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| 5/30/2021 | Portsmouth Raceway Park - Portsmouth, OH CLETUS CLASSIC - MODIFIEDS $1,231 TO WIN & SALUTE THE TROOPS NIGHT by VALLERY FORD OF WAVERLY DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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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 | | Brian Skaggs (DIRTcar UMP Modifieds) | DNS | - | - | DNS |
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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 | | Brian Skaggs (DIRTcar UMP Modifieds) | 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 | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 7/24/2021 | Portsmouth Raceway Park - Portsmouth, OH BOBBY MORGAN MEMORIAL - OVSCA Sprints & JACKIE BOGGS NIGHT FOR THE KIDS Sprint Cars, DIRTcar UMP Modifieds, Dirt Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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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 | | Brian Skaggs (DIRTcar UMP Modifieds) | 5th | - | - | 13th |
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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 | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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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 | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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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 | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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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 | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 10/14/2021 | Portsmouth Raceway Park - Portsmouth, OH 41st ANNUAL DIRT TRACK WORLD CHAMPIONSHIP DIRTcar UMP Modifieds | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | DNS | - | DNS | - |
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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 | | Brian Skaggs (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 | | Brian Skaggs (DIRTcar UMP Modifieds) | - | - | - | 16th |
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