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| 5/2/2020 | Cedar County Raceway - Tipton, IA Darkside Spring Fling @ Lee County Speedway in Donnellson, IA IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | 1st |
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| 5/22/2020 | Lee County Speedway - Donnellson, IA Return to Racing IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | 1st |
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| 5/24/2020 | 34 Raceway - West Burlington, IA Hearth & Home Technologies presents Sprint Invaders 360 Sprints - Winged, Stock Cars, Dirt Late Models | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 3rd |
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| 5/29/2020 | Lee County Speedway - Donnellson, IA Season Opener IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | 2nd |
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| 5/30/2020 | 34 Raceway - West Burlington, IA Roberts Tire Center Night 305 Sprints - Winged, Stock Cars, A Modifieds, Dirt Late Models, 2WD Trucks, Limited Sport Mod | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 1st |
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| 6/1/2020 | Stuart Speedway - Stuart, IA Dirt Duel Stock Cars, B Modifieds, 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (Stock Cars) | 7th | - | 4th | 21st (DNF) |
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| 6/2/2020 | Stuart Speedway - Stuart, IA Dirt Duel Stock Cars, B Modifieds, Dwarf, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 21st |
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| 6/3/2020 | Stuart Speedway - Stuart, IA Dirt Duel Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (Stock Cars) | 9th (DNF) | - | 10th | - |
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| 6/6/2020 | 34 Raceway - West Burlington, IA Sonny's Market Night featuring USAC Sprints 410 Sprints - Non-Winged: USAC National Sprint Cars 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 2nd |
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| 6/12/2020 | Lee County Speedway - Donnellson, IA Shottenkirk Parts Express Drive For 5 Night 1 IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 3rd | - | - | 8th |
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| 6/27/2020 | Maquoketa Speedway - Maquoketa, IA IMCA Weekly Racing IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | 2nd |
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| 7/2/2020 | Stuart Speedway - Stuart, IA 21st Annual Ron Little Memorial IMCA Modified: Midwest Madness Tour Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 8th |
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| 7/3/2020 | 34 Raceway - West Burlington, IA MLRA Late Models Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 17th |
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| 7/4/2020 | 300 Raceway - Farley, IA MLRA Late Models Inaugural Event Dirt Super Late Models: Lucas Oil MLRA Stock Cars, A Modifieds, B Modifieds | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 6th |
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| 7/10/2020 | CJ Speedway - Columbus Junction, IA Points night Dirt Super Late Models, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 7th |
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| 7/11/2020 | Maquoketa Speedway - Maquoketa, IA IMCA Weekly Racing IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Rain Out |
| 7/18/2020 | Maquoketa Speedway - Maquoketa, IA IMCA Weekly Racing IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | 13th |
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| 7/19/2020 | Benton County Speedway - Vinton, IA Super Sunday: All Weekly Classes Winged Outlaw, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | 6th |
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| 7/25/2020 | 34 Raceway - West Burlington, IA Window World & 101.7 The Bull Night 305 Sprints - Winged, Stock Cars, A Modifieds, Dirt Late Models, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 3rd | - | - | 1st |
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| 7/31/2020 | CJ Speedway - Columbus Junction, IA Points night Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 1st | - | - | 4th |
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| 8/8/2020 | Maquoketa Speedway - Maquoketa, IA IMCA Weekly Racing IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 4th | - | - | 3rd |
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| 8/9/2020 | Benton County Speedway - Vinton, IA POWRi Iowa Sprint Car League at Benton County Speedway Non-Winged Sprints: Iowa Sprint Car League Winged Outlaw, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 1st | - | - | 1st |
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| 8/16/2020 | Benton County Speedway - Vinton, IA Weekly Racing: Kid's Night with Race Car Rides Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | 3rd |
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| 8/22/2020 | 34 Raceway - West Burlington, IA Stronghurst Collision & Refinish presents Sprint Invaders 360 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 2nd |
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| 8/29/2020 | 34 Raceway - West Burlington, IA Pepsi Zero Season Championship - $5 Fan Appreciation 305 Sprints - Winged, Stock Cars, A Modifieds, Dirt Late Models, Limited Sport Mod, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 1st |
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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 | | John Oliver Jr (IMCA Stock Car) | 1st | - | - | 20th (DNF) |
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| 9/9/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s IMCA Modified, IMCA Stock Car | Results | | John Oliver Jr (IMCA Stock Car) | 5th | - | - | - |
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| 9/10/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Midwest Modifieds, Vintage Full Body Stock Cars, IMCA Modified, IMCA Stock Car | Results | | John Oliver Jr (Vintage Full Body Stock Cars) | 1st | - | - | - | | John Oliver Jr (IMCA Stock Car) | 3rd | - | - | 19th (DNF) |
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| 9/11/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Generic 2, IMCA Modified, IMCA Stock Car | Results | | John Oliver Jr (IMCA Stock Car) | 2nd | - | - | - |
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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 | | John Oliver Jr (Vintage Full Body Stock Cars) | - | - | - | - |
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| 10/1/2020 | Cedar County Raceway - Tipton, IA Hoker Trucking Fall Bash Night 1 IMCA Late Models, Super Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 3rd | - | - | 23rd |
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| 10/2/2020 | Cedar County Raceway - Tipton, IA Fall Bash 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | John Oliver Jr (IMCA Stock Car) | 1st | - | - | 2nd |
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| 11/6/2020 | Davenport Speedway - Davenport, IA Gade Race Engines Dirt In November Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | John Oliver Jr (Street Stocks) | 1st | - | - | 4th |
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| 11/7/2020 | CJ Speedway - Columbus Junction, IA 4th Annual Turkey Dash 1 Day Show Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | John Oliver Jr (Stock Cars) | 2nd | - | - | 4th |
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