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| 4/3/2021 | US 36 Raceway - Osborn, MO Practice Night! 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | - | - | - | - |
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| 4/30/2021 | US 36 Raceway - Osborn, MO Season Points Opener 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 7th |
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| 5/1/2021 | Valley Speedway - Grain Valley, MO Points race night Hobby Stocks, Midwest Modifieds, 250cc+ Open Quad, IMCA Northern SportMod, IMCA Stock Car, Mod Lites | Results | | Connor Masoner (IMCA Stock Car) | 5th | - | - | 7th |
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| 5/7/2021 | US 36 Raceway - Osborn, MO Regular Season Racing Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 7th (DNF) | - | - | DNS |
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| 5/29/2021 | I-35 Speedway - Winston, MO Casey's General Store Night at the Races With SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Connor Masoner (USRA Stock Cars) | 1st | - | - | 14th |
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| 6/12/2021 | Valley Speedway - Grain Valley, MO O'Reilly's Auto Parts Points Race Night Midgets: POWRi Central States Midgets Hobby Stocks, Midwest Modifieds, IMCA Northern SportMod, IMCA Stock Car, Mod Lites | Results | | Connor Masoner (IMCA Stock Car) | 2nd | - | - | 15th (DNF) |
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| 6/18/2021 | US 36 Raceway - Osborn, MO Regular Season Racing Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 10th |
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| 7/9/2021 | US 36 Raceway - Osborn, MO Regular Season Racing 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 3rd | - | - | 6th |
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| 7/16/2021 | US 36 Raceway - Osborn, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Stock Cars, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 4th |
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| 7/23/2021 | US 36 Raceway - Osborn, MO URSS Winged Sprints 360 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod | Results | | Connor Masoner (Stock Cars) | 6th | - | - | 15th (DNF) |
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| 7/24/2021 | Bethany Fairgrounds Speedway - Bethany, MO URSS Wing Sprints A Modifieds, B Modifieds, Street Stocks, 360 Sprints - Non-Winged, Pure Stock | Rain Out |
| 7/30/2021 | US 36 Raceway - Osborn, MO Joe Crist Memorial Stock Car Race Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 1st | - | - | 12th |
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| 8/6/2021 | US 36 Raceway - Osborn, MO Regular Season Racing Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 3rd | - | - | 4th |
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| 8/7/2021 | Bethany Fairgrounds Speedway - Bethany, MO Regular Season Racing - E Mod, Pure, Sport, Stock, Mod A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 5th | - | - | 4th |
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| 8/21/2021 | Bethany Fairgrounds Speedway - Bethany, MO Regular Season Racing - E Mod, Pure, Sport, Stock, Mod A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 4th | - | - | 4th |
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| 8/27/2021 | US 36 Raceway - Osborn, MO Regular Season Racing 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 8th |
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| 9/5/2021 | Bethany Fairgrounds Speedway - Bethany, MO Non-Winged Sprints: Midwest Wingless Racing Association A Modifieds, Street Stocks, Limited Sport Mod | Results | | Connor Masoner (Street Stocks) | 6th | - | - | 16th |
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| 9/8/2021 | Boone Speedway - Boone, IA 2021 IMCA Speedway Motors Super Nationals Fueled by Casey’s IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Connor Masoner (IMCA Stock Car) | 6th | - | 16th | - |
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| 9/9/2021 | Boone Speedway - Boone, IA 2021 IMCA Speedway Motors Super Nationals Fueled by Casey’s Sportsmans, Midwest Modifieds, Vintage Full Body Stock Cars, IMCA Modified, IMCA Stock Car | Results | | Connor Masoner (IMCA Stock Car) | 5th | - | 9th | - |
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| 9/10/2021 | Boone Speedway - Boone, IA 2021 IMCA Speedway Motors Super Nationals Fueled by Casey’s Generic 2, IMCA Modified, IMCA Stock Car | Results | | Connor Masoner (IMCA Stock Car) | 3rd | - | - | 17th |
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| 9/18/2021 | Bethany Fairgrounds Speedway - Bethany, MO Regular Season Racing - E Mod, Pure, Sport, Stock, Mod A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 2nd | - | - | 2nd |
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| 9/25/2021 | Bethany Fairgrounds Speedway - Bethany, MO Championship Night A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | - | - | - | 2nd |
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| 10/7/2021 | US 36 Raceway - Osborn, MO IMCA Missouri Nationals Test 'n' Tune Night 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | - | - | - | - |
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| 10/8/2021 | US 36 Raceway - Osborn, MO IMCA Missouri Nationals 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 9th |
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| 10/9/2021 | US 36 Raceway - Osborn, MO IMCA Missouri Nationals 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | - | - | - | 7th |
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