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| 5/7/2021 | Fiesta City Speedway - Montevideo, MN Season Opener Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 10th (DNF) |
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| 5/14/2021 | Fiesta City Speedway - Montevideo, MN Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 5/15/2021 | Viking Speedway - Alexandria, MN Regular Night Plus Late Models WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 8th |
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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 | | Jon Tollakson (WISSOTA Modifieds) | 6th | - | - | 9th |
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| 5/21/2021 | Fiesta City Speedway - Montevideo, MN Hornet Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 2nd | - | - | 2nd |
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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 | | Jon Tollakson (WISSOTA Modifieds) | 6th | - | - | 13th |
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| 5/31/2021 | Madison Speedway - Madison, MN Season Opener Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 6th |
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| 6/3/2021 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 3rd | - | - | 5th |
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| 6/4/2021 | Fiesta City Speedway - Montevideo, MN Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 5th (DNF) |
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| 6/11/2021 | Fiesta City Speedway - Montevideo, MN Race of Champions Night Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 3rd | - | - | 3rd |
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| 6/12/2021 | Madison Speedway - Madison, MN H.O.T.R.O.D. Vintage Car Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 6th | - | - | 3rd |
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| 6/17/2021 | Cedar Lake Speedway - New Richmond, WI 22nd Annual Masters A Modifieds, Dirt Late Models, USRA Modifieds, USRA Late Models | Results | | Jon Tollakson (USRA Modifieds) | 9th | - | 12th | - |
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| 6/18/2021 | Cedar Lake Speedway - New Richmond, WI 22nd Annual Masters A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Late Models, WISSOTA Modifieds | Results | | Jon Tollakson (A Modifieds) | 8th | - | 12th | - |
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| 6/19/2021 | Cedar Lake Speedway - New Richmond, WI 22nd Annual Masters Limited Sprints - Winged: Upper Midwest Sprint Car Series A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Late Models, WISSOTA Modifieds | Results | | Jon Tollakson (A Modifieds) | 6th | - | 11th | - |
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| 6/25/2021 | Fiesta City Speedway - Montevideo, MN Modified Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 2nd | - | - | 3rd |
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| 6/26/2021 | Madison Speedway - Madison, MN Modified Special Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 2nd |
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| 7/2/2021 | I-94 Speedway - Fergus Falls, MN 4th of July Fireworks Night-along with Fan Appreciation Night $5 admission Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jon Tollakson (Economy Late Models) | - | - | - | - | | Jon Tollakson (WISSOTA Modifieds) | 8th (DNF) | - | - | 13th (DNF) |
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| 7/9/2021 | Fiesta City Speedway - Montevideo, MN Josh Grinager Pure Stock Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 2nd | - | - | 1st |
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| 7/10/2021 | Viking Speedway - Alexandria, MN Advantage RV Modified Tour - No Street Stocks A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | 1st | - | - | 21st (DNF) |
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| 7/23/2021 | Fiesta City Speedway - Montevideo, MN Steffes Street Stock Tour Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 4th |
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| 7/30/2021 | Fiesta City Speedway - Montevideo, MN Fair Races Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 2nd | - | - | 6th | | Jon Tollakson (WISSOTA Late Model) | 2nd | - | - | 8th |
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| 8/6/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 2 Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, CRUSA Dirt Late Models | Results | | Jon Tollakson (Dirt Late Models) | 2nd | - | - | 9th |
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| 8/7/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 3 Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, CRUSA Dirt Late Models | Results | | Jon Tollakson (Dirt Late Models) | 1st | - | - | 4th |
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| 8/13/2021 | Fiesta City Speedway - Montevideo, MN Super Stock Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 2nd | | Jon Tollakson (WISSOTA Late Model) | 3rd | - | - | 3rd |
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| 8/19/2021 | KRA Speedway - Willmar, MN $1,500 to win at KRA Speedway Dirt Late Models: Tri-State Late Models Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (Dirt Late Models) | 3rd | - | - | 20th (DNF) |
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| 8/20/2021 | Fiesta City Speedway - Montevideo, MN $1,500 to win at Fiesta City Speedway Dirt Late Models: Tri-State Late Models Factory Stocks, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (Dirt Late Models) | 4th | - | - | 10th |
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| 8/21/2021 | Madison Speedway - Madison, MN $1,500 to win at Madison Speedway Dirt Late Models: Tri-State Late Models Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (Dirt Late Models) | 4th | - | - | 6th | | Jon Tollakson (WISSOTA Modifieds) | 1st | - | - | 9th (DNF) |
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| 8/27/2021 | I-94 Speedway - Fergus Falls, MN Race of Champions along Meet and Greet the Drivers, Along with the Viessman Late Model Special Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | 7th (DNF) | - | - | 11th |
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| 9/6/2021 | Madison Speedway - Madison, MN Season Championship Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 2nd | - | - | 3rd |
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| 9/10/2021 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 1 & Wayne Anderson Cup Finale 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | 7th | - | - | 13th |
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| 9/11/2021 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 9th |
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| 9/15/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | 4th | - | - | 20th | | Jon Tollakson (WISSOTA Late Model) | 8th (DNF) | - | - | - |
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| 9/16/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | 8th | - | - | - | | Jon Tollakson (WISSOTA Late Model) | 4th | - | - | 14th |
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| 9/17/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | - | - | - | - | | Jon Tollakson (WISSOTA Late Model) | 1st | - | - | 13th |
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| 9/18/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jon Tollakson (WISSOTA Modifieds) | - | - | - | - | | Jon Tollakson (WISSOTA Late Model) | 5th | - | - | 33rd (DNF) |
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| 10/2/2021 | Madison Speedway - Madison, MN Madtown Showdown Night 1 Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 1st | - | - | 3rd |
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| 10/3/2021 | Madison Speedway - Madison, MN Madtown Showdown Night 2 360 Sprints - Winged, Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 3rd | - | - | 11th (DNF) |
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| 10/8/2021 | Ogilvie Raceway - Ogilvie, MN Fall Classic presented by FYE Motorsports A Modifieds, USRA Late Models, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | 5th | - | - | - |
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| 10/9/2021 | Ogilvie Raceway - Ogilvie, MN Fall Classic presented by FYE Motorsports A Modifieds, USRA Late Models, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jon Tollakson (WISSOTA Modifieds) | - | - | 1st | 18th (DNF) |
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