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| 8/7/2021 | Willard Speedway - Willard, KY Race Day Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models | Results | | Jason Canterbury (DIRTcar Sport Compact) | 4th | - | - | 7th |
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| 9/4/2021 | Willard Speedway - Willard, KY American Crate All-Star Series Race! DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models | Results | | Jason Canterbury (DIRTcar Sport Compact) | 3rd | - | - | 13th |
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| 9/18/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models | Results | | Jason Canterbury (DIRTcar Sport Compact) | 2nd | - | - | 18th |
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| 10/2/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models, Outlaw Hobby Stocks | Results | | Jason Canterbury (DIRTcar Sport Compact) | 4th | - | - | 5th |
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| 10/9/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models, Outlaw Hobby Stocks | Results | | Jason Canterbury (DIRTcar Sport Compact) | 5th | - | - | 9th |
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| 10/23/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models, Outlaw Hobby Stocks | Results | | Jason Canterbury (DIRTcar Sport Compact) | 3rd | - | - | 6th |
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| 11/6/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models, Outlaw Hobby Stocks | Results | | Jason Canterbury (DIRTcar Sport Compact) | 4th | - | - | 11th |
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