| | Heat | Dash | B Feature | A Feature |
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| 4/3/2021 | Trail-Way Speedway - Hanover, PA Opening Day Midgets, Winged A-Class, Pro Legends, 270 Winged Micros | Results | | Brady Dillon (Pro Legends) | 7th | - | 13th | - |
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| 4/17/2021 | BAPS Motor Speedway - York Haven, PA Sipe's Lawn Care & Landscaping Free Student Night "Start Them All/Features Only!" Sportsman Sprints, A Modifieds, Dirt Late Models, Pro Legends, Super Stocks | Results | | Brady Dillon (Pro Legends) | - | - | 9th | - |
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| 4/23/2021 | Trail-Way Speedway - Hanover, PA Trail-Way/Lincoln Legends Shootout Presented by Wurtzer's Garage B Modifieds, Pro Legends, Vintage Modifieds, Sport Compact | Results | | Brady Dillon (Pro Legends) | 12th | - | 10th | - |
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| 5/14/2021 | Trail-Way Speedway - Hanover, PA 358 Sprint Car Summer Series ($1,500 to Win) 358 Sprints - Winged, Stock Cars, Winged A-Class, Pro Legends | Results | | Brady Dillon (Pro Legends) | 9th | - | 8th (DNF) | - |
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| 7/2/2021 | Trail-Way Speedway - Hanover, PA Friday Night Racing: Military Appreciation Night 358 Sprints - Winged, Winged A-Class, Street Stocks, Pro Legends | Results | | Brady Dillon (Pro Legends) | 6th | - | 3rd | - |
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| 7/23/2021 | Trail-Way Speedway - Hanover, PA Friday Night Racing (Legends Non Qualifier Race) 358 Sprints - Winged, Street Stocks, Pro Legends, 270 Winged Micros | Results | | Brady Dillon (Pro Legends) | 4th | - | - | 21st (DNF) |
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| 9/18/2021 | Trail-Way Speedway - Hanover, PA 32nd Annual Kevin Gobrecht Memorial/National Open Winged A-Class, Pro Legends, 270 Winged Micros | Results | | Brady Dillon (Pro Legends) | 6th | - | 1st | 24th (DNF) |
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| 10/10/2021 | Trail-Way Speedway - Hanover, PA 5th Annual Armin Hostetter Memorial (410 Sprint Cars) 410 Sprints - Winged, Pro Legends | Rain Out |