| | Heat | Dash | B Feature | A Feature |
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| 5/13/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | DNS | - | - | 11th |
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| 5/20/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | 3rd | - | - | 5th |
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| 5/27/2023 | Southern Illinois Raceway - Marion, IL Maier's Tidy Bowl Dwarf Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | 5th | - | - | 15th (DNF) |
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| 6/3/2023 | Wayne County Speedway - Wayne City, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets Winged Outlaw, Restricted 'A' Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | 5th | - | - | 14th |
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| 6/10/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | 5th | - | - | 12th |
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| 7/8/2023 | Southern Illinois Raceway - Marion, IL Prelude to the Sprague/HART Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | 2nd | - | - | 4th |
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| 7/15/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | 8th | - | - | 6th |
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| 7/28/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Chris Cobin (Stock Non-Wing) | 4th | - | 7th | - |
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| 7/29/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Chris Cobin (Stock Non-Wing) | - | - | - | - |
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| 7/30/2023 | Southern Illinois Raceway - Marion, IL TSM Final Take 2 Winged Outlaw, Stock Non-Wing | Results | | Chris Cobin (Stock Non-Wing) | 4th | - | - | - |
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| 8/19/2023 | Southern Illinois Raceway - Marion, IL Points Night/Williams AutoBody A Class special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | 1st | - | - | 4th |
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| 8/26/2023 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chris Cobin (Winged Outlaw) | - | - | - | - |
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