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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 | | Jake Galusha (Winged Outlaw) | - | - | - | - | | Jake Galusha (Non-Wing Outlaw) | 3rd | - | - | - |
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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 | | Jake Galusha (Winged Outlaw) | 3rd | - | - | - | | Jake Galusha (Non-Wing Outlaw) | - | - | - | - |
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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 | | Jake Galusha (Winged Outlaw) | - | 7th | - | - | | Jake Galusha (Non-Wing 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 | | Jake Galusha (Winged Outlaw) | - | - | 3rd | - | | Jake Galusha (Non-Wing Outlaw) | - | - | 11th | - |
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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 | | Jake Galusha (Winged Outlaw) | 1st | - | - | 20th |
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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 | | Jake Galusha (Winged Outlaw) | 1st | - | - | 9th |
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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 | | Jake Galusha (Winged Outlaw) | 3rd | - | - | 14th |
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| 6/13/2019 | Brownstown Bullring - Brownstown, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Jake Galusha (Winged Outlaw) | 5th | - | 3rd | 6th |
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| 6/14/2019 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Jake Galusha (Winged Outlaw) | 4th | - | - | - |
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| 6/15/2019 | Jefferson County Speedway - Fairbury, NE JayHusker Micros and Mod Lites Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds, Sportsman Micros | Results | | Jake Galusha (Winged A-Class) | - | - | - | - |
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| 7/5/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship Winged Outlaw | Results | | Jake Galusha (Winged Outlaw) | 5th | - | 13th (DNF) | - |
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| 7/6/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship Winged Outlaw | Results | | Jake Galusha (Winged Outlaw) | 7th | - | 7th | - |
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| 8/23/2019 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class | Results | | Jake Galusha (Winged A-Class) | 3rd | - | 2nd | 17th |
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| 8/24/2019 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged A-Class | Results | | Jake Galusha (Winged A-Class) | 3rd | - | 1st | 11th |
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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 | | Jake Galusha (Winged Outlaw) | 2nd | - | - | 7th | | Jake Galusha (Winged A-Class) | 2nd | - | - | 5th |
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