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| 5/23/2020 | Independence Motor Speedway - Independence, IA DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, Dwarf, IMCA Late Models | Results | | Skyler Dugan (Stock Non-Wing) | - | - | - | 7th | | Skyler Dugan (Dwarf) | - | - | - | 7th |
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| 5/24/2020 | Benton County Speedway - Vinton, IA Bullring Championship Series IMCA Modified Extravaganza Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dwarf, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Skyler Dugan (Dwarf) | - | - | - | - |
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| 6/6/2020 | Independence Motor Speedway - Independence, IA Weekly Racing DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, Dwarf, IMCA Late Models | Results | | Skyler Dugan (Stock Non-Wing) | - | - | - | 8th | | Skyler Dugan (Dwarf) | - | - | - | 8th |
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| 6/7/2020 | Benton County Speedway - Vinton, IA Bullring Season Points Opener Plus A.I.R.S Racing Series Vintage Full Body Stock Cars, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Skyler Dugan (Dwarf) | 2nd | - | - | 7th |
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| 6/12/2020 | Fayette County Speedway - West Union, IA Weekly Races - 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Skyler Dugan (600cc Modifieds) | 4th | - | - | 7th |
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| 6/13/2020 | Independence Motor Speedway - Independence, IA Weekly Racing DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, Dwarf, IMCA Late Models | Results | | Skyler Dugan (Stock Non-Wing) | - | - | - | 6th |
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| 7/3/2020 | Fayette County Speedway - West Union, IA USRA Iron Man Series for USRA Stock Cars & BMods~ Wkly Pts for other classes Sponsored by Brown's 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners, Dirt Mini Late Models | Results | | Skyler Dugan (600cc Modifieds) | 5th | - | - | 6th |
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| 7/4/2020 | Independence Motor Speedway - Independence, IA July 4th Special Dirt Super Late Models, DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, IMCA Late Models | Results | | Skyler Dugan (Stock Non-Wing) | - | - | - | 5th |
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| 7/5/2020 | Benton County Speedway - Vinton, IA Urbana 5 Memorial Race Pro Legends, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Skyler Dugan (Dwarf) | 1st | - | - | 1st |
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| 7/10/2020 | Fayette County Speedway - West Union, IA Weekly Races 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners, Dirt Mini Late Models | Results | | Skyler Dugan (600cc Modifieds) | 6th | - | - | 7th |
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| 7/12/2020 | Benton County Speedway - Vinton, IA Fisher Towing Mid-Season Championship: Kid's Night with Power Wheels Races Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dwarf, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Skyler Dugan (Dwarf) | 2nd | - | - | 5th |
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| 7/19/2020 | Benton County Speedway - Vinton, IA Super Sunday: All Weekly Classes Winged Outlaw, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Skyler Dugan (Dwarf) | 4th | - | - | 5th |
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| 7/25/2020 | Independence Motor Speedway - Independence, IA IMCA LATE MODEL CHAMPIONSHIIP DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models | Results | | Skyler Dugan (Stock Non-Wing) | - | - | - | 6th |
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| 8/1/2020 | Independence Motor Speedway - Independence, IA DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models | Results | | Skyler Dugan (Stock Non-Wing) | - | - | - | 6th |
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| 8/8/2020 | Independence Motor Speedway - Independence, IA SEASON CHAMPIONSHIP DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models | Results | | Skyler Dugan (Stock Non-Wing) | - | - | - | 5th |
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| 8/14/2020 | Fayette County Speedway - West Union, IA Weekly Races 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners, Dirt Mini Late Models | Results | | Skyler Dugan (600cc Modifieds) | 6th | - | - | 5th |
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| 8/21/2020 | Fayette County Speedway - West Union, IA Weekly Races - Season Championships 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners, Dirt Mini Late Models | Results | | Skyler Dugan (600cc Modifieds) | 7th | - | - | 8th |
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| 8/22/2020 | Winneshiek Raceway - Decorah, IA POINTS RACE USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners, Mod Lites | Results | | Skyler Dugan (Mod Lites) | 5th | - | - | 9th |
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| 8/23/2020 | Benton County Speedway - Vinton, IA Bullring Championship Series Championship Night Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Skyler Dugan (Dwarf) | 6th | - | - | 14th |
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| 8/29/2020 | Winneshiek Raceway - Decorah, IA Season Championship Race - Points sponsored by Hammel jewelry USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners, Mod Lites | Results | | Skyler Dugan (Mod Lites) | 6th (DNF) | - | - | 8th |
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