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| 5/30/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | James Headley (Asphalt Mini Stocks) | 1st | - | - | 1st |
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| 6/6/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | James Headley (Asphalt Mini Stocks) | 3rd | - | - | 1st |
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| 6/13/2020 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | James Headley (Asphalt Mini Stocks) | 1st | - | - | 1st |
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| 8/15/2020 | Plymouth Speedway - Plymouth, IN 2020 Season Championship Night DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | James Headley (Asphalt Mini Stocks) | 9th | - | 1st | 1st |
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| 8/22/2020 | Plymouth Speedway - Plymouth, IN $5,000 to win 410 Sprints - Winged: All Star Circuit of Champions Asphalt Mini Stocks, Street Stocks | Results | | James Headley (Asphalt Mini Stocks) | - | - | - | 1st |
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