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| 4/5/2019 | US 36 Raceway - Osborn, MO Weekly Championship Opening Night 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 7th | | Connor Masoner (Pure Stock) | 2nd | - | - | 1st |
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| 4/6/2019 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Opener A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 5th | - | - | 6th | | Connor Masoner (Pure Stock) | 1st | - | - | 1st |
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| 4/19/2019 | US 36 Raceway - Osborn, MO Season Championship Night #3 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 3rd | | Connor Masoner (Pure Stock) | 1st | - | - | 1st |
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| 4/20/2019 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race #2 A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 1st | - | - | 2nd | | Connor Masoner (Pure Stock) | 1st | - | - | 2nd |
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| 4/26/2019 | US 36 Raceway - Osborn, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Pure Stock) | 1st | - | - | 1st |
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| 5/4/2019 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race #3 A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 2nd | - | - | 5th | | Connor Masoner (Pure Stock) | 1st | - | - | 1st |
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| 5/11/2019 | Boone Speedway - Boone, IA Harris Auto Racing Saturday Night Series Night 5 305 Sprints - Winged, Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds | Results | | Connor Masoner (Street Stocks) | 5th | - | - | 10th |
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| 5/17/2019 | US 36 Raceway - Osborn, MO ASCS Warrior Region and Pure Stock Shootout 360 Sprints - Winged: ASCS Warrior Region 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 3rd | | Connor Masoner (Pure Stock) | 3rd | - | - | 1st |
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| 5/31/2019 | US 36 Raceway - Osborn, MO Season Championship Night #7 Non-Winged Sprints: Iowa Sprint Car League 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, 360 Sprints - Non-Winged, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 2nd | - | - | 7th | | Connor Masoner (Pure Stock) | 1st | - | - | 1st |
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| 6/1/2019 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race #5 Non-Winged Sprints: Iowa Sprint Car League A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Pure Stock) | 1st | - | - | 1st |
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| 6/7/2019 | US 36 Raceway - Osborn, MO Westfall GMC Night at the Races/Season Championship Night #8 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 4th | - | - | 4th | | Connor Masoner (Pure Stock) | 1st | - | - | 2nd |
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| 6/14/2019 | US 36 Raceway - Osborn, MO Bud Shootout-ASCS Warrior Region and Sprint Series of Nebraska 360 Sprints - Winged: ASCS Warrior Region 305 Sprints - Winged, Stock Cars, A Modifieds | Results | | Connor Masoner (Stock Cars) | 1st | - | - | 4th |
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| 6/28/2019 | US 36 Raceway - Osborn, MO Modified Madness/Wayne Hicks Memorial Sport Mod Shootout 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 5th | - | - | 7th | | Connor Masoner (Pure Stock) | 5th | - | - | 2nd |
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| 6/29/2019 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race #7 A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 2nd | - | - | 6th | | Connor Masoner (Pure Stock) | 2nd | - | - | 2nd |
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| 7/5/2019 | US 36 Raceway - Osborn, MO ASCS Warrior Region and Sprint Series of Nebraska 360 Sprints - Winged: ASCS Warrior Region 305 Sprints - Winged, A Modifieds, B Modifieds, Pure Stock | Results | | Connor Masoner (Pure Stock) | 1st | - | - | DNS |
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| 7/12/2019 | US 36 Raceway - Osborn, MO Iowa Sprint Car League/Season Championship Night #11 Non-Winged Sprints: Iowa Sprint Car League Stock Cars, B Modifieds, 360 Sprints - Non-Winged, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 7th | - | - | 6th | | Connor Masoner (Pure Stock) | 2nd | - | - | 4th |
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| 7/13/2019 | I-35 Speedway - Winston, MO USRA Stock Cars: USRA Ironman USRA B-Mods, USRA Modifieds | Results | | Connor Masoner (USRA Stock Cars) | 4th | - | 2nd | 11th |
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| 7/26/2019 | US 36 Raceway - Osborn, MO Joe Crist Memorial Stock Car Shootout/Season Championship Night #13 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 4th | - | - | 14th (DNF) |
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| 7/27/2019 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race #9 A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 1st | - | - | 7th | | Connor Masoner (Pure Stock) | 2nd | - | - | 9th |
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| 8/2/2019 | US 36 Raceway - Osborn, MO Season Championship Night #14 - Modified Blowout 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 1st | - | - | 3rd | | Connor Masoner (Pure Stock) | 1st | - | - | 2nd |
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| 8/24/2019 | Bethany Fairgrounds Speedway - Bethany, MO Season Championship Race #11 A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | 2nd | - | - | 6th | | Connor Masoner (Pure Stock) | 1st | - | - | 4th |
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| 9/1/2019 | Bethany Fairgrounds Speedway - Bethany, MO Northwest Missouri State Fair Races Non-Winged Sprints: Iowa Sprint Car League A Modifieds, Street Stocks, Limited Sport Mod | Results | | Connor Masoner (Street Stocks) | 5th | - | - | 19th (DNF) |
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| 9/2/2019 | Bethany Fairgrounds Speedway - Bethany, MO Northwest Missouri State Fair Races B Modifieds, 600cc Modifieds, Limited Modified, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Pure Stock) | 1st | - | - | 1st |
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| 9/4/2019 | Boone Speedway - Boone, IA 2019 IMCA Speedway Motors Super Nationals Fueled by Casey’s Hobby Stocks, A Modifieds, B Modifieds, Street Stocks | Results | | Connor Masoner (Street Stocks) | 10th | - | - | - |
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| 9/5/2019 | Boone Speedway - Boone, IA 2019 IMCA Speedway Motors Super Nationals Fueled by Casey’s A Modifieds, Midwest Modifieds, Street Stocks, Vintage Full Body Stock Cars | Results | | Connor Masoner (Street Stocks) | 10th | - | - | - | | Connor Masoner (Vintage Full Body Stock Cars) | 7th | - | - | - |
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| 9/6/2019 | Boone Speedway - Boone, IA 2019 IMCA Speedway Motors Super Nationals Fueled by Casey’s A Modifieds, Street Stocks, Generic 2 | Results | | Connor Masoner (Street Stocks) | 3rd | - | - | 20th |
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| 9/14/2019 | Bethany Fairgrounds Speedway - Bethany, MO Championship Night A Modifieds, B Modifieds, Street Stocks, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Street Stocks) | - | - | - | 10th | | Connor Masoner (Pure Stock) | - | - | - | 2nd |
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| 9/28/2019 | US 36 Raceway - Osborn, MO ASCS Warrior Region and Sprint Series of Nebraska/Pure Stock and E-Mod Nationals 360 Sprints - Winged: ASCS Warrior Region with Malvern Bank 360 Sprints 305 Sprints - Winged, B Modifieds, Pure Stock | Rain Out |
| 10/10/2019 | US 36 Raceway - Osborn, MO Missouri IMCA Nationals Night #1 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod | Postponed |
| 10/26/2019 | US 36 Raceway - Osborn, MO Missouri IMCA Nationals 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | Connor Masoner (Stock Cars) | 2nd | - | - | 17th | | Connor Masoner (Pure Stock) | 1st | - | - | 3rd |
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