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| 5/8/2020 | US 36 Raceway - Osborn, MO Weekly Racing Series 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Jayden Bears (A Modifieds) | 7th | - | 6th | - |
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| 5/9/2020 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race 305 Sprints - Winged, A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock, IMCA RaceSaver Sprint Car | Results | | Jayden Bears (A Modifieds) | 4th | - | - | 18th |
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| 6/13/2020 | I-35 Speedway - Winston, MO Tompkins Night at the Races - USAC Midwest Wingless Sprint *Special* Hobby Stocks, Midwest Modifieds, Dirt Late Models, Non-Winged Sprints, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jayden Bears (USRA Modifieds) | 5th | - | - | 11th |
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| 6/20/2020 | I-35 Speedway - Winston, MO Pro-Ag Finish Strong Mike Tanner Memorial Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Jayden Bears (USRA Modifieds) | 8th | - | - | 13th |
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| 7/18/2020 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock, IMCA RaceSaver Sprint Car | Results | | Jayden Bears (A Modifieds) | 5th | - | - | 16th (DNF) |
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| 7/25/2020 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock, IMCA RaceSaver Sprint Car | Results | | Jayden Bears (A Modifieds) | 2nd | - | - | 3rd |
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| 8/8/2020 | Boone Speedway - Boone, IA Saturday Night Series #13 - Excel Floor Covering | Joe Busch Ag Repair Sport Mod Dash Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Jayden Bears (IMCA Modified) | 7th | - | 10th (DNF) | - |
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| 8/15/2020 | Boone Speedway - Boone, IA Saturday Night Series #14 - IMCA Sport Compact Shakedown Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jayden Bears (IMCA Modified) | 6th | - | 7th | - |
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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 | | Jayden Bears (IMCA Modified) | 6th | - | 8th | - |
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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 | | Jayden Bears (IMCA Modified) | DNS | - | - | - |
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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 | | Jayden Bears (IMCA Modified) | 7th | - | 6th | - |
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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 | | Jayden Bears (IMCA Modified) | 3rd | - | - | - |
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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 | | Jayden Bears (IMCA Modified) | 5th | - | - | - |
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| 10/9/2020 | US 36 Raceway - Osborn, MO 2nd Annual IMCA Missouri Nationals Night #1 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod | Results | | Jayden Bears (A Modifieds) | - | - | - | - |
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| 10/10/2020 | US 36 Raceway - Osborn, MO 2nd Annual IMCA Missouri Nationals Night #2 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod | Results | | Jayden Bears (A Modifieds) | 6th (DNF) | - | - | 11th |
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