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| 5/1/2021 | Charleston Speedway - Charleston, IL FIRST Night for UMP and Track Points DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 3rd | - | - | 4th |
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| 5/15/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 3rd | - | - | 11th (DNF) |
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| 7/24/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 8th (DNF) | - | - | DNS |
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| 8/7/2021 | Charleston Speedway - Charleston, IL DRIVERS AUTOGRAPH NIGHT DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 3rd | - | - | 14th (DNF) |
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| 8/14/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 5th | - | - | 7th |
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| 8/28/2021 | Charleston Speedway - Charleston, IL Leaf Tree Service presents The .38 SPECIAL for UMP MODIFIEDS!! DIRTcar UMP Modifieds, DIRTcar Factory Stock, Hornets | Results | | Dylon Holycross (DIRTcar Factory Stock) | 4th | - | - | 14th (DNF) |
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| 9/11/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 5th | - | - | 13th (DNF) |
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| 9/25/2021 | Charleston Speedway - Charleston, IL DOUBLE POINTS -and- CHAMPIONSHIP NIGHT DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 5th | - | - | 12th (DNF) |
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| 10/9/2021 | Charleston Speedway - Charleston, IL UMP FALL NATIONALS for STREET STOCK & FACTORY STOCKS DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 7th | - | - | 6th |
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| 10/15/2021 | Kokomo Speedway - Kokomo, IN Kokomo Klash XV 305 Sprints - Winged, Midgets, Hobby Stocks, 410 Sprints - Non-Winged | Rain Out |
| 10/23/2021 | Charleston Speedway - Charleston, IL TRUNK or TREAT Night + Powder Puff & Mechanics Race DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Dylon Holycross (DIRTcar Factory Stock) | 4th | - | - | 4th |
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