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| 4/29/2023 | Charleston Speedway - Charleston, IL 60th Annual Season Opener! +6 Divisions of Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 8th | - | - | DNS |
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| 5/6/2023 | Charleston Speedway - Charleston, IL Weekly Championship Auto Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | DNS | - | - | 9th |
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| 5/13/2023 | Charleston Speedway - Charleston, IL Mother's Day Special + Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Rain Out |
| 5/27/2023 | Charleston Speedway - Charleston, IL Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 9th | - | - | 15th |
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| 5/28/2023 | Kokomo Speedway - Kokomo, IN BC's Indiana Double Hobby Stocks, A Modifieds, 410 Sprints - Non-Winged | Results | | Dylon Holycross (Hobby Stocks) | 4th | - | - | 10th |
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| 7/15/2023 | Fairbury Speedway - Fairbury, IL FALS Cup Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Dylon Holycross (Street Stocks) | 5th | - | - | 16th |
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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 | | Dylon Holycross (Street Stocks) | 6th | - | - | 14th |
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| 8/12/2023 | Fairbury Speedway - Fairbury, IL FALS Cup Special DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Dylon Holycross (Street Stocks) | 5th | - | - | 13th |
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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 | | Dylon Holycross (Street Stocks) | 5th | - | - | 10th |
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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 | | Dylon Holycross (Street Stocks) | 9th | - | - | 19th |
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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 | | Dylon Holycross (Street Stocks) | 4th | - | - | 7th |
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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 | | Dylon Holycross (Street Stocks) | 5th | - | - | 12th |
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| 9/30/2023 | Charleston Speedway - Charleston, IL 2023 DIRTcar Fall Nationals DIRTcar Factory Stock, Street Stocks, Hornets, 600cc Modifieds | Results | | Dylon Holycross (Street Stocks) | 6th | - | 3rd | 17th |
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| 10/7/2023 | Charleston Speedway - Charleston, IL Season Finale + Powderpuff & Mechanic Races DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, Generic 1, Generic 2, DIRTcar Pro Modifieds, Ladies - Bombers, Ladies - Factory Stock | Results | | Dylon Holycross (Street Stocks) | 6th | - | - | 4th |
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| 10/14/2023 | Kokomo Speedway - Kokomo, IN Kokomo Klash XVII Dirt Super Late Models, A Modifieds, Street Stocks, Hornets | Postponed |
| 10/15/2023 | Kokomo Speedway - Kokomo, IN Kokomo Klash XVII **Rain Date** Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, Hornets | Results | | Dylon Holycross (Street Stocks) | 5th | - | 4th | - |
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