| | Heat | Dash | B Feature | A Feature |
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| 3/10/2023 | Port City Raceway - Tulsa, OK Outlaw Nationals Winged Outlaw: NOW600 Outlaw Micros Restricted 'A' Class: NOW600 Restricted Micros Junior Sprints | Results | | Kortland Stephens (Winged Outlaw) | 9th | - | - | - |
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| 3/11/2023 | Port City Raceway - Tulsa, OK Outlaw Nationals Winged Outlaw: NOW600 Outlaw Micros Restricted 'A' Class: NOW600 Restricted Micros Junior Sprints | Results | | Kortland Stephens (Winged Outlaw) | 9th | - | - | - |
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| 12/26/2023 | Tulsa Expo Raceway - Tulsa, OK Shootout Parking / Check-In Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Kortland Stephens (Winged Outlaw) | - | - | - | - | | Kortland Stephens (Non-Wing Outlaw) | - | - | - | - | | Kortland Stephens (Restricted 'A' Class) | - | - | - | - | | Kortland Stephens (Winged A-Class) | - | - | - | - | | Kortland Stephens (Stock Non-Wing) | - | - | - | - |
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| 12/27/2023 | Tulsa Expo Raceway - Tulsa, OK Morning Practice Then Racing Winged Outlaw: Tulsa Shootout | Results | | Kortland Stephens (Winged Outlaw) | 7th | - | - | - |
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| 12/28/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 2 Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Kortland Stephens (Winged Outlaw) | - | - | - | - | | Kortland Stephens (Non-Wing Outlaw) | 4th | - | - | - | | Kortland Stephens (Restricted 'A' Class) | 3rd | - | - | - | | Kortland Stephens (Winged A-Class) | 5th | - | - | - |
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| 12/29/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 3 Non-Wing Outlaw, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Kortland Stephens (Non-Wing Outlaw) | - | - | - | - | | Kortland Stephens (Winged A-Class) | - | - | - | - | | Kortland Stephens (Stock Non-Wing) | 1st | - | - | - |
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| 12/30/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 4 Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Kortland Stephens (Winged Outlaw) | - | - | - | - | | Kortland Stephens (Non-Wing Outlaw) | - | - | - | - | | Kortland Stephens (Restricted 'A' Class) | - | 12th | - | - | | Kortland Stephens (Winged A-Class) | - | - | - | - | | Kortland Stephens (Stock Non-Wing) | - | 14th | - | - |
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| 12/31/2023 | Tulsa Expo Raceway - Tulsa, OK It's Driller Time! Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Kortland Stephens (Winged Outlaw) | - | - | - | - | | Kortland Stephens (Non-Wing Outlaw) | - | - | - | - | | Kortland Stephens (Restricted 'A' Class) | - | - | - | - | | Kortland Stephens (Winged A-Class) | - | - | - | - | | Kortland Stephens (Stock Non-Wing) | - | - | - | - |
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