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| 4/29/2023 | Maquoketa Speedway - Maquoketa, IA Kinion Classic Cars Season Opener Pro Legends, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 7th | - | - | 12th |
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| 5/13/2023 | Maquoketa Speedway - Maquoketa, IA Weekly Points Racing Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 7th | - | - | 11th |
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| 6/3/2023 | Maquoketa Speedway - Maquoketa, IA Weekly Points Racing Pro Legends, Vintage Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 8th | - | - | 11th |
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| 6/17/2023 | Maquoketa Speedway - Maquoketa, IA Weekly Points Racing Pro Legends, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 1st | - | - | 7th |
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| 6/23/2023 | Lafayette County Speedway - Darlington, WI Weekly Racing-Fan Appreciation Night Sponsored by Lube USA Economy Late Models, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock | Results | | Brycen Wilson (IMCA Hobby Stock) | 7th | - | - | 11th |
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| 7/1/2023 | Maquoketa Speedway - Maquoketa, IA Weekly Points Racing Pro Legends, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 5th | - | - | 7th |
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| 7/8/2023 | Maquoketa Speedway - Maquoketa, IA Kunes Nissan Night at the races Pro Legends, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 4th | - | - | 11th |
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| 7/21/2023 | Lafayette County Speedway - Darlington, WI Weekly Racing Pro Legends: Midwest Legends Dirt Series Economy Late Models, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock | Results | | Brycen Wilson (Pro Legends) | 5th | - | - | 13th |
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| 7/22/2023 | Maquoketa Speedway - Maquoketa, IA Weekly Points Racing Pro Legends, Vintage Modifieds, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 6th | - | - | 15th |
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| 8/4/2023 | Lafayette County Speedway - Darlington, WI Weekly Racing Sponsored by Lube USA Pro Legends: Midwest Legends Dirt Series Economy Late Models, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock | Results | | Brycen Wilson (Pro Legends) | 2nd | - | - | 8th |
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| 8/5/2023 | Maquoketa Speedway - Maquoketa, IA Weekly Points Racing Sportsmans, Pro Legends, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 3rd | - | - | 8th |
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| 8/12/2023 | Maquoketa Speedway - Maquoketa, IA Weekly Points Racing / Late Model Season Championship Pro Legends, Vintage Full Body Stock Cars, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 5th | - | - | 7th |
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| 8/19/2023 | Maquoketa Speedway - Maquoketa, IA Season Championship / Back to School Night Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brycen Wilson (Pro Legends) | 9th | - | - | 9th |
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| 9/3/2023 | Benton County Speedway - Vinton, IA Sprint Invader Winged Sprint Cars 360 Sprints - Winged: Sprint Invaders Pro Legends, Vintage Full Body Stock Cars, Dwarf, IMCA Sport Compact | Results | | Brycen Wilson (Dwarf) | 5th | - | - | 3rd |
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