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| 6/1/2019 | ABC Raceway - Ashland, WI Season Opener and Military Appreciation Night Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 7th (DNF) | - | - | DNS |
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| 6/7/2019 | Gondik Law Speedway - Superior, WI Advantage RV Modified Tour WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 8th | - | - | 7th |
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| 6/15/2019 | ABC Raceway - Ashland, WI Racing for a Reason presented by Heartland Communications Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 7th | - | - | 8th |
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| 6/22/2019 | ABC Raceway - Ashland, WI Hall of Fame Night presented by Zar's Bar & Banquet Hall 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 | - | - | 5th |
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| 6/28/2019 | ABC Raceway - Ashland, WI AFCO ROC Qualifier presented by the Bad River Lodge & Casino Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 6th (DNF) | - | - | 12th |
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| 6/29/2019 | Gondik Law Speedway - Superior, WI 3rd Annual Great Lakes Border Battle-Night #1 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 6th | - | - | 13th |
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| 6/30/2019 | Gondik Law Speedway - Superior, WI 3rd Annual Great Lakes Border Battle-Night #2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 5th | - | - | 10th |
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| 7/7/2019 | Proctor Speedway - Proctor, MN Halvor Lines Trucking Military Night - Points Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 6th | - | - | 6th |
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| 8/10/2019 | ABC Raceway - Ashland, WI Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 7th | - | - | 7th |
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| 8/24/2019 | ABC Raceway - Ashland, WI Season Championship presented by WIMI and Mt. Dew Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Simonson (WISSOTA Pure Stock) | 4th | - | - | 8th |
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| 8/30/2019 | Grand Rapids Speedway - Grand Rapids, MN WISSOTA CLASSIC - WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Jason Simonson (WISSOTA Pure Stock) | 8th | - | - | 15th |
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