| | Heat | Dash | B Feature | A Feature |
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| 2/4/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged, DIRTcar UMP Modifieds | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | 4th | - | 2nd | - |
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| 2/5/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | 8th | - | 13th | - |
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| 2/6/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | 5th | - | 11th (DNF) | - |
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| 2/7/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | - | - | - | - |
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| 2/9/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | 5th | - | - | 25th (DNF) |
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| 7/11/2020 | 411 Motor Speedway - Seymour, TN Area 51 Open Wheel Modified Special Sportsmans, A Modifieds, Street Stocks, Asphalt Mini Stock | Results | | Jesse Rupe (A Modifieds) | 5th | - | - | - |
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| 9/19/2020 | 411 Motor Speedway - Seymour, TN Weekly Racing Sportsmans, A Modifieds, Street Stocks, Vintage Modifieds, Asphalt Mini Stock, Dirt Crate Late Models | Results | | Jesse Rupe (A Modifieds) | - | - | - | 3rd |
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| 9/26/2020 | I-77 Speedway - Ripley, WV Dirt Super Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Dirt Late Models | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | 2nd | - | - | 5th |
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| 10/2/2020 | I-77 Speedway - Ripley, WV Fan Fund Championship Dirt Super Late Models, DIRTcar UMP Modifieds, B Modifieds, Dirt Late Models | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | 3rd | - | - | 3rd |
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| 11/19/2020 | Volusia Speedway Park - De Leon Springs, FL Test and Tune - Reutimann Memorial DIRTcar UMP Modifieds, Hobby Stocks, Street Stocks, Dirt Late Models, Dirt Crate Late Models | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | - | - | - | - |
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| 11/20/2020 | Volusia Speedway Park - De Leon Springs, FL 7th Annual Emil and Dale Reutimann Memorial - Night 1 DIRTcar UMP Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | - | - | - | 8th |
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| 11/21/2020 | Volusia Speedway Park - De Leon Springs, FL 7th Annual Emil and Dale Reutimann Memorial - Night 2 Dirt Late Models: Florida Late Model Challenge Series DIRTcar UMP Modifieds, Hobby Stocks | Results | | Jesse Rupe (DIRTcar UMP Modifieds) | - | - | 13th (DNF) | - |
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