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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 | | Gunner Bowden (Non-Wing Outlaw) | - | - | - | - | | Gunner Bowden (Winged A-Class) | - | - | - | - | | Gunner Bowden (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 | | Gunner Bowden (Winged A-Class) | - | - | - | - | | Gunner Bowden (Stock Non-Wing) | - | - | - | - |
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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 | | Gunner Bowden (Winged A-Class) | - | - | - | - | | Gunner Bowden (Stock Non-Wing) | - | - | - | - |
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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 | | Gunner Bowden (Winged A-Class) | - | - | - | - | | Gunner Bowden (Stock Non-Wing) | - | - | - | - |
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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 | | Gunner Bowden (Winged A-Class) | 6th | - | 6th | - | | Gunner Bowden (Stock Non-Wing) | 5th | - | - | 17th |
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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 | | Gunner Bowden (Winged A-Class) | 1st | - | - | 17th | | Gunner Bowden (Stock Non-Wing) | 6th | - | 3rd | 15th |
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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 | | Gunner Bowden (Winged A-Class) | 5th | - | 7th | - | | Gunner Bowden (Stock Non-Wing) | 6th | - | 5th | - |
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| 3/21/2019 | Creek County Speedway - Sapulpa, OK 6th Annual Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets Winged Outlaw | Results | | Gunner Bowden (Winged Outlaw) | 6th | - | 2nd | 12th |
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| 3/22/2019 | I-44 Riverside Speedway - Oklahoma City, OK POWRi Lucas Oil National & West Midget League, POWRi Outlaws & A-Class Midgets: POWRi National Midgets with POWRi West Midgets Winged Outlaw, Winged A-Class | Results | | Gunner Bowden (Winged Outlaw) | 6th | - | 7th | - |
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| 3/23/2019 | I-44 Riverside Speedway - Oklahoma City, OK POWRi Lucas Oil National & West Midget League, POWRi Outlaws & Non-Wing Midgets: POWRi National Midgets with POWRi West Midgets Winged Outlaw, Stock Non-Wing | Results | | Gunner Bowden (Winged Outlaw) | 3rd | - | - | 13th | | Gunner Bowden (Stock Non-Wing) | 1st | - | - | 19th (DNF) |
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| 3/24/2019 | Port City Raceway - Tulsa, OK Turnpike Challenge - POWRi Lucas Oil National Midgets and POWRi Outlaw Micros Midgets: POWRi National Midgets with POWRi West Midgets Winged Outlaw | Results | | Gunner Bowden (Winged Outlaw) | 3rd | - | - | 8th |
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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 | | Gunner Bowden (Stock Non-Wing) | 3rd | - | 11th | - |
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| 4/5/2019 | Red Dirt Raceway - Meeker, OK Non-Winged Sprints: United Sprint League Stock Non-Wing, B Modifieds, 360 Sprints - Non-Winged, Economy Sprints - Non Winged, Hornets, Champ 360 Sprints - Non Winged, Pure Stock | Results | | Gunner Bowden (Stock Non-Wing) | 1st | - | - | 2nd |
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| 4/12/2019 | 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 600cc Modifieds | Results | | Gunner Bowden (Winged A-Class) | 3rd | - | - | 10th | | Gunner Bowden (Stock Non-Wing) | 6th | - | - | 10th |
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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 | | Gunner Bowden (Stock Non-Wing) | 6th | - | 4th | - |
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| 5/4/2019 | I-44 Riverside Speedway - Oklahoma City, OK Weekly Points Race Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Gunner Bowden (Winged A-Class) | 4th | - | - | 7th | | Gunner Bowden (Stock Non-Wing) | 4th | - | - | 12th |
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| 5/10/2019 | Belle-Clair Speedway - Belleville, IL Midwest Season Opener Midgets: POWRi National Midgets with POWRi Winged Outlaw, B Modifieds | Results | | Gunner Bowden (Winged Outlaw) | 6th | - | 7th | - |
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| 5/11/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Rain Out |
| 5/17/2019 | Belle-Clair Speedway - Belleville, IL Southern Illinois Shootout DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Winged Outlaw, B Modifieds | Results | | Gunner Bowden (Winged Outlaw) | 3rd | - | 5th | 18th |
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| 5/18/2019 | Southern Illinois Raceway - Marion, IL Southern Illinois Shootout Winged Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Gunner Bowden (Winged Outlaw) | 6th | - | 15th | 19th |
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| 5/25/2019 | Miami County Raceway - Peru, IN Performance Electronics Non-Wing World Championship Non-Wing Outlaw | Results | | Gunner Bowden (Non-Wing Outlaw) | - | - | - | - |
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| 5/31/2019 | Red Dirt Raceway - Meeker, OK Harrah/Prague FREE Night - SUMMER SERIES Stock Non-Wing, B Modifieds, Hornets, Pure Stock | Results | | Gunner Bowden (Stock Non-Wing) | 3rd | - | - | 4th |
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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 | | Gunner Bowden (Restricted 'A' Class) | - | - | - | - | | Gunner Bowden (Winged A-Class) | 8th | - | 5th | 15th | | Gunner Bowden (Stock Non-Wing) | 3rd | - | - | 16th |
