| | Heat | Dash | B Feature | A Feature |
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| 3/23/2019 | Highland Speedway - Highland, IL Lucky 40 DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Trent Workman (DIRTcar Late Models) | 4th | - | - | - |
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| 4/6/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Trent Workman (DIRTcar Late Models) | 4th | - | - | 13th |
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| 4/13/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Trent Workman (DIRTcar Late Models) | 2nd | 4th | - | 5th |
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| 4/20/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Trent Workman (DIRTcar Late Models) | 1st | 3rd | - | 4th |
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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 | | Trent Workman (DIRTcar Late Models) | 9th | - | 7th | - |
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| 5/25/2019 | Highland Speedway - Highland, IL Race night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Trent Workman (DIRTcar Late Models) | 2nd | 5th | - | 19th |
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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 | | Trent Workman (DIRTcar Late Models) | 4th | - | - | 10th |
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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 | | Trent Workman (DIRTcar Late Models) | 6th | - | 1st | 17th (DNF) |
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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 | | Trent Workman (DIRTcar Late Models) | 5th | - | - | 19th (DNF) |
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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 | | Trent Workman (DIRTcar Late Models) | 5th | - | - | 10th |
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