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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 | | Derek Richmond (DIRTcar UMP Modifieds) | - | - | - | - | | Derek Richmond (Limited Sport Mod) | 1st | - | - | 12th |
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| 8/28/2021 | Portsmouth Raceway Park - Portsmouth, OH Weaver's Gas & Oil - OVSCA Sprints and Pepsi Employee Night Sprint Cars, DIRTcar UMP Modifieds, Dirt Late Models, Limited Sport Mod | Results | | Derek Richmond (DIRTcar UMP Modifieds) | 6th | - | - | 10th |
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| 9/4/2021 | Portsmouth Raceway Park - Portsmouth, OH River Days Rumble - Presented by Pepsi Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds, Limited Sport Mod | Results | | Derek Richmond (DIRTcar UMP Modifieds) | 3rd | - | - | 6th |
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| 9/11/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models | Results | | Derek Richmond (Limited Sport Mod) | 1st | - | - | 2nd |
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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 | | Derek Richmond (DIRTcar UMP Modifieds) | 4th | - | - | 13th |
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| 10/14/2021 | Portsmouth Raceway Park - Portsmouth, OH 41st ANNUAL DIRT TRACK WORLD CHAMPIONSHIP DIRTcar UMP Modifieds | Results | | Derek Richmond (DIRTcar UMP Modifieds) | 4th | - | 2nd | - |
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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 | | Derek Richmond (DIRTcar UMP Modifieds) | - | - | - | - |
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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 | | Derek Richmond (DIRTcar UMP Modifieds) | - | - | - | 13th |
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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 | | Derek Richmond (DIRTcar UMP Modifieds) | 2nd | - | - | DNS |
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