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| 6/13/2019 | Brownstown Bullring - Brownstown, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Gunner Bowden (Winged Outlaw) | 6th | - | 8th | 14th |
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| 6/14/2019 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Gunner Bowden (Winged Outlaw) | 1st | - | - | - |
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| 6/15/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Gunner Bowden (Winged Outlaw) | 4th | - | - | 20th (DNF) |
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| 6/21/2019 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged A-Class | Results | | Gunner Bowden (Winged A-Class) | - | - | - | - |
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| 6/28/2019 | Port City Raceway - Tulsa, OK Non-Wing Nationals Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Gunner Bowden (Winged Outlaw) | 8th | - | DNS | - | | Gunner Bowden (Winged A-Class) | 1st | - | - | 8th |
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| 6/29/2019 | Port City Raceway - Tulsa, OK Non-Wing Nationals Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Gunner Bowden (Winged A-Class) | 7th | - | 6th | - |
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| 7/5/2019 | Arkoma Speedway - Arkoma, OK Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros | Rain Out |
| 7/12/2019 | Valley Speedway - Grain Valley, MO Thunder In the Valley National Midgets by Rod End Supply Midgets: POWRi National Midgets with POWRi West Midgets Sprint Cars, Winged Outlaw | Results | | Gunner Bowden (Winged Outlaw) | 4th | - | - | 24th |
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| 7/13/2019 | Valley Speedway - Grain Valley, MO Thunder in the Valley National midgets by Rod End Supply Midgets: POWRi National Midgets with POWRi West Midgets Winged Outlaw | Results | | Gunner Bowden (Winged Outlaw) | 2nd | - | - | 9th |
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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 | | Gunner Bowden (Winged Outlaw) | 3rd | - | - | 4th |
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| 8/8/2019 | US 24 Speedway - Logansport, IN Triple XXX Root Beer Outlaw Wing #KINGOFTHEWING Practice Winged Outlaw, Winged A-Class | Results | | Gunner Bowden (Winged Outlaw) | - | - | - | - |
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| 8/9/2019 | US 24 Speedway - Logansport, IN Triple XXX Root Beer Outlaw Wing #KINGOFTHEWING Preliminary night $1000 to win Winged Outlaw, Winged A-Class | Results | | Gunner Bowden (Winged Outlaw) | 4th | - | 2nd | - |
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| 8/10/2019 | US 24 Speedway - Logansport, IN Triple XXX Root Beer Outlaw Wing #KINGOFTHEWING $8000 to win Winged Outlaw, Winged A-Class | Results | | Gunner Bowden (Winged Outlaw) | 8th | - | - | - |
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| 8/17/2019 | Port City Raceway - Tulsa, OK Weekly Show - #DOITFORGRADY NIGHT! - 7PM Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Gunner Bowden (Winged Outlaw) | 2nd | - | - | 5th |
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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 | | Gunner Bowden (Winged A-Class) | 4th | - | - | 7th | | Gunner Bowden (Stock Non-Wing) | 2nd | - | - | 6th |
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| 8/30/2019 | 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 | | Gunner Bowden (Winged A-Class) | 5th | - | 4th | - | | Gunner Bowden (Stock Non-Wing) | 4th | - | 9th | - |
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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 | | Gunner Bowden (Winged A-Class) | 6th | - | 13th | - | | Gunner Bowden (Stock Non-Wing) | 1st | - | - | 8th |
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| 9/13/2019 | Belle-Clair Speedway - Belleville, IL Midgets: POWRi Winged Outlaw | Results | | Gunner Bowden (Winged Outlaw) | 3rd | - | - | 12th |
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| 9/14/2019 | Macon Speedway - Macon, IL Midgets: POWRi Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks | Results | | Gunner Bowden (Winged Outlaw) | 6th | - | - | 14th | | Gunner Bowden (Winged A-Class) | - | - | - | 14th |
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| 10/4/2019 | Port City Raceway - Tulsa, OK Weekly Show - RUJO Rumble - 8/10 Make Up Points Race - 8PM Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Gunner Bowden (Non-Wing Outlaw) | 5th | - | 1st | 10th | | Gunner Bowden (Stock Non-Wing) | 5th | - | 8th | - |
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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 | | Gunner Bowden (Non-Wing Outlaw) | 4th | - | 5th | 11th | | Gunner Bowden (Winged A-Class) | - | - | - | - | | Gunner Bowden (Stock Non-Wing) | 5th | - | 5th | - |
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| 10/18/2019 | Caney Valley Speedway - Caney, KS Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Factory Stocks, USRA B-Mods | Results | | Gunner Bowden (Winged A-Class) | 4th | - | - | 23rd | | Gunner Bowden (Stock Non-Wing) | 5th | - | - | 7th |
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| 10/19/2019 | Caney Valley Speedway - Caney, KS Champ 360 Sprints - Winged: Oil Capital Racing Series 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 | | Gunner Bowden (Winged A-Class) | 1st | - | - | 5th | | Gunner Bowden (Stock Non-Wing) | 5th | - | - | 10th |
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