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| 5/30/2020 | Oakshade Raceway - Wauseon, OH 2020 Season Opener DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 2nd | - | - | 7th |
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| 6/6/2020 | Oakshade Raceway - Wauseon, OH Night #2- No Fans DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 4th | - | - | 2nd |
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| 6/13/2020 | Oakshade Raceway - Wauseon, OH DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 4th | - | - | 14th |
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| 6/20/2020 | Oakshade Raceway - Wauseon, OH DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 2nd | - | - | 2nd |
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| 6/27/2020 | Oakshade Raceway - Wauseon, OH DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 4th | - | - | 2nd |
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| 7/4/2020 | Oakshade Raceway - Wauseon, OH DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 1st | - | - | 1st |
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| 7/11/2020 | Oakshade Raceway - Wauseon, OH Vintage American Race Cars DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 1st | - | - | 1st |
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| 7/18/2020 | Oakshade Raceway - Wauseon, OH DIRTcar Summer Nationals/Summit Modified Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 2nd | - | - | 1st |
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| 7/25/2020 | Oakshade Raceway - Wauseon, OH DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 1st | - | - | 1st |
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| 8/8/2020 | Oakshade Raceway - Wauseon, OH Central Collision Night DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 1st | - | - | 1st |
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| 8/15/2020 | Oakshade Raceway - Wauseon, OH Late Models, Sportsman & Bombers DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks | Results | | Brandon Gregory (DIRTcar Sportsmans) | 3rd | - | - | 11th |
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| 8/22/2020 | Oakshade Raceway - Wauseon, OH Late Models, Sportsman, Bombers & Compacts DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 5th | - | - | 2nd |
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| 9/5/2020 | Oakshade Raceway - Wauseon, OH DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 4th | - | - | 2nd |
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| 9/12/2020 | Oakshade Raceway - Wauseon, OH Season Championship Night DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Non-Winged Sprints, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 2nd | - | - | DNS |
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| 9/19/2020 | Oakshade Raceway - Wauseon, OH Papa Boiler Bomber Spectacular DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 1st | - | - | 1st |
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| 9/26/2020 | Oakshade Raceway - Wauseon, OH Topless Late Models DIRTcar Late Models, DIRTcar Sportsmans, Factory Stocks, Sport Compact | Results | | Brandon Gregory (DIRTcar Sportsmans) | 2nd | - | - | 6th |
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