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| 6/16/2023 | Beaver Dam Raceway - Beaver Dam, WI Jim JB Boyd Memorial with World of Outlaws Sprints Night 1 410 Sprints - Winged: World of Outlaws Winged Outlaw: Minnesota Micro Sprints Pro Legends: Midwest Legends Dirt Series | Results | | Colton Rein (Winged Outlaw) | 5th | - | - | 18th (DNF) |
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| 6/17/2023 | Beaver Dam Raceway - Beaver Dam, WI Jim JB Boyd Memorial with World of Outlaws Sprints Night 2 410 Sprints - Winged: World of Outlaws Winged Outlaw: Minnesota Micro Sprints Pro Legends: Midwest Legends Dirt Series | Results | | Colton Rein (Winged Outlaw) | DNS | - | - | 14th (DNF) |
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| 6/27/2023 | Eagle River Speedway - Eagle River, WI Meet the Drivers/Autograph Night w / Chef Rene B-Mod Special Stock Cars, Winged A-Class, B Modifieds, Street Stocks, Dirt Late Models, Vintage Full Body Stock Cars, Junior Sprints, Pure Stock | Results | | Colton Rein (Winged A-Class) | 1st | - | - | 2nd |
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| 7/11/2023 | Eagle River Speedway - Eagle River, WI Regular Race Night Stock Cars, Winged A-Class, B Modifieds, Street Stocks, Dirt Late Models, Junior Sprints | Results | | Colton Rein (Winged A-Class) | 4th | - | - | 9th (DNF) |
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| 7/29/2023 | Eagle River Speedway - Eagle River, WI Open Wheel Madness!! - MSA Sprit Special 360 Sprints - Winged, Winged Sprints, Winged A-Class, B Modifieds, Junior Sprints | Results | | Colton Rein (Winged A-Class) | 1st | - | - | 7th |
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