| | 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 | | Tyler Deibert (Winged Outlaw) | 1st | - | - | 10th |
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| 4/21/2023 | Jacksonville Speedway - Jacksonville, IL Opening Night 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Tyler Deibert (Winged Outlaw) | 7th | - | - | DNS |
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| 4/22/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Tyler Deibert (Winged Outlaw) | 7th | - | 4th | 14th |
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| 5/5/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Tyler Deibert (Winged Outlaw) | 5th | - | - | 8th |
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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 | | Tyler Deibert (Winged Outlaw) | 2nd | - | - | 12th |
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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 | | Tyler Deibert (Winged Outlaw) | 6th | - | - | 19th |
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| 5/31/2023 | Tri City Speedway - Granite City, IL 410 Sprints - Winged: Kubota High Limit Racing HART Non-Wing Micros | Results | | Tyler Deibert (HART Non-Wing Micros) | 4th | - | - | 6th |
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| 6/17/2023 | Wayne County Speedway - Wayne City, IL Weekly Event Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Tyler Deibert (HART Non-Wing Micros) | 4th | - | - | 11th |
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| 7/21/2023 | Coles County Speedway - Mattoon, IL Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Adult Open, HART Non-Wing Micros | Results | | Tyler Deibert (Winged Outlaw) | 4th (DNF) | - | - | DNS | | Tyler Deibert (HART Non-Wing Micros) | 6th (DNF) | - | - | DNS |
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| 7/22/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Tyler Deibert (Winged Outlaw) | 3rd | - | - | 20th |
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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 | | Tyler Deibert (Winged Outlaw) | 3rd | - | - | 18th |
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