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| 7/15/2023 | Charleston Speedway - Charleston, IL The 38 Special for DIRTcar Modified presented by Leaf Tree Service. DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 9th | - | 9th | - |
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| 7/22/2023 | Charleston Speedway - Charleston, IL Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 2nd | - | - | 5th |
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| 8/5/2023 | Charleston Speedway - Charleston, IL Fan Appreciation Night + Driver Autographs + Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 4th | - | - | 8th |
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| 8/12/2023 | Charleston Speedway - Charleston, IL Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 4th | - | - | 7th |
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| 8/18/2023 | Farmer City Raceway - Farmer City, IL Full Show + Pro Mods + Kid Mods. Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 7th (DNF) | - | - | 12th (DNF) |
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| 8/26/2023 | Charleston Speedway - Charleston, IL Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 4th | - | - | 11th |
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| 9/2/2023 | Charleston Speedway - Charleston, IL 4th Annual Freaky 40 for Pro Modified presented by McHugh's Double Drive Thru + Add'l Classes DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 3rd | - | - | 5th |
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| 9/16/2023 | Charleston Speedway - Charleston, IL Double Down Sizzler for Double Championship Points DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 8th | - | - | 9th |
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| 9/23/2023 | Charleston Speedway - Charleston, IL Championship Night, We Crown Our Champs! DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 4th | - | - | 8th |
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| 9/30/2023 | Red Hill Raceway - Sumner, IL Non-Wing Sprint Special DIRTcar UMP Modifieds, B Modifieds, 410 Sprints - Non-Winged | Results | | Kaleb Wood (DIRTcar UMP Modifieds) | 4th | - | - | 19th |
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