| | Heat | Dash | B Feature | A Feature |
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| 5/7/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Stubblefield (Winged Outlaw) | - | - | - | 17th (DNF) |
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| 5/14/2016 | Southern Illinois Raceway - Marion, IL Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Stubblefield (Winged Outlaw) | 6th | - | 14th | - |
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| 5/21/2016 | Southern Illinois Raceway - Marion, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Stubblefield (Winged Outlaw) | - | - | - | - |
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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 | | Kyle Stubblefield (Winged Outlaw) | 7th | - | - | 21st (DNF) | | Kyle Stubblefield (Non-Wing Outlaw) | 5th | - | - | 10th (DNF) |
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| 6/17/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Night 1 Winged Outlaw | Results | | Kyle Stubblefield (Winged Outlaw) | 9th (DNF) | - | - | - |
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| 6/18/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Finale Winged Outlaw | Results | | Kyle Stubblefield (Winged Outlaw) | 9th | - | - | - |
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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 | | Kyle Stubblefield (Winged Outlaw) | 7th | - | 10th | - |
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| 7/16/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Stubblefield (Winged Outlaw) | 6th | - | - | 14th (DNF) |
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| 8/27/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Stubblefield (Winged Outlaw) | DNS | - | - | DNS |
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