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| 5/1/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 8th (DNF) | - | - | 20th (DNF) |
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| 5/8/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout with Mother's Day Special WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 5th | - | - | 15th |
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| 5/15/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout - Armed Forces Night WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 5th | - | - | 11th |
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| 5/16/2021 | Granite City Motor Park - Sauk Rapids, MN Kid's Night - Bicycle Giveaway WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 4th | - | - | 16th (DNF) |
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| 5/23/2021 | Granite City Motor Park - Sauk Rapids, MN Regular Night with MWM Special - WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 7th (DNF) | - | 5th | - |
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| 5/31/2021 | Granite City Motor Park - Sauk Rapids, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 7th | - | - | 12th |
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| 6/5/2021 | Granite City Motor Park - Sauk Rapids, MN 410 Sprints - Winged: World of Outlaws Winged A-Class, WISSOTA Midwest Mods | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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| 6/17/2021 | KRA Speedway - Willmar, MN Jeff Isdal Memorial Street Stock Special presented by Deering Sales Inc. Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 3rd | - | - | 14th |
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| 6/25/2021 | Murray County Speedway - Slayton, MN $1500 Stock Car Special with Limited Late Models Factory Stocks, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Sport Compact, Dirt Limited Late Models | Results | | Jonathan Olmscheid (B Modifieds) | 5th | - | - | 11th |
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| 7/1/2021 | KRA Speedway - Willmar, MN Mark Geer Memorial Super Stock Special sponsored by Donnelly Truck Service & Truck Wash Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 3rd | - | - | 10th |
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| 7/10/2021 | Madison Speedway - Madison, MN Josh Grinager Pure Stock Special along with a Hornet Special Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 4th | - | - | 6th |
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| 7/18/2021 | Granite City Motor Park - Sauk Rapids, MN Regular Night Races with Modified Special $2K to win WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | - | - | - | - | | Jonathan Olmscheid (WISSOTA Modifieds) | 9th | - | - | 8th |
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| 7/24/2021 | Viking Speedway - Alexandria, MN Regular Race Night Plus Short Trackers Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 7/31/2021 | Viking Speedway - Alexandria, MN HALL OF FAME NIGHT - VINTAGE CARS - SHORT TRACKERS Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 4th | - | - | 13th (DNF) | | Jonathan Olmscheid (WISSOTA Modifieds) | 8th | - | - | 8th |
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| 8/5/2021 | KRA Speedway - Willmar, MN Ziegler Cat Night w/Mod Four Special and Meet the Drivers Night Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Modifieds) | 8th | - | - | 7th |
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| 8/6/2021 | Fiesta City Speedway - Montevideo, MN Factory Stocks, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 6th | - | - | 9th (DNF) | | Jonathan Olmscheid (WISSOTA Modifieds) | 7th (DNF) | - | - | DNS |
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| 8/12/2021 | KRA Speedway - Willmar, MN Dooley's Petroleum presents Kandiyohi County Fair Races Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 5th | - | - | 10th (DNF) |
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| 8/15/2021 | Granite City Motor Park - Sauk Rapids, MN Regular Night Races also will be the ROC qualifier race for the WISSOTA 100 WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 6th | - | - | 6th |
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| 8/22/2021 | Granite City Motor Park - Sauk Rapids, MN Regular Night Races - Modified Special $1500 to win WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 8/29/2021 | Granite City Motor Park - Sauk Rapids, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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| 9/11/2021 | Chateau Speedway - Lansing, MN National Points Special USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Jonathan Olmscheid (WISSOTA Midwest Mods) | 5th | - | - | 6th |
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