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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 | | Jackson Frisbie (Winged Outlaw) | - | - | - | - | | Jackson Frisbie (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 | | Jackson Frisbie (Winged Outlaw) | - | - | - | - | | Jackson Frisbie (Winged A-Class) | - | - | - | - |
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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 | | Jackson Frisbie (Winged Outlaw) | - | - | - | - | | Jackson Frisbie (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 | | Jackson Frisbie (Winged Outlaw) | - | - | - | - | | Jackson Frisbie (Winged A-Class) | - | - | - | - |
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| 4/27/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Non-Points Race for all Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 2nd | - | - | 13th (DNF) | | Jackson Frisbie (Winged A-Class) | 1st | - | - | 12th (DNF) |
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| 6/1/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Jr. Sprints Night to Shine - Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged A-Class) | 4th | - | - | 12th (DNF) |
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| 6/8/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Chase and Rodney Gibson Memorial - Points race for ALL classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 7th | - | - | 13th |
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| 6/15/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 7th (DNF) | - | - | DNS |
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| 6/21/2019 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged A-Class | Results | | Jackson Frisbie (Winged A-Class) | - | - | - | - |
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| 6/29/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Equity Bank A Class Night to Shine - Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged A-Class) | 8th | - | - | 3rd |
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| 7/4/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship Winged Outlaw | Rain Out |
| 7/5/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship Winged Outlaw | Results | | Jackson Frisbie (Winged Outlaw) | 3rd | - | 10th | - |
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| 7/6/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship Winged Outlaw | Results | | Jackson Frisbie (Winged Outlaw) | 2nd | - | 21st | - |
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| 7/27/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO NO NONWING - Restrictor Night to Shine - Points for 5 Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged A-Class) | 1st | - | - | 2nd |
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| 8/3/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 2nd | - | - | 11th (DNF) | | Jackson Frisbie (Winged A-Class) | 1st | - | - | 1st |
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| 8/10/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Community Bank Sportsman Class Night to Shine - Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 1st | - | - | 2nd | | Jackson Frisbie (Winged A-Class) | 1st | - | - | 1st |
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| 8/23/2019 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class | Results | | Jackson Frisbie (Winged A-Class) | 4th | - | 13th (DNF) | - |
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| 8/24/2019 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged A-Class | Results | | Jackson Frisbie (Winged A-Class) | 2nd | - | 7th | - |
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| 9/7/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO NonWing Night To Shine - Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 1st | - | - | 9th | | Jackson Frisbie (Winged A-Class) | 2nd | - | - | 3rd |
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| 9/14/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 2nd | - | - | DNS | | Jackson Frisbie (Winged A-Class) | 5th | - | - | 18th (DNF) |
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| 10/12/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO ShowMe Showdown in Honor of Dean Hathman Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jackson Frisbie (Winged Outlaw) | 4th | - | - | 12th | | Jackson Frisbie (Winged A-Class) | 1st | - | - | 1st |
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