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| 5/17/2014 | Winston Speedway - Rothbury, MI Bomber Special - Presented by Port City Race Cars DIRTcar UMP Modifieds, Factory Stocks, Asphalt Mini Stocks, Stock Cars, Street Stocks, Dirt Late Models, Hornets | Results | | Matt Pickard (Dirt Late Models) | 1st | - | - | 7th |
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| 6/28/2014 | Winston Speedway - Rothbury, MI DIRTcar UMP Modifieds: Michigan Dirt Cup Modified Tour Factory Stocks, Asphalt Mini Stocks, Stock Cars, Street Stocks, Dirt Late Models, Hornets | Results | | Matt Pickard (Dirt Late Models) | 3rd | - | - | 8th |
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| 7/19/2014 | Winston Speedway - Rothbury, MI Full Program DIRTcar UMP Modifieds, Factory Stocks, Asphalt Mini Stocks, Stock Cars, Street Stocks, Dirt Late Models, Hornets | Results | | Matt Pickard (Dirt Late Models) | 4th | - | - | 7th |
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| 8/30/2014 | Winston Speedway - Rothbury, MI Winged Outlaw Late Model Special $1200 to Win Presented by Johnny Mac's Automotive DIRTcar UMP Modifieds, Asphalt Mini Stocks, Stock Cars, Street Stocks, Dirt Late Models, Hornets | Results | | Matt Pickard (Dirt Late Models) | 2nd | - | - | 7th (DNF) |
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