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| 8/9/2019 | Tri City Speedway - Granite City, IL "Driver FREE Pit Pass" UMP LM /UMP Mods/B-Mods/UMP CLM/ St. Stocks/600cc Winged Micros/Kidz Modz DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Jamie Wilson (DIRTcar Late Models) | 6th | - | - | 14th |
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| 9/20/2019 | Tri City Speedway - Granite City, IL Season Championship - UMP Late Models/UMP Modifieds/B-Modifieds/UMP Crate LM/UMP St. Stocks/Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Jamie Wilson (DIRTcar Late Models) | 3rd | - | - | 7th |
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| 9/26/2019 | Tri City Speedway - Granite City, IL Summit Mod Mania Night #1- UMP Modifieds $3,000/UMP Late Models $3,000 DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Jamie Wilson (DIRTcar Late Models) | 6th | - | 3rd | 16th |
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| 10/25/2019 | Quincy Raceways - Quincy, IL Kenny Pratt Memorial Friday Night Stock Cars, Dirt Late Models, Dirt Crate Late Models | Results | | Jamie Wilson (Dirt Late Models) | 1st | - | - | 8th |
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| 10/27/2019 | Quincy Raceways - Quincy, IL Kenny Pratt Postponed 2nd night Stock Cars, Dirt Late Models, Dirt Crate Late Models | Results | | Jamie Wilson (Dirt Late Models) | 5th | - | - | 15th |
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