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| 5/16/2020 | Devils Lake Speedway - Crary, ND Non-Winged Sprints, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 6th | - | - | 3rd |
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| 5/17/2020 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Weekly Racing Dirt Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 2nd | - | - | 8th |
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| 5/22/2020 | Miller Central Speedway - Miller, SD Make up for rainout-doubleheader Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 2nd | - | - | 4th |
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| 5/23/2020 | Miller Central Speedway - Miller, SD All Classes- Sponsor TBA Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 2nd | - | - | 11th |
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| 5/29/2020 | Miller Central Speedway - Miller, SD Double Header weekend Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 2nd | - | - | 2nd |
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| 5/30/2020 | Miller Central Speedway - Miller, SD All Classes- Sponsor TBA Dirt Late Models, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 1st | - | - | 4th |
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| 5/31/2020 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Weekly Racing Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 5th | - | - | 17th (DNF) |
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| 6/5/2020 | Brown County Speedway - Aberdeen, SD Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 3rd | - | - | 15th (DNF) |
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| 6/7/2020 | Casino Speedway - Watertown, SD WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 5th | - | - | 13th (DNF) |
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| 6/12/2020 | Dacotah Speedway - Mandan, ND Mandan Dirt Series with WISSOTA Street Stock Tour Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 5th | - | 6th | - |
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| 6/13/2020 | Jamestown Speedway - Jamestown, ND Don Gumke Memorial & 2020 Wissota Street Stock Tour A Modifieds, Street Stocks, Pure Stock, IMCA Modified, WISSOTA Street Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 8th | - | 13th | - |
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| 6/14/2020 | Sheyenne Speedway - Lisbon, ND STREET STOCK TOUR | TOP GUN MW MOD Special | Minn-Kota Legends Tour Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Trajan Schmidt (WISSOTA Street Stock) | 7th | - | - | DNS |
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| 6/19/2020 | Brown County Speedway - Aberdeen, SD BCS 06/19/2020 Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Super Stock) | 8th | - | - | 16th (DNF) |
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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 | | Trajan Schmidt (WISSOTA Street Stock) | 4th | - | - | 18th (DNF) | | Trajan Schmidt (WISSOTA Super Stock) | 3rd | - | - | 8th |
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| 7/11/2020 | Brown County Speedway - Aberdeen, SD BCS 7/11/2020 Dacotah Rumble WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Super Stock) | 5th (DNF) | - | - | 23rd (DNF) |
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| 7/17/2020 | Brown County Speedway - Aberdeen, SD BCS 07/17/2020 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Super Stock) | 4th | - | - | 5th |
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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 | | Trajan Schmidt (WISSOTA Super Stock) | 2nd | - | - | 3rd |
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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 | | Trajan Schmidt (WISSOTA Street Stock) | 6th | - | 2nd | 24th (DNF) |
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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 | | Trajan Schmidt (WISSOTA Super Stock) | 5th | - | - | 12th |
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| 7/31/2020 | Brown County Speedway - Aberdeen, SD BCS 07/31/2020 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trajan Schmidt (WISSOTA Super Stock) | 4th | - | - | 15th (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 | | Trajan Schmidt (WISSOTA Super Stock) | 5th | - | - | 16th |
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