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| 1/1/2016 | Tulsa Expo Raceway - Tulsa, OK Racing Midgets, Economy Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, 410 Sprints - Non-Winged, Junior Sprints, 1200cc Outlaws Non-Winged Minis, 1200cc Outlaws Winged Minis | Results | | Caden Englehart (Winged Outlaw) | - | - | - | - |
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| 1/2/2016 | Tulsa Expo Raceway - Tulsa, OK Racing Midgets, Economy Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, 410 Sprints - Non-Winged, Junior Sprints, 1200cc Outlaws Non-Winged Minis, 1200cc Outlaws Winged Minis | Results | | Caden Englehart (Winged Outlaw) | - | - | 15th | - | | Caden Englehart (Restricted 'A' Class) | - | - | 3rd | - |
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| 6/8/2016 | Belle-Clair Speedway - Belleville, IL Speed Week Midgets: POWRi National Midgets Economy Midgets: POWRi Division II Midgets Stock Cars, Winged Outlaw | Results | | Caden Englehart (Winged Outlaw) | 6th | - | 15th | - |
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| 6/9/2016 | Quincy Raceways - Quincy, IL Midgets: POWRi National Midgets Economy Midgets: POWRi Division II Midgets Winged Outlaw | Results | | Caden Englehart (Winged Outlaw) | 4th | - | 4th | 22nd |
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| 6/10/2016 | Jacksonville Speedway - Jacksonville, IL Speed Week Midgets: POWRi National Midgets Economy Midgets: POWRi Division II Midgets Winged Outlaw | Results | | Caden Englehart (Winged Outlaw) | 6th | - | 7th | - |
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| 6/11/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Caden Englehart (Winged Outlaw) | 8th | - | - | 7th |
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| 6/12/2016 | Lincoln Speedway - Lincoln, IL Illinois SPEED Week Midgets: POWRi National Midgets Economy Midgets: POWRi Division II Midgets DIRTcar UMP Modifieds, Winged Outlaw | Results | | Caden Englehart (Winged Outlaw) | 8th | - | - | 18th |
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| 6/17/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Night 1 Winged Outlaw | Results | | Caden Englehart (Winged Outlaw) | 9th (DNF) | - | - | - |
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| 6/18/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Finale Winged Outlaw | Results | | Caden Englehart (Winged Outlaw) | 8th (DNF) | - | - | - |
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| 6/24/2016 | Belle-Clair Speedway - Belleville, IL Race around the Arch Midgets: POWRi National Midgets Stock Cars, Winged Outlaw, Dwarf | Results | | Caden Englehart (Winged Outlaw) | 3rd | - | - | 16th |
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| 7/9/2016 | Southern Illinois Raceway - Marion, IL Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Caden Englehart (Winged Outlaw) | 3rd | - | - | 16th |
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| 7/23/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Caden Englehart (Winged Outlaw) | 4th | - | - | 10th |
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| 12/26/2016 | Tulsa Expo Raceway - Tulsa, OK Early Parking Economy Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 1200cc Outlaws Non-Winged Minis, 1200cc Outlaws Winged Minis | Results | | Caden Englehart (Winged Outlaw) | - | - | - | - | | Caden Englehart (Winged A-Class) | - | - | - | - |
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| 12/28/2016 | Tulsa Expo Raceway - Tulsa, OK Practice / Races Winged Outlaw: Tulsa Shootout Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 1200cc Outlaws Non-Winged Minis, 1200cc Outlaws Winged Minis | Results | | Caden Englehart (Winged Outlaw) | - | - | - | - | | Caden Englehart (Winged A-Class) | - | - | - | - |
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| 12/29/2016 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 1200cc Outlaws Non-Winged Minis, 1200cc Outlaws Winged Minis | Results | | Caden Englehart (Winged Outlaw) | 8th (DNF) | - | - | - | | Caden Englehart (Winged A-Class) | - | - | - | - |
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| 12/30/2016 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 1200cc Outlaws Non-Winged Minis, 1200cc Outlaws Winged Minis | Results | | Caden Englehart (Winged Outlaw) | - | - | - | - | | Caden Englehart (Winged A-Class) | 7th | - | - | - |
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| 12/31/2016 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 1200cc Outlaws Non-Winged Minis, 1200cc Outlaws Winged Minis | Results | | Caden Englehart (Winged Outlaw) | - | - | - | - | | Caden Englehart (Winged A-Class) | - | - | - | - |
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