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| 5/30/2020 | Springfield Raceway - Springfield, MO A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 5th | - | - | DNS |
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| 7/11/2020 | Springfield Raceway - Springfield, MO A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 6th | - | - | 9th |
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| 7/18/2020 | Springfield Raceway - Springfield, MO Cash Money Late models A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 5th | - | - | 11th |
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| 7/25/2020 | Springfield Raceway - Springfield, MO A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 6th | - | - | 17th |
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| 8/1/2020 | Springfield Raceway - Springfield, MO Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 8th | - | - | DNS |
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| 8/8/2020 | Springfield Raceway - Springfield, MO WEEKLY RACING A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 9th | - | - | 10th |
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| 8/15/2020 | Springfield Raceway - Springfield, MO Cash Money late models A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 4th | - | - | 15th |
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| 8/22/2020 | Springfield Raceway - Springfield, MO A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 3rd | - | - | 8th |
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| 9/6/2020 | Springfield Raceway - Springfield, MO KTTS OZARKS AREA DIRT TRACK CHAMPIONSHIPS A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 6th | - | - | 10th |
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| 9/20/2020 | Springfield Raceway - Springfield, MO ROUTE 66 SHOWDOWN (66 LAPS) Midwest Modifieds, Dirt Late Models, Pro Legends, Pure Stock, USRA B-Mods | Results | | Matthew Bowen (Pro Legends) | 6th | - | - | 10th |
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| 10/3/2020 | Springfield Raceway - Springfield, MO CASH MONEY LATE MODELS Stock Cars, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 5th | - | - | 6th |
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| 10/10/2020 | Springfield Raceway - Springfield, MO MECHANICS & POWDER PUFF RACES W/ BICYCLE RACES Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 4th | - | - | 4th |
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| 10/17/2020 | Springfield Raceway - Springfield, MO BMOD SPECIAL 40 LAP EVENT Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 2nd | - | - | 3rd |
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| 10/24/2020 | Springfield Raceway - Springfield, MO Cash Money Late Models/ 5 for 5 Pure Stock Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Matthew Bowen (Pro Legends) | 7th | - | - | 7th |
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| 11/7/2020 | Springfield Raceway - Springfield, MO PRELUDE TO TURKEY BOWL XIV Stock Cars, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Matthew Bowen (Pro Legends) | 5th | - | - | 9th |
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| 11/27/2020 | Springfield Raceway - Springfield, MO QUALIFYING FOR TURKEY BOWL / TEST N TUNE A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | 6th | - | - | - |
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| 11/28/2020 | Springfield Raceway - Springfield, MO TURKEY BOWL XIV A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Matthew Bowen (Pro Legends) | - | - | 4th | 15th |
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