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| 8/7/2021 | Portsmouth Raceway Park - Portsmouth, OH LEMLEY MOTORSPORTS Mod Squad Spectacular 3K to win Modifieds & MARY'S CLOTHESLINE BACK PACK GIVEAWAY DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Nicky Pennington (Economy Late Models) | 2nd | - | - | 4th |
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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 | | Nicky Pennington (Economy Late Models) | 1st | - | - | 15th |
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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 | | Nicky Pennington (Dirt Super Late Models) | 1st | - | - | 2nd |
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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 | | Nicky Pennington (Dirt Super Late Models) | 6th | - | - | 11th |
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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 | | Nicky Pennington (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 | | Nicky Pennington (Economy Late Models) | 3rd | - | - | 17th |
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