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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 | | George Caldwell (Limited Sport Mod) | 2nd | - | 7th | - |
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| 8/14/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Super Stocks, Dirt Crate Late Models | Results | | George Caldwell (Limited Sport Mod) | 4th | - | - | 16th |
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| 8/28/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models | Results | | George Caldwell (Limited Sport Mod) | 3rd | - | - | 10th |
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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 | | George Caldwell (Limited Sport Mod) | DNS | - | - | 16th |
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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 | | George Caldwell (Limited Sport Mod) | 6th | - | - | 6th |
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