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3/13/2021 | Hagerstown Speedway - Hagerstown, MD 305 Sprints - Winged, Dirt Super Late Models, Hobby Stocks, A Modifieds, Dirt Late Models, Economy Late Models, Pure Stock | Results | Cuyler Upperman (Dirt Late Models) | - | - | - | - |
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3/27/2021 | Hagerstown Speedway - Hagerstown, MD Hobby Stocks, Dirt Late Models, Economy Late Models, Pure Stock | Results | Cuyler Upperman (Dirt Late Models) | 3rd | - | - | 7th |
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4/3/2021 | Hagerstown Speedway - Hagerstown, MD Hobby Stocks, Dirt Late Models, Economy Late Models, Pure Stock | Results | Cuyler Upperman (Dirt Late Models) | 8th | - | 3rd | 8th |
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5/1/2021 | Hagerstown Speedway - Hagerstown, MD Hobby Stocks, Dirt Late Models, Economy Late Models, Pure Stock | Results | Cuyler Upperman (Dirt Late Models) | 6th | - | - | 25th |
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7/24/2021 | BAPS Motor Speedway - York Haven, PA $1,500 to Win Viper Risk Smokey Frye Classic Sportsman Sprints, Dirt Late Models, Super Stocks | Results | Cuyler Upperman (Dirt Late Models) | 7th | - | 1st | 12th |
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8/21/2021 | Hagerstown Speedway - Hagerstown, MD Hobby Stocks, Dirt Late Models, Economy Late Models, Pure Stock | Results | Cuyler Upperman (Dirt Late Models) | 6th | - | 2nd | DNS |
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9/10/2021 | Hagerstown Speedway - Hagerstown, MD 15th Annual Small Car National - Qualifying Night Hobby Stocks, Dirt Late Models, Pure Stock | Results | Cuyler Upperman (Dirt Late Models) | 3rd | - | - | - |
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9/11/2021 | Hagerstown Speedway - Hagerstown, MD 15th Annual Small Car National - Feature Night Hobby Stocks, A Modifieds, Dirt Late Models, Pure Stock | Results | Cuyler Upperman (Dirt Late Models) | 3rd | - | - | 10th |
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9/25/2021 | BAPS Motor Speedway - York Haven, PA $3,000 to Win Dirty Deeds Fab & Repair Dirty 30 Sportsman Sprints, Dirt Late Models, Pro Legends, Super Stocks | Results | Cuyler Upperman (Dirt Late Models) | 2nd | - | - | 7th |
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