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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 | | Grayson Gaddy (Restricted 'A' Class) | 2nd | - | - | - | | Grayson Gaddy (Winged A-Class) | - | - | - | - |
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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 | | Grayson Gaddy (Restricted 'A' Class) | - | 6th | - | - | | Grayson Gaddy (Winged A-Class) | 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 | | Grayson Gaddy (Restricted 'A' Class) | - | - | 2nd | - | | Grayson Gaddy (Winged A-Class) | - | - | - | - |
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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 | | Grayson Gaddy (Restricted 'A' Class) | 10th | - | - | - | | Grayson Gaddy (Winged A-Class) | - | - | - | - |
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| 3/14/2019 | Port City Raceway - Tulsa, OK Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Junior Sprints, Sportsman Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 2nd | - | - | 1st |
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| 3/15/2019 | Port City Raceway - Tulsa, OK Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Junior Sprints, Sportsman Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 4th | - | 1st | 8th |
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| 3/16/2019 | Port City Raceway - Tulsa, OK Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Junior Sprints, 600cc Modifieds, Sportsman Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 2nd | - | - | 10th |
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| 3/30/2019 | Port City Raceway - Tulsa, OK 8th Annual Donnie Ray Crawford Memorial Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | DNS | - | DNS | - |
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| 4/20/2019 | Port City Raceway - Tulsa, OK Weekly Show Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 5th | - | - | 11th |
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| 4/27/2019 | Port City Raceway - Tulsa, OK Weekly Show - POWRi West Midgets - Autism Night Midgets: POWRi West Midgets Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 3rd | - | - | 7th |
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| 5/4/2019 | Port City Raceway - Tulsa, OK Weekly Show - Cinco De Mayo Night Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 2nd | - | - | 10th |
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| 5/10/2019 | Creek County Speedway - Sapulpa, OK 360 Sprints - Winged: ASCS Sooner Region Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Dwarf | Results | | Grayson Gaddy (Restricted 'A' Class) | 7th | - | - | 11th |
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| 5/11/2019 | Port City Raceway - Tulsa, OK Weekly Show - Lucas Oil NOW600 National Series - $10 Car Load Night! Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 5th | - | 1st | 17th |
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| 6/8/2019 | Port City Raceway - Tulsa, OK Weekly Show - Hot Summer Night! Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 5th | - | - | 14th |
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| 6/12/2019 | Caney Valley Speedway - Caney, KS Sooner 600 Week - Night 1 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Factory Stocks, Stock Cars, USRA B-Mods | Results | | Grayson Gaddy (Restricted 'A' Class) | 4th | - | - | 10th |
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| 6/13/2019 | Creek County Speedway - Sapulpa, OK Sooner 600 Week - Night 2 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Asphalt Mini Stocks, 600cc Modifieds | Results | | Grayson Gaddy (Restricted 'A' Class) | 5th | - | 2nd | 19th |
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| 6/15/2019 | Port City Raceway - Tulsa, OK Sooner 600 Week - Night 4 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Restricted 'A' Class) | 2nd | - | - | 15th |
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| 7/27/2019 | Port City Raceway - Tulsa, OK Weekly Show Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 4th | - | - | 17th |
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| 8/24/2019 | Port City Raceway - Tulsa, OK Weekly Show - 7PM Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 1st | - | - | 4th |
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| 8/31/2019 | Port City Raceway - Tulsa, OK 20th Annual Pete Frazier Memorial Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Grayson Gaddy (Winged A-Class) | 7th | - | 11th | - |
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