| | 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 Masters (Winged Outlaw) | - | - | - | 15th (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 Masters (Winged