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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 | | Blaine Webster (IMCA Northern SportMod) | 1st | - | - | 12th |
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| 5/20/2020 | Southern Iowa Speedway - Oskaloosa, IA Season Opener Hobby Stocks, Stock Cars, B Modifieds, Non-Winged Sprints, Sport Compact | Results | | Blaine Webster (B Modifieds) | - | - | - | 2nd |
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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 | | Blaine Webster (IMCA Northern SportMod) | 1st | - | - | 2nd |
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| 5/23/2020 | Adams County Speedway - Corning, IA Season Opener (Non-Sanctioned) Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Blaine Webster (B Modifieds) | 1st | - | - | 15th |
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| 5/27/2020 | Southern Iowa Speedway - Oskaloosa, IA Weekly Racing Hobby Stocks, Stock Cars, B Modifieds, Non-Winged Sprints, Sport Compact | Results | | Blaine Webster (B Modifieds) | - | - | - | 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 | | Blaine Webster (IMCA Northern SportMod) | 2nd | - | - | 5th |
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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 | | Blaine Webster (Limited Sport Mod) | 1st | - | - | 2nd |
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| 6/5/2020 | Lee County Speedway - Donnellson, IA Non-Winged Sprints: POWRi WAR Sprints with Iowa Sprint Car League Midgets, IMCA Modified, IMCA Northern SportMod | Results | | Blaine Webster (IMCA Northern SportMod) | 3rd | - | - | 6th |
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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 | | Blaine Webster (Limited Sport Mod) | 1st | - | - | 14th |
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| 6/16/2020 | Hancock County Speedway - Britt, IA MAXYIELD Sport Mod Nationals Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Blaine Webster (B Modifieds) | 5th | - | 3rd | 10th |
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| 6/24/2020 | Southern Iowa Speedway - Oskaloosa, IA Weekly Racing Hobby Stocks, Stock Cars, B Modifieds, Non-Winged Sprints, Sport Compact | Results | | Blaine Webster (B Modifieds) | - | - | - | 3rd |
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| 7/3/2020 | CJ Speedway - Columbus Junction, IA Points night Dirt Super Late Models, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Blaine Webster (B Modifieds) | 1st | - | - | 4th |
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| 8/14/2020 | CJ Speedway - Columbus Junction, IA Points night Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Blaine Webster (B Modifieds) | 2nd | - | - | 2nd |
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| 9/4/2020 | Marshalltown Speedway - Marshalltown, IA Safelite Auto Glass Showdown at MoTown IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Blaine Webster (IMCA Northern SportMod) | 4th | - | - | 7th |
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| 10/2/2020 | Adams County Speedway - Corning, IA NAPA Auto Parts 22nd Annual “Tradition” Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Blaine Webster (B Modifieds) | 3rd | - | - | 15th |
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| 10/3/2020 | Adams County Speedway - Corning, IA NAPA Auto Parts 22nd Annual “Tradition” Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Blaine Webster (B Modifieds) | 3rd | - | - | 5th |
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