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| 6/8/2019 | Miller Central Speedway - Miller, SD Reg Show- All Classes Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 2nd | - | - | 2nd |
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| 6/15/2019 | Miller Central Speedway - Miller, SD Mid Mod Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 3rd | - | - | 2nd |
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| 6/22/2019 | Miller Central Speedway - Miller, SD Race of Champions Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 1st | - | - | 3rd |
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| 6/29/2019 | Miller Central Speedway - Miller, SD Regular Race- All Classes Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 3rd | - | - | 5th |
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| 7/5/2019 | Wagner Speedway - Wagner, SD 360 Sprints - Winged: Midwest Sprint Touring Series Hobby Stocks, B Modifieds, Dirt Late Models, Super Stocks | Results | | Kipp DeGroot (Super Stocks) | 2nd | - | - | 2nd |
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| 7/13/2019 | Miller Central Speedway - Miller, SD All Classes (Rain out date for ROC Race) Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 1st | - | - | 3rd |
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| 7/19/2019 | Wagner Speedway - Wagner, SD 305 Sprints - Winged, Hobby Stocks, B Modifieds, Dirt Late Models, Super Stocks | Results | | Kipp DeGroot (Hobby Stocks) | 3rd | - | - | 14th (DNF) |
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| 7/27/2019 | Miller Central Speedway - Miller, SD Tri-State Late Model Series Dirt Late Models: Tri-State Late Models A Modifieds, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 6th | - | - | 5th |
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| 8/3/2019 | Miller Central Speedway - Miller, SD Sponsored by Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 2nd | - | - | 3rd |
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| 8/16/2019 | Miller Central Speedway - Miller, SD Special - Class TBD Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 3rd | - | - | 7th |
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| 8/17/2019 | Miller Central Speedway - Miller, SD Season Championship Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Rain Out |
| 8/23/2019 | Wagner Speedway - Wagner, SD Dirt Late Models: Tri-State Late Models Hobby Stocks, B Modifieds, Super Stocks | Results | | Kipp DeGroot (Super Stocks) | 6th | - | - | DNS |
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| 8/24/2019 | Miller Central Speedway - Miller, SD 5th Annual "Big Dog Race" Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 9/2/2019 | Wagner Speedway - Wagner, SD 305 Sprints - Winged, Hobby Stocks, B Modifieds, Dirt Late Models, Super Stocks | Results | | Kipp DeGroot (Super Stocks) | 7th | - | - | 1st |
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| 9/6/2019 | Miller Central Speedway - Miller, SD Make up race National Points Only Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kipp DeGroot (WISSOTA Street Stock) | 5th | - | - | 7th | | Kipp DeGroot (WISSOTA Super Stock) | 3rd | - | - | 5th |
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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 | | Kipp DeGroot (WISSOTA Super Stock) | 8th (DNF) | - | - | 21st (DNF) |
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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 | | Kipp DeGroot (WISSOTA Super Stock) | 3rd | - | - | 2nd |
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