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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 | | Jordan Herrman (Winged A-Class) | - | - | - | - | | Jordan Herrman (Stock Non-Wing) | - | - | - | - |
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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 | | Jordan Herrman (Winged A-Class) | 9th | - | - | - | | Jordan Herrman (Stock Non-Wing) | 4th | - | - | - |
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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 | | Jordan Herrman (Winged A-Class) | - | - | - | - | | Jordan Herrman (Stock Non-Wing) | - | 8th | - | - |
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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 | | Jordan Herrman (Winged A-Class) | - | - | - | - | | Jordan Herrman (Stock Non-Wing) | - | - | 6th | - |
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| 6/1/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Jordan Herrman (Winged Outlaw) | 3rd | - | - | 5th |
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| 6/21/2019 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged A-Class | Results | | Jordan Herrman (Winged A-Class) | - | - | - | - |
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| 6/22/2019 | Port City Raceway - Tulsa, OK Weekly Show - POWRi West Midgets Midgets: POWRi West Midgets Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Jordan Herrman (Non-Wing Outlaw) | DNS | - | 1st | 8th |
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| 8/23/2019 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class | Results | | Jordan Herrman (Winged A-Class) | 10th | - | 7th | - |
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| 8/24/2019 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged A-Class | Results | | Jordan Herrman (Winged A-Class) | 1st | - | 3rd | 16th |
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