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| 5/16/2021 | Proctor Speedway - Proctor, MN Weekly Racing WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 4th | - | - | 8th |
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| 5/29/2021 | ABC Raceway - Ashland, WI Ashland Ford Chrysler Weekend Deal presented by the Lakeshore Cafe & Zielies Tree Service A Modifieds, Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 5th | - | - | 7th |
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| 6/6/2021 | Proctor Speedway - Proctor, MN Weekly Racing presented by St. Germain's Glass WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 5th | - | - | 8th |
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| 6/25/2021 | Gondik Law Speedway - Superior, WI Limited Sprints - Winged: Upper Midwest Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers 360 Sprints - Non-Winged, 305 Sprints - Non-Winged, Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 4th | - | - | 12th (DNF) |
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| 6/26/2021 | ABC Raceway - Ashland, WI Heartland Communications Night with the Northern Renegade Sprints 360 Sprints - Non-Winged, Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 8th | - | - | 4th |
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| 7/11/2021 | Proctor Speedway - Proctor, MN Military Night presented by Halvor Lines Trucking WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 5th | - | - | 8th |
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| 7/18/2021 | Proctor Speedway - Proctor, MN AFCO ROC Qualifier + Vintage Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 3rd | - | - | 8th |
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| 7/20/2021 | Gondik Law Speedway - Superior, WI Fair Week-Night #1 WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 7th (DNF) | - | - | 13th (DNF) |
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| 8/13/2021 | Gondik Law Speedway - Superior, WI National Suicide Prevention Lifeline Night-Pure Stock Special Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 4th | - | - | 10th |
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| 9/9/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #1 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 6th | - | - | 4th |
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| 9/26/2021 | Bemidji Speedway - Bemidji, MN 42nd Annual Paul Bunyan Stampede Day 2 Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 5th (DNF) | - | - | 14th |
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