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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 | | Tony Penick (Winged Outlaw) | - | - | - | - | | Tony Penick (Non-Wing Outlaw) | 4th | - | - | - | | Tony Penick (Winged A-Class) | - | - | - | - | | Tony Penick (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 | | Tony Penick (Winged Outlaw) | 6th | - | - | - | | Tony Penick (Non-Wing Outlaw) | - | - | - | - | | Tony Penick (Winged A-Class) | 9th | - | - | - | | Tony Penick (Stock Non-Wing) | 1st | - | - | - |
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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 | | Tony Penick (Winged Outlaw) | - | - | - | - | | Tony Penick (Non-Wing Outlaw) | - | 12th | - | - | | Tony Penick (Winged A-Class) | - | - | - | - | | Tony Penick (Stock Non-Wing) | - | 9th | - | - |
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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 | | Tony Penick (Winged Outlaw) | - | - | - | - | | Tony Penick (Non-Wing Outlaw) | - | - | 12th | - | | Tony Penick (Winged A-Class) | - | - | - | - | | Tony Penick (Stock Non-Wing) | - | - | 11th | - |
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| 3/7/2020 | Red Dirt Raceway - Meeker, OK 305 Sprints - Winged: SSO-Sprint Series of Oklahoma Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros B Modifieds, Hornets, Pure Stock | Results | | Tony Penick (Winged A-Class) | 7th | - | - | 9th | | Tony Penick (Stock Non-Wing) | 8th | - | - | 15th |
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| 5/29/2020 | I-44 Riverside Speedway - Oklahoma City, OK Seventh Annual Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Stock Non-Wing | Canceled |
| 5/30/2020 | I-44 Riverside Speedway - Oklahoma City, OK 7th Annual Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Canceled |
| 6/6/2020 | I-44 Riverside Speedway - Oklahoma City, OK Weekly Points Race Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Tony Penick (Winged A-Class) | 3rd | - | - | 6th |
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| 7/10/2020 | I-44 Riverside Speedway - Oklahoma City, OK 21st Annual Micro Sprint Nationals Night 1 Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Tony Penick (Winged A-Class) | 3rd | - | - | 8th |
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| 7/11/2020 | I-44 Riverside Speedway - Oklahoma City, OK 21st Annual Micro Sprint Nationals Finale Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Tony Penick (Winged A-Class) | 2nd | - | - | 8th |
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| 7/31/2020 | KAM Raceway - Hastings, NE Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Dirt Cage Kart Junior 1, Flat Adult Clone | Results | | Tony Penick (Winged A-Class) | - | - | - | - | | Tony Penick (Stock Non-Wing) | - | - | - | - |
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| 8/1/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO 25th Anniversary Jr. Sprint National Show and Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Tony Penick (Winged Outlaw) | 5th | - | - | 13th | | Tony Penick (Winged A-Class) | 4th | - | - | 8th | | Tony Penick (Stock Non-Wing) | 2nd | - | - | 6th |
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| 8/8/2020 | I-44 Riverside Speedway - Oklahoma City, OK Weekly Five Points Race! Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Tony Penick (Winged A-Class) | 3rd | - | - | 14th (DNF) | | Tony Penick (Stock Non-Wing) | 4th | - | - | 6th |
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| 8/15/2020 | I-44 Riverside Speedway - Oklahoma City, OK Weekly Points Race Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Tony Penick (Winged A-Class) | 5th | - | - | 8th | | Tony Penick (Stock Non-Wing) | 1st | - | - | 6th |
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| 8/22/2020 | I-44 Riverside Speedway - Oklahoma City, OK Lucas Oil POWRi West Midgets & Weekly Five Points Race Midgets: POWRi West Midgets with POWRi Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Tony Penick (Winged A-Class) | 6th | - | - | 7th |
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| 8/29/2020 | I-44 Riverside Speedway - Oklahoma City, OK Weekly Points Race Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | High Winds |
| 12/28/2020 | Tulsa Expo Raceway - Tulsa, OK AM: Early Move-In / PM: Regular Move-In Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Tony Penick (Winged Outlaw) | - | - | - | - | | Tony Penick (Non-Wing Outlaw) | - | - | - | - | | Tony Penick (Winged A-Class) | - | - | - | - | | Tony Penick (Stock Non-Wing) | - | - | - | - |
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| 12/30/2020 | Tulsa Expo Raceway - Tulsa, OK Racing Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, 600cc Modifieds | Results | | Tony Penick (Winged Outlaw) | 9th | - | - | - | | Tony Penick (Non-Wing Outlaw) | 8th | - | - | - | | Tony Penick (Winged A-Class) | 9th | - | - | - |
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| 12/31/2020 | Tulsa Expo Raceway - Tulsa, OK Racing Winged Outlaw, Non-Wing Outlaw, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Tony Penick (Winged Outlaw) | - | - | - | - | | Tony Penick (Non-Wing Outlaw) | - | - | - | - | | Tony Penick (Winged A-Class) | - | - | - | - | | Tony Penick (Stock Non-Wing) | 9th | - | - | - |
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