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| 5/30/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 5th | - | - | 5th |
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| 6/13/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 9th (DNF) | - | - | DNS | | Braden Pfeiffer (Junior Sprints) | 1st | - | - | 1st |
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| 6/20/2020 | Southern Illinois Raceway - Marion, IL Performance Electronics Prelude to the Hustle Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Junior Sprints) | 2nd | - | - | 2nd |
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| 6/27/2020 | Southern Illinois Raceway - Marion, IL Points Race/Hart Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 2nd | - | - | 10th (DNF) |
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| 7/11/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 6th (DNF) | - | - | 3rd |
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| 7/18/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 3rd | - | - | 10th (DNF) |
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| 7/25/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 6th (DNF) | - | - | 10th (DNF) |
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| 8/8/2020 | Southern Illinois Raceway - Marion, IL Performance Electronics Prelude to the Sprague Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 3rd | - | - | 1st |
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| 8/15/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 1st | - | - | 8th (DNF) |
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| 8/22/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 3rd | - | - | 9th (DNF) |
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| 8/29/2020 | Wayne County Speedway - Wayne City, IL Opening Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Braden Pfeiffer (Restricted 'A' Class) | 3rd | - | - | 8th |
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| 9/5/2020 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Braden Pfeiffer (Restricted 'A' Class) | 8th | - | - | DNS |
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| 9/11/2020 | Tri City Speedway - Granite City, IL "Brad Yotter Memorial" - LM/Modified/BModified/Street Stocks/4-Cylinders/Winged Micros DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Braden Pfeiffer (Winged Outlaw) | 5th | - | - | 2nd |
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| 9/12/2020 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, 600cc Modifieds | Postponed |
| 9/19/2020 | Southern Illinois Raceway - Marion, IL Chase Race 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 5th | - | - | 4th |
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| 9/25/2020 | Wayne County Speedway - Wayne City, IL Trump 45 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Braden Pfeiffer (Restricted 'A' Class) | 2nd | - | - | 2nd |
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| 9/26/2020 | Wayne County Speedway - Wayne City, IL Trump 45 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Braden Pfeiffer (Restricted 'A' Class) | 2nd | - | - | 8th |
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| 10/3/2020 | Southern Illinois Raceway - Marion, IL Chase Race 4 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 3rd | - | - | 1st |
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| 10/9/2020 | Wayne County Speedway - Wayne City, IL Jason Leffler Memorial Midgets: USAC National Midgets Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | Braden Pfeiffer (Restricted 'A' Class) | 5th | - | - | 4th |
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| 10/10/2020 | Southern Illinois Raceway - Marion, IL Chase Race 5 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Braden Pfeiffer (Restricted 'A' Class) | 4th | - | - | 3rd |
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| 10/17/2020 | Wayne County Speedway - Wayne City, IL Gateway Vintage Racers Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Braden Pfeiffer (Restricted 'A' Class) | 2nd | - | - | 8th |
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