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| 4/29/2023 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Jake Palmisano (Winged Outlaw) | 1st | - | - | 1st |
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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 | | Jake Palmisano (Winged Outlaw) | 1st | - | - | 4th |
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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 | | Jake Palmisano (Winged Outlaw) | 5th | - | - | 14th (DNF) |
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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 | | Jake Palmisano (Winged Outlaw) | 6th | - | - | 16th |
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| 6/16/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class | Results | | Jake Palmisano (Winged A-Class) | 6th | - | 11th | - |
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| 6/17/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class, Sportsman Micros | Results | | Jake Palmisano (Winged A-Class) | 3rd | - | - | - |
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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 | | Jake Palmisano (Winged Outlaw) | 2nd | - | - | 2nd |
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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 | | Jake Palmisano (Winged Outlaw) | 6th | - | - | 3rd |
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| 7/28/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Jake Palmisano (Stock Non-Wing) | 4th | - | 11th | - |
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| 7/29/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Jake Palmisano (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 | | Jake Palmisano (Stock Non-Wing) | 6th | - | - | - |
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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 | | Jake Palmisano (Winged Outlaw) | 3rd | - | - | 3rd |
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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 | | Jake Palmisano (Winged Outlaw) | - | - | - | - |
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| 9/9/2023 | 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 | | Jake Palmisano (Winged Outlaw) | 1st | - | - | 2nd |
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| 9/16/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Jake Palmisano (Winged Outlaw) | 2nd | - | - | 3rd |
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| 9/30/2023 | 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 | | Jake Palmisano (Winged Outlaw) | 2nd | - | - | 2nd |
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| 10/7/2023 | 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 | | Jake Palmisano (Winged Outlaw) | 2nd | - | - | 10th (DNF) |
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