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| 5/4/2019 | Willamette Speedway - Lebanon, OR Late Models, IMCA Mods, Street Stocks, IMCA Stock Cars, Hornets Dirt Super Late Models, Stock Cars, Dirt Mini Trucks, A Modifieds, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 2nd |
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| 5/15/2019 | Willamette Speedway - Lebanon, OR Team Rental Available Dirt Super Late Models, Stock Cars, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, B Modifieds, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | - |
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| 5/24/2019 | Willamette Speedway - Lebanon, OR CLAIR CUP - Late Models, Super Sports, Sportsman, IMCA Mods, Street Stocks, Hornets Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 4th |
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| 5/26/2019 | Willamette Speedway - Lebanon, OR CLAIR CUP - Valley Wide UTV Shootout Series Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, Street Stocks, UTV Masters | Canceled |
| 5/31/2019 | Willamette Speedway - Lebanon, OR STRAWBERRY CUP - Late Models, IMCA Mods, IMCA Sport Mods, Sportsman, Hornets Dirt Super Late Models, Sportsmans, Dirt Mini Trucks, A Modifieds, B Modifieds | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 4th |
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| 6/8/2019 | Willamette Speedway - Lebanon, OR CLAY CUP - Late Models, IMCA Mods, Sportsman, Street Stock, Hornets Dirt Super Late Models, Sportsmans, Dirt Mini Trucks, A Modifieds, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 2nd |
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| 6/21/2019 | Willamette Speedway - Lebanon, OR FAST FRIDAY! Karts, IMCA Sport Mods, Hornets Dirt Mini Trucks, A Modifieds, B Modifieds | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 2nd |
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| 6/22/2019 | Willamette Speedway - Lebanon, OR Late Models, Super Sports, Sportsman, Street Stock, Hornets Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 3rd |
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| 7/6/2019 | Willamette Speedway - Lebanon, OR Late Models, Super Sports, Sportsman, Street Stocks, Hornets Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 2nd |
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| 7/20/2019 | Willamette Speedway - Lebanon, OR O'Reilly Auto Parts Willamette Valley Wingless Sprint Challenge Series #2 360 Sprints - Non-Winged: (Duplicated) WSS-Wingless Sprint Series Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 6th |
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| 8/3/2019 | Willamette Speedway - Lebanon, OR Late Models, Super Sports, Sportsman, IMCA Mods, IMCA Sport Mods, Street Stocks, Hornets Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, B Modifieds, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 1st |
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| 8/10/2019 | Willamette Speedway - Lebanon, OR Late Models, Super Sports, Sportsman, IMCA Mods, Street Stocks, Hornets Dirt Super Late Models, Sportsmans, Super Sports, Dirt Mini Trucks, A Modifieds, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 2nd |
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| 9/7/2019 | Willamette Speedway - Lebanon, OR Super Sports, Sportsman, Street Stocks, Hornet Championship Night Sportsmans, Super Sports, Dirt Mini Trucks, Street Stocks | Results | | Matt Diller (Dirt Mini Trucks) | - | - | - | 4th |
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