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| 7/7/2023 | Moler Raceway Park - Williamsburg, OH Super Late Models Dirt Super Late Models, DIRTcar UMP Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Sport Compact | Results | | James Whittredge (DIRTcar UMP Modifieds) | 6th | - | 1st | 13th |
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| 7/14/2023 | Moler Raceway Park - Williamsburg, OH USAC Midgets $1000.00 to Win Midgets, DIRTcar UMP Modifieds, Pro Legends, Limited Sport Mod, Sport Compact | Results | | James Whittredge (DIRTcar UMP Modifieds) | 5th | - | - | 7th | | James Whittredge (Limited Sport Mod) | - | - | - | - |
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| 8/18/2023 | Moler Raceway Park - Williamsburg, OH Fan Appreciation Night DIRTcar UMP Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Sport Compact | Results | | James Whittredge (DIRTcar UMP Modifieds) | DNS | - | - | 16th | | James Whittredge (Limited Sport Mod) | - | - | - | - |
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| 8/25/2023 | Moler Raceway Park - Williamsburg, OH USMPA Sport Mod Spectacular DIRTcar UMP Modifieds, Pro Legends, Limited Sport Mod, Sport Compact | Results | | James Whittredge (DIRTcar UMP Modifieds) | 7th | - | - | 13th | | James Whittredge (Limited Sport Mod) | - | - | - | - |
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| 9/1/2023 | Moler Raceway Park - Williamsburg, OH Compacts “Battle for the Belt" DIRTcar UMP Modifieds, Pro Legends, Limited Sport Mod, Sport Compact, Dirt Crate Late Models | Results | | James Whittredge (DIRTcar UMP Modifieds) | 6th | - | - | 9th |
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| 9/22/2023 | Moler Raceway Park - Williamsburg, OH 305 Winged Sprints IMCA RaceSaver Sprint Car: Indiana Racesaver Sprints 305 Sprints - Winged, DIRTcar UMP Modifieds, Pro Legends, Limited Sport Mod, Sport Compact | Results | | James Whittredge (DIRTcar UMP Modifieds) | 5th | - | - | 9th |
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