| | Heat | Dash | B Feature | A Feature |
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| 4/8/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Jordan Clary (Winged Outlaw) | 2nd | - | - | 20th |
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| 5/6/2023 | Highland Speedway - Highland, IL Mowa Sprint Cars 410 Sprints - Winged: MOWA-Midwest Open Wheel Association DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Jordan Clary (Winged Outlaw) | 5th | - | - | 8th |
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| 5/20/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns, Sport Compact | Results | | Jordan Clary (Winged Outlaw) | 6th | - | - | 11th |
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| 9/16/2023 | Highland Speedway - Highland, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Jordan Clary (Winged Outlaw) | 3rd | - | - | 15th |
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