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| 5/18/2019 | Portsmouth Raceway Park - Portsmouth, OH DARF 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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| 5/26/2019 | Portsmouth Raceway Park - Portsmouth, OH Salute the Troops Night DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 19th |
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| 6/15/2019 | Portsmouth Raceway Park - Portsmouth, OH Berndt Murfin Insurance Agency presents the 8th Annual Boone Coleman 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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| 6/29/2019 | Smoky Mountain Speedway - Maryville, TN Mountain Moonshine Classic Dirt Super Late Models, DIRTcar UMP Modifieds, Dirt Late Models | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | - | - | - | - |
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| 7/4/2019 | Portsmouth Raceway Park - Portsmouth, OH RW Rental & Supply presents the Independence 50 Lucas Oil Late Model Dirt Series 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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| 7/13/2019 | Portsmouth Raceway Park - Portsmouth, OH Crider's Lawn Care presents Christmas in July DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 7/20/2019 | Portsmouth Raceway Park - Portsmouth, OH B&B Recycling Brawl For It All, Kids Night & Mary's Clothesline Back Pack Giveaway DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 3rd |
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| 8/3/2019 | Portsmouth Raceway Park - Portsmouth, OH Lemley Motorsports presents Mod Squad Spectacular DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 6th | - | 5th | - |
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| 8/17/2019 | Portsmouth Raceway Park - Portsmouth, OH 25th Annual Fred Dillow Memorial - The Flyin' Fred Finale DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 8th | - | 10th | - |
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| 8/24/2019 | Portsmouth Raceway Park - Portsmouth, OH Blast From The Past Night 305 Sprints - Winged, DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (Dirt Late Models) | - | - | - | 19th |
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| 9/21/2019 | Portsmouth Raceway Park - Portsmouth, OH Southern OH Shriner's- Meet the Drivers, Cletus Classic, DARF, Pepsi, Shawnee State, Boy/Girl Scouts DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 1st | - | - | 17th |
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| 10/17/2019 | Portsmouth Raceway Park - Portsmouth, OH Dirt Track World Championship Dirt Super Late Models, DIRTcar UMP Modifieds | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | 2nd | - | - | - |
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| 10/18/2019 | Portsmouth Raceway Park - Portsmouth, OH Dirt Track World Championship Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds, Dirt Late Models, Pro Legends, Economy Late Models | Results | | Brian Skaggs (DIRTcar UMP Modifieds) | - | - | - | 13th |
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