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| 4/7/2019 | Slinger Super Speedway - Slinger, WI Sunday Afternoon Open Day Asphalt Late Models, Asphalt Super Late Models, Asphalt Mini Stocks, Sportsmans, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Sport Compact, Super Stocks, Generic 2, Honda Challenge | Results | | Jim Olson (Asphalt Super Late Models) | - | - | - | - |
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| 4/28/2019 | Slinger Super Speedway - Slinger, WI Miller Lite - Village of Slinger 150 Asphalt Late Models, Asphalt Super Late Models, Asphalt Mini Stocks, Sportsmans, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Sport Compact, Honda Challenge | Results | | Jim Olson (Asphalt Super Late Models) | - | - | 5th | - |
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| 6/29/2019 | Rockford Speedway - Loves Park, IL All-Star 100 Asphalt Super Late Models | Results | | Jim Olson (Asphalt Super Late Models) | - | 1st | - | 16th |
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| 7/26/2019 | State Park Speedway - Wausau, WI Detjens Memorial Big 8 Racing DIRTcar Factory Stock, Asphalt Mini Stocks, Stock Cars, Street Stocks, Bandits, Economy Late Models | Results | | Jim Olson (Economy Late Models) | 2nd | - | - | 15th |
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| 7/27/2019 | Dells Raceway Park - Wisconsin Dells, WI INEX Regional Event Asphalt Late Models, Midwest Modifieds, Pro Legends, Asphalt Sportsman Late Models | Results | | Jim Olson (Asphalt Late Models) | - | - | - | - |
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