| | Heat | Dash | B Feature | A Feature |
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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 | | Tom Calico (Winged Outlaw) | - | - | - | - |
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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 | | Tom Calico (Winged Outlaw) | 9th | - | - | - |
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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 | | Tom Calico (Winged 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 | | Tom Calico (Winged Outlaw) | - | - | - | - |
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| 3/29/2019 | 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 | | Tom Calico (Winged Outlaw) | 7th | - | DNS | - |
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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 | | Tom Calico (Winged Outlaw) | 6th | - | - | 17th |
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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 | | Tom Calico (Winged Outlaw) | 9th | - | - | DNS |
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| 6/1/2019 | Port City Raceway - Tulsa, OK Weekly Show - Tulsa County Night Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Tom Calico (Winged Outlaw) | 8th | - | 7th | - |
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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 | | Tom Calico (Winged Outlaw) | 6th | - | - | 14th |
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| 7/13/2019 | Port City Raceway - Tulsa, OK Weekly Show - Rogers County Night! Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Tom Calico (Winged Outlaw) | 6th | - | - | 12th |
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| 7/20/2019 | Port City Raceway - Tulsa, OK Stock 600 Nationals - $2,000 to win A & NW Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Junior Sprints | Results | | Tom Calico (Winged Outlaw) | 5th | - | - | 9th |
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| 8/3/2019 | 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 | | Tom Calico (Winged Outlaw) | DNS | - | - | 16th |
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| 8/16/2019 | Port City Raceway - Tulsa, OK Weekly Show - 4/13 Make Up Points Race - 8PM BACK TO SCHOOL NIGHT! Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Tom Calico (Winged Outlaw) | 6th | - | - | DNS |
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| 10/5/2019 | Port City Raceway - Tulsa, OK Weekly Show - RUJO Rumble - 9/27 Make Up Points Race - 7PM Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Tom Calico (Winged Outlaw) | 8th | - | - | DNS |
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