| | Heat | Dash | B Feature | A Feature |
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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 | | Braden Pfeiffer (Winged Outlaw) | 5th | - | 3rd | 13th |
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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 | | Braden Pfeiffer (Winged Outlaw) | 6th | - | - | 20th |
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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 | | Braden Pfeiffer (Sportsman Micros) | 1st | - | - | 5th |
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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 | | Braden Pfeiffer (Sportsman Micros) | 3rd | - | - | 17th (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 | | Braden Pfeiffer (Sportsman Micros) | 1st | - | - | 4th |
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| 6/16/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class | Results | | Braden Pfeiffer (Winged A-Class) | 8th | - | 10th | - |
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| 6/17/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class, Sportsman Micros | Results | | Braden Pfeiffer (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 | | Braden Pfeiffer (Sportsman Micros) | 7th | - | - | 8th |
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| 8/4/2023 | Wayne County Speedway - Wayne City, IL Fast Friday Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Braden Pfeiffer (Winged A-Class) | 1st | - | - | 3rd |
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| 8/12/2023 | Wayne County Speedway - Wayne City, IL Saturday Speed Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Braden Pfeiffer (Winged A-Class) | 2nd | - | - | 9th (DNF) |
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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 | | Braden Pfeiffer (Sportsman Micros) | 10th | - | - | DNS |
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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 | | Braden Pfeiffer (Sportsman Micros) | - | - | - | - |
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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 | | Braden Pfeiffer (Sportsman Micros) | 5th | - | - | DNS |
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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 | | Braden Pfeiffer (Winged Outlaw) | 9th | - | DNS | - |
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| 9/23/2023 | Southern Illinois Raceway - Marion, IL Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Braden Pfeiffer (Sportsman Micros) | 1st | - | - | 1st |
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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 | | Braden Pfeiffer (Sportsman Micros) | 3rd | - | - | 1st |
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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 | | Braden Pfeiffer (Sportsman Micros) | 3rd | - | - | 11th (DNF) |
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| 10/21/2023 | Coles County Speedway - Mattoon, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Braden Pfeiffer (Winged A-Class) | - | - | DNS | - |
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| 11/4/2023 | Wayne County Speedway - Wayne City, IL Fall Spectacular Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Braden Pfeiffer (Winged A-Class) | 5th | - | - | 4th |
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| 12/26/2023 | Tulsa Expo Raceway - Tulsa, OK Shootout Parking / Check-In Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Braden Pfeiffer (Restricted 'A' Class) | - | - | - | - | | Braden Pfeiffer (Winged A-Class) | - | - | - | - |
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| 12/28/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 2 Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Braden Pfeiffer (Restricted 'A' Class) | 4th | - | - | - | | Braden Pfeiffer (Winged A-Class) | 1st | - | - | - |
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| 12/30/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 4 Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Braden Pfeiffer (Restricted 'A' Class) | - | 5th | - | - | | Braden Pfeiffer (Winged A-Class) | - | 13th (DNF) | - | - |
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| 12/31/2023 | Tulsa Expo Raceway - Tulsa, OK It's Driller Time! Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Braden Pfeiffer (Restricted 'A' Class) | - | - | - | - | | Braden Pfeiffer (Winged A-Class) | - | - | - | - |
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