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| 4/27/2023 | Park Jefferson International Speedway - Jefferson, SD Test & Tune B Modifieds, Dirt Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | - | - | - | - |
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| 4/29/2023 | Park Jefferson International Speedway - Jefferson, SD Opening Night B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 7th | - | - | 9th |
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| 5/20/2023 | Park Jefferson International Speedway - Jefferson, SD Weekly Racing B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 4th | - | - | 23rd (DNF) |
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| 5/27/2023 | Park Jefferson International Speedway - Jefferson, SD Weekly Racing B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 5th | - | - | 8th |
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| 6/12/2023 | Park Jefferson International Speedway - Jefferson, SD 360 Sprint Cars Compacts, Hobby's, SP Mod, Stock Car, A Mod 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 5th | - | - | 8th |
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| 7/8/2023 | Park Jefferson International Speedway - Jefferson, SD Weekly Racing Dirt Late Models: Tri-State Late Models Dirt Super Late Models, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 4th | - | - | 10th |
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| 7/15/2023 | Park Jefferson International Speedway - Jefferson, SD Weekly Racing B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 1st | - | - | 11th |
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| 8/3/2023 | Park Jefferson International Speedway - Jefferson, SD Practice 7pm 360 Sprints - Winged, Dirt Super Late Models, A Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | - | - | - | - |
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| 8/12/2023 | Park Jefferson International Speedway - Jefferson, SD Late Models & $1000 win stock cars Dirt Late Models: Tri-State Late Models Dirt Super Late Models, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 5th | - | - | 8th |
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| 8/19/2023 | Park Jefferson International Speedway - Jefferson, SD Weekly Racing B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 6th | - | - | 9th |
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| 8/26/2023 | Park Jefferson International Speedway - Jefferson, SD Season Championship B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 6th | - | - | 8th |
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| 9/16/2023 | Park Jefferson International Speedway - Jefferson, SD Racing national points B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Winter (IMCA Northern SportMod) | 6th | - | - | 5th |
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