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| 1/1/2020 | Tulsa Expo Raceway - Tulsa, OK Morning Practice / Evening Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Dalton Dowdy (Restricted 'A' Class) | 5th | - | - | - | | Dalton Dowdy (Winged A-Class) | - | - | - | - |
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| 1/2/2020 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Dalton Dowdy (Restricted 'A' Class) | - | - | - | - | | Dalton Dowdy (Winged A-Class) | 8th | - | - | - |
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| 1/3/2020 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Dalton Dowdy (Restricted 'A' Class) | - | - | - | - | | Dalton Dowdy (Winged A-Class) | - | - | - | - |
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| 1/4/2020 | Tulsa Expo Raceway - Tulsa, OK #WintheDriller Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Dalton Dowdy (Restricted 'A' Class) | - | - | 4th | - | | Dalton Dowdy (Winged A-Class) | - | - | - | - |
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| 5/23/2020 | Southern Illinois Raceway - Marion, IL Points Race/Bailey Chasis Restrictor Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Dalton Dowdy (Sportsman Micros) | 6th | - | - | 6th |
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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 | | Dalton Dowdy (Sportsman Micros) | 1st | - | - | 7th |
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| 6/6/2020 | Southern Illinois Raceway - Marion, IL Performance Electronics Prelude to the Hustle Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Dalton Dowdy (Sportsman Micros) | 1st | - | - | 13th (DNF) |
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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 | | Dalton Dowdy (Sportsman Micros) | 1st | - | - | 3rd |
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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 | | Dalton Dowdy (Sportsman Micros) | 3rd | - | - | 4th |
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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 | | Dalton Dowdy (Sportsman Micros) | 1st | - | - | 1st |
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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 | | Dalton Dowdy (Sportsman Micros) | 3rd | - | - | 7th |
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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 | | Dalton Dowdy (Sportsman Micros) | 1st | - | - | 6th |
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| 7/24/2020 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Prelim Winged A-Class, Stock Non-Wing | Results | | Dalton Dowdy (Winged A-Class) | 8th | - | 14th | - |
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| 7/25/2020 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Final Winged A-Class, Stock Non-Wing | Results | | Dalton Dowdy (Winged A-Class) | - | - | - | - |
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| 7/26/2020 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Rain Delay Winged A-Class | Results | | Dalton Dowdy (Winged A-Class) | 7th | - | - | - |
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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 | | Dalton Dowdy (Sportsman Micros) | 2nd | - | - | 4th |
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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 | | Dalton Dowdy (Sportsman Micros) | 5th | - | - | 6th |
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| 9/6/2020 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Dalton Dowdy (Winged A-Class) | 4th | - | - | 7th |
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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 | | Dalton Dowdy (Sportsman Micros) | 3rd | - | - | 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 | | Dalton Dowdy (Winged A-Class) | 3rd | - | - | 6th |
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| 9/26/2020 | Southern Illinois Raceway - Marion, IL Chase Race 3 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Dalton Dowdy (Sportsman Micros) | 1st | - | - | 3rd |
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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 | | Dalton Dowdy (Sportsman Micros) | 3rd | - | - | 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 | | Dalton Dowdy (Sportsman Micros) | 1st | - | - | 1st |
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