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| 6/5/2021 | Portsmouth Raceway Park - Portsmouth, OH Complete Racing Program DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Cale Boggs (Economy Late Models) | 8th | - | - | 16th |
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| 6/19/2021 | Portsmouth Raceway Park - Portsmouth, OH Ohio Sprint Speedweek night #8 Dean Knittel Memorial $17,554 to win (RAIN DATE of JUNE 20, 2021) 410 Sprints - Winged: All Star Circuit of Champions Dirt Late Models | Results | | Cale Boggs (Dirt Late Models) | 5th | - | 8th | - |
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| 6/26/2021 | Portsmouth Raceway Park - Portsmouth, OH BARBOUR AUTO PARTS & AUTO VALUE - Complete Racing Program (DARF members free admission) DIRTcar UMP Modifieds, Dirt Late Models, Pro Legends, Economy Late Models, Limited Sport Mod | Results | | Cale Boggs (Economy Late Models) | 1st | - | - | 2nd |
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| 7/2/2021 | Portsmouth Raceway Park - Portsmouth, OH Independence 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds, Economy Late Models | Results | | Cale Boggs (Economy Late Models) | 4th | - | - | 12th |
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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 | | Cale Boggs (Dirt Super Late Models) | DNS | - | - | 13th |
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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 | | Cale Boggs (Dirt Super Late Models) | 6th | - | - | 14th |
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| 8/21/2021 | Portsmouth Raceway Park - Portsmouth, OH BERNDT & MURFIN INSURANCE - BOONE COLEMAN MEMORIAL GATOR 50 DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Cale Boggs (Dirt Late Models) | 10th | - | DNS | - |
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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 | | Cale Boggs (Dirt Super Late Models) | DNS | - | - | DNS |
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| 9/18/2021 | Portsmouth Raceway Park - Portsmouth, OH SOUTHERN OHIO SHRINE CLUB - Meet The Drivers Night DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Cale Boggs (Economy Late Models) | 4th | - | - | 13th |
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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 | | Cale Boggs (Dirt Super Late Models) | 7th | - | - | 20th |
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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 | | Cale Boggs (Dirt Super Late Models) | 6th | - | - | 21st |
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| 10/15/2021 | Portsmouth Raceway Park - Portsmouth, OH 41st Annual Dirt Track World Championship Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds, Pro Legends, Economy Late Models | Results | | Cale Boggs (Economy Late Models) | - | - | - | - |
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| 10/16/2021 | Portsmouth Raceway Park - Portsmouth, OH 41st Annual Dirt Track World Championship Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds, Pro Legends, Economy Late Models | Results | | Cale Boggs (Economy Late Models) | 8th | - | 9th | - |
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| 11/27/2021 | 411 Motor Speedway - Seymour, TN The Leftover Day 2 Dirt Super Late Models: Iron-Man Late Model Series A Modifieds: Iron-Man Modified Series Hobby Stocks, Sportsmans, Economy Late Models, Asphalt Mini Stock, Dirt Crate Late Models | Results | | Cale Boggs (Dirt Super Late Models) | - | - | 8th (DNF) | - |
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