| | Heat | Dash | B Feature | A Feature |
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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 | | Grayson Gaddy (Restricted 'A' Class) | 1st | - | - | - | | Grayson Gaddy (Winged A-Class) | - | - | - | - | | Grayson Gaddy (Stock Non-Wing) | - | - | - | - |
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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 | | Grayson Gaddy (Restricted 'A' Class) | - | 6th | - | - | | Grayson Gaddy (Winged A-Class) | 9th | - | - | - | | Grayson Gaddy (Stock Non-Wing) | 3rd | - | - | - |
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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 | | Grayson Gaddy (Restricted 'A' Class) | - | - | - | - | | Grayson Gaddy (Winged A-Class) | - | - | - | - | | Grayson Gaddy (Stock Non-Wing) | - | 14th | - | - |
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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 | | Grayson Gaddy (Restricted 'A' Class) | - | - | 4th | - | | Grayson Gaddy (Winged A-Class) | - | - | - | - | | Grayson Gaddy (Stock Non-Wing) | - | - | 11th | - |
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| 7/25/2020 | Port City Raceway - Tulsa, OK Weekly Points Race - No Outlaws Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 3rd | - | - | 9th |
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| 8/1/2020 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 5th | - | 6th | DNS |
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| 8/15/2020 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 7th | - | 12th | - |
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| 8/22/2020 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 5th | - | 12th | - |
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| 8/29/2020 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 4th | - | - | 20th |
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| 9/19/2020 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 4th | - | - | 19th |
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