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| 5/9/2020 | North Central Speedway - Brainerd, MN Season opener Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car | Canceled |
| 5/16/2020 | North Central Speedway - Brainerd, MN Brainerd Invitional Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Canceled |
| 5/23/2020 | Park Jefferson International Speedway - Jefferson, SD Memorial Day Clash featuring NE 360 Sprints & $1,000 to win IMCA Modified Fastshafts 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series 305 Sprints - Winged, Hobby Stocks, Stock Cars, IMCA Modified | Results | | Matt Olson (Hobby Stocks) | 1st | - | - | 4th |
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| 5/25/2020 | Sheyenne Speedway - Lisbon, ND MEMORIAL DAY RACE Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Matt Olson (Pure Stock) | 6th | - | - | 22nd (DNF) |
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| 5/31/2020 | Interstate Speedway (SD) - Jefferson, SD Repairable Vehicle’s.com Tri State Late Models plus IMCA classes Dirt Late Models: Tri-State Late Models Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Matt Olson (Hobby Stocks) | 3rd | - | - | 14th |
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| 6/6/2020 | North Central Speedway - Brainerd, MN Weekly Races Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car | Rain Out |
| 6/7/2020 | North Central Speedway - Brainerd, MN Night 3 Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car | Results | | Matt Olson (Hobby Stocks) | 1st | - | - | 2nd |
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| 6/15/2020 | Jackson Motorplex - Jackson, MN Bank Midwest IMCA Shootout Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Matt Olson (Hobby Stocks) | 1st | - | - | 11th (DNF) |
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| 6/20/2020 | Arlington Raceway - Arlington, MN Season Opener 305 Sprints - Winged, Outlaw Hobby Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Matt Olson (IMCA Hobby Stock) | - | - | - | 2nd |
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| 6/27/2020 | Arlington Raceway - Arlington, MN Weekly Racing 305 Sprints - Winged, Outlaw Hobby Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Matt Olson (IMCA Hobby Stock) | - | - | - | 1st |
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| 8/2/2020 | North Central Speedway - Brainerd, MN Hobby stock tour day 2 Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car | Results | | Matt Olson (Hobby Stocks) | 2nd | - | - | 2nd |
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| 8/18/2020 | Fairmont Raceway - Fairmont, MN Stock Car Special! All IMCA Classes will run on this Special Tuesday Night Race Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Matt Olson (Hobby Stocks) | 5th | - | - | 20th (DNF) |
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| 9/5/2020 | Boone Speedway - Boone, IA Wild Rose Casino Prelude to the Super Nationals IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Matt Olson (IMCA Hobby Stock) | 2nd | - | - | 7th |
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| 9/7/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Vintage Modifieds, Generic 1, IMCA Late Models, IMCA Northern SportMod, IMCA Hobby Stock | Results | | Matt Olson (Generic 1) | 4th | - | - | - | | Matt Olson (IMCA Hobby Stock) | 3rd | - | - | - |
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| 9/8/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact | Results | | Matt Olson (IMCA Hobby Stock) | 2nd | - | - | 10th |
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| 9/13/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Midwest Modifieds, Vintage Full Body Stock Cars, Vintage Modifieds, Generic 1, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Matt Olson (IMCA Hobby Stock) | - | - | - | - |
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