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| 5/5/2023 | Kankakee County Speedway - Kankakee, IL AFS Badger Midget Series Season Opener Badger Midgets: Badger Midget Auto Racing Association with Midget Auto Racing Association DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Non Wing Crate Sprints, DIRTcar Pro Modifieds, DIRTcar Stock Car | Results | | Devin Winterstein (Badger Midgets) | - | - | 16th | - |
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| 9/1/2023 | Kankakee County Speedway - Kankakee, IL 50 Lap DIRTcar Pro Late Model Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Devin Winterstein (Stock Cars) | 7th | - | - | 7th |
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| 9/15/2023 | Kankakee County Speedway - Kankakee, IL $5,000-To-Win MARS Super Late Models DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Devin Winterstein (Stock Cars) | 2nd | - | - | 9th |
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| 10/28/2023 | Circle City Raceway - Indianapolis, IN Circle City Raceway Spooky 150 2nd Annual Presented by Norton Transport IMCA RaceSaver Sprint Car: Indiana Racesaver Sprints DIRTcar UMP Modifieds, Non-Wing Outlaw, Non-Winged Sprints, Hornets, TQ Midgets, Super Stocks, Pure Stock, Crown Vic | Results | | Devin Winterstein (Non-Winged Sprints) | 8th | - | - | 18th |
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