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| 3/23/2019 | Highland Speedway - Highland, IL Lucky 40 DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | - | - | - | - |
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| 4/6/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 1st | 3rd | - | 1st |
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| 4/13/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 7th | - | - | - |
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| 4/20/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 1st | 1st | - | 1st |
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| 5/18/2019 | Highland Speedway - Highland, IL Big 10 race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 2nd | 2nd | - | 1st |
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| 5/25/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 1st | 1st | - | 1st |
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| 6/1/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 1st | 1st | - | 3rd |
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| 7/13/2019 | Highland Speedway - Highland, IL "Mr. Joe" Schmitt Memorial race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 2nd | 3rd | - | 3rd |
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| 7/27/2019 | Highland Speedway - Highland, IL Scott Wernle & Kyle Roberts Annual Memorial Race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 1st | 2nd | - | 3rd |
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| 8/3/2019 | Highland Speedway - Highland, IL Leaps of Love DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 4th | - | - | 3rd |
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| 8/10/2019 | Highland Speedway - Highland, IL Big 10 race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 2nd | 5th | - | 1st |
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| 8/17/2019 | Highland Speedway - Highland, IL Greg McCray Memorial race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Tyler Deibert (DIRTcar UMP Modifieds) | 3rd | 4th | - | 4th |
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| 9/13/2019 | Tri City Speedway - Granite City, IL "Fan Appreciation Night" UMP LM/UMP Mods/B-Mods/UMP Crate LM/UMP St. Stocks/Non-Wing Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Non-Wing Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Tyler Deibert (B Modifieds) | 3rd | - | - | 5th |
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| 10/18/2019 | Tri City Speedway - Granite City, IL "Willies Tire B-Mod Bash" Night #1 - B-Modifieds $3,000, A-Modifieds $1,000, Winged Micros $500 DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds | Results | | Tyler Deibert (B Modifieds) | 3rd | - | 5th | 7th |
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| 10/19/2019 | Tri City Speedway - Granite City, IL "Willies Tire B-Mod Bash" Night #2 - B-Mods $3,000, A-Mods $1,000, Non-Wing Micros $500, 4-cylinders DIRTcar UMP Modifieds, DIRTcar Sport Compact, Non-Wing Outlaw, B Modifieds | Results | | Tyler Deibert (B Modifieds) | 7th | - | - | - |
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