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| 1/2/2019 | Tulsa Expo Raceway - Tulsa, OK Practice/Heat Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Randy Kunkle Jr (Winged Outlaw) | - | - | - | - | | Randy Kunkle Jr (Non-Wing Outlaw) | 6th | - | - | - |
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| 1/3/2019 | Tulsa Expo Raceway - Tulsa, OK Race Day Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Randy Kunkle Jr (Winged Outlaw) | 8th | - | - | - | | Randy Kunkle Jr (Non-Wing Outlaw) | - | - | - | - |
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| 1/4/2019 | Tulsa Expo Raceway - Tulsa, OK Race Day Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Randy Kunkle Jr (Winged Outlaw) | - | - | - | - | | Randy Kunkle Jr (Non-Wing Outlaw) | - | - | - | - |
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| 1/5/2019 | Tulsa Expo Raceway - Tulsa, OK Shootout Finale - Golden Driller Day! Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Randy Kunkle Jr (Winged Outlaw) | - | - | - | - | | Randy Kunkle Jr (Non-Wing Outlaw) | - | - | - | - |
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| 4/6/2019 | Trail-Way Speedway - Hanover, PA Winged A-Class, Pro Legends, 270 Winged Micros | Results | | Randy Kunkle Jr (Winged A-Class) | 8th | - | - | 11th |
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| 5/3/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Factory Stocks, Winged A-Class, Street Stocks, Pro Legends, Train Racing | Results | | Randy Kunkle Jr (Winged A-Class) | - | - | - | - |
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| 5/17/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Stock Cars, Winged A-Class, Pro Legends | Results | | Randy Kunkle Jr (Winged A-Class) | 5th | - | - | 7th |
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| 5/24/2019 | Trail-Way Speedway - Hanover, PA Winged A-Class, Street Stocks, Non-Winged Sprints, 270 Winged Micros | Results | | Randy Kunkle Jr (Winged A-Class) | 6th | - | - | 6th |
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| 6/7/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Stock Cars, Winged A-Class, Street Stocks | Results | | Randy Kunkle Jr (Winged A-Class) | 4th | - | - | 7th |
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| 6/21/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Stock Cars, Winged A-Class, Street Stocks | Results | | Randy Kunkle Jr (Winged A-Class) | 2nd | - | - | 1st |
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| 7/12/2019 | Trail-Way Speedway - Hanover, PA 305 Sprints - Winged: PASS-Pa Sprint Series 305 Stock Cars, Winged A-Class, Street Stocks | Results | | Randy Kunkle Jr (Winged A-Class) | 4th | - | - | 9th |
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| 7/26/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Stock Cars, Winged A-Class, Street Stocks | Results | | Randy Kunkle Jr (Winged A-Class) | 1st | - | - | 6th |
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| 8/2/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Winged A-Class, Street Stocks, 270 Winged Micros | Results | | Randy Kunkle Jr (Winged A-Class) | 2nd | - | - | 2nd |
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| 8/9/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Stock Cars, Winged A-Class, Pro Legends | Results | | Randy Kunkle Jr (Winged A-Class) | 1st | - | - | 10th |
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| 9/6/2019 | Trail-Way Speedway - Hanover, PA 358 Sprints - Winged, Stock Cars, Winged A-Class, Pro Legends | Results | | Randy Kunkle Jr (Winged A-Class) | 7th (DNF) | - | - | 7th |
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| 9/21/2019 | Trail-Way Speedway - Hanover, PA Winged A-Class, Pro Legends, 270 Winged Micros | Results | | Randy Kunkle Jr (Winged A-Class) | 5th | - | - | 8th |
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