| | 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 | | Michael Ripperda (DIRTcar UMP Modifieds) | 5th | - | - | 11th |
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| 4/15/2023 | Highland Speedway - Highland, IL Points Night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | High Winds |
| 4/22/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 8th | - | - | 11th |
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| 4/29/2023 | Highland Speedway - Highland, IL Points Night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 4th | - | - | 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 | | Michael Ripperda (DIRTcar UMP Modifieds) | 4th | - | - | 3rd |
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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 | | Michael Ripperda (DIRTcar UMP Modifieds) | 4th | - | - | 15th |
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| 6/3/2023 | Highland Speedway - Highland, IL Points Night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 5th | - | 1st | 11th |
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| 6/17/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Young Guns | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 5th | - | - | 8th |
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| 7/8/2023 | Highland Speedway - Highland, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 8th | - | 5th | - |
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| 7/15/2023 | Highland Speedway - Highland, IL Points Night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 4th | - | - | 16th |
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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 | | Michael Ripperda (DIRTcar UMP Modifieds) | 5th | - | - | 12th |
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| 8/5/2023 | Highland Speedway - Highland, IL Leaps of Love DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 5th | - | 4th | 10th |
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| 8/12/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Young Guns, Sport Compact | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 4th | - | - | 11th |
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| 8/19/2023 | Highland Speedway - Highland, IL $5,000-To-Win MARS Super Late Models; $2,000-To-Win MARS Modifieds DIRTcar Late Models: MARS - Midwest Auto Racing Series DIRTcar UMP Modifieds, B Modifieds | Results | | Michael Ripperda (DIRTcar UMP Modifieds) | 9th | - | 10th | - |
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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 | | Michael Ripperda (DIRTcar UMP Modifieds) | 5th | - | - | 7th |
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