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| 7/16/2021 | Ogilvie Raceway - Ogilvie, MN Inaugural USMTS Mod Wars A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Hornet | Results | | Karl Leavenworth (A Modifieds) | 7th | - | 12th | - |
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| 7/17/2021 | Ogilvie Raceway - Ogilvie, MN Inaugural USMTS Mod Wars A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Hornet | Results | | Karl Leavenworth (A Modifieds) | 8th | - | 14th | - |
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| 7/29/2021 | ABC Raceway - Ashland, WI 444 Memorial For Tanner Byholm WISSOTA Late Model: Wissota Late Model Challenge Series A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | Karl Leavenworth (WISSOTA Modifieds) | 6th | - | 10th (DNF) | - |
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| 7/31/2021 | Rice Lake Speedway - Rice Lake, WI Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Karl Leavenworth (WISSOTA Modifieds) | 9th (DNF) | - | - | 6th |
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| 8/13/2021 | I-94 Speedway - Fergus Falls, MN Advantage RV Modified Tour Presented by Watertown Ford and Chrysler A Modifieds, Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Karl Leavenworth (WISSOTA Modifieds) | 6th | - | - | 19th |
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| 9/2/2021 | Proctor Speedway - Proctor, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Modifieds | Results | | Karl Leavenworth (WISSOTA Modifieds) | 6th | - | 2nd | 16th |
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| 9/3/2021 | Grand Rapids Speedway - Grand Rapids, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock | Rain Out |
| 9/4/2021 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Karl Leavenworth (WISSOTA Modifieds) | 5th | - | 2nd | 18th |
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| 9/5/2021 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series - Championship Night WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Karl Leavenworth (WISSOTA Modifieds) | 6th | - | 4th | 20th |
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| 10/22/2021 | Ogilvie Raceway - Ogilvie, MN Topless Nationals Night One A Modifieds, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds, Super Stocks | Results | | Karl Leavenworth (A Modifieds) | 6th (DNF) | - | - | - |
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| 10/23/2021 | Ogilvie Raceway - Ogilvie, MN Topless Nationals Night Two A Modifieds, Winged A-Class, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds, Super Stocks | Results | | Karl Leavenworth (A Modifieds) | - | - | - | 14th |
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