| 5/30/2021 | Casino Speedway - Watertown, SD Casino Speedway Memoral Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 7th | - | 3rd | 12th |
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| 6/6/2021 | Casino Speedway - Watertown, SD Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series Hornets, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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| 6/13/2021 | Casino Speedway - Watertown, SD SUNDAY NIGHT THUNDER Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 6th | - | - | 18th (DNF) |
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| 6/18/2021 | Brown County Speedway - Aberdeen, SD REGULAR SHOW WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 4th | - | - | 8th |
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| 6/19/2021 | Miller Central Speedway - Miller, SD ROC Races Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 1st | - | - | 17th (DNF) |
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| 6/20/2021 | Casino Speedway - Watertown, SD Father's Day Night Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 5th | - | - | 8th |
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| 6/27/2021 | Casino Speedway - Watertown, SD AFCO Race of Champions Qualifier Night Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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| 7/11/2021 | Casino Speedway - Watertown, SD SUNDAY NIGHT THUNDER - TOYS FOR TOTS NIGHT Economy Late Models, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 1st | - | - | 18th (DNF) |
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| 7/14/2021 | Casino Speedway - Watertown, SD 11th Annual USMTS Summer Slam A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 4th | - | - | 10th |
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| 7/23/2021 | Brown County Speedway - Aberdeen, SD MIDWEST MODIFIED SPECIAL WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 8th | - | - | 23rd (DNF) |
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| 7/25/2021 | Casino Speedway - Watertown, SD STEFFES Street Stock Tour WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 7th | - | - | 7th |
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| 7/31/2021 | Miller Central Speedway - Miller, SD Regular Races Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 4th | - | - | 19th (DNF) |
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| 8/1/2021 | Casino Speedway - Watertown, SD SKOR Welding Kids's Night Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Midwest Mods) | 2nd | - | - | 11th |
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| 8/15/2021 | Casino Speedway - Watertown, SD ADVANTAGE RV MOD TOUR FINALS WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Modifieds) | 4th | - | - | 14th (DNF) |
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| 8/29/2021 | Casino Speedway - Watertown, SD Sunday Night Rain Date Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Modifieds) | 5th | - | - | 7th |
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| 9/5/2021 | Casino Speedway - Watertown, SD Watertown Ford Chrysler Season Championship Night Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Modifieds) | 8th | - | - | 9th |
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| 9/12/2021 | Madison Speedway - Madison, MN Lac Qui Parle County Fair Races Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Modifieds) | 3rd | - | - | 6th |
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| 9/15/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Modifieds) | 5th | - | - | 19th |
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| 9/16/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Modifieds) | 9th | - | - | - |
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| 9/17/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Modifieds) | 7th | - | - | - |
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| 9/18/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cayden Schmeling (WISSOTA Modifieds) | - | - | - | 18th |
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| 9/24/2021 | Casino Speedway - Watertown, SD 4th Annual Autumn Classic (Night #1) 410 Sprints - Winged, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Modifieds) | 3rd | - | - | 9th |
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| 9/25/2021 | Casino Speedway - Watertown, SD 4th Annual Autumn Classic (Night #2) Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cayden Schmeling (WISSOTA Modifieds) | 2nd | - | - | 9th |
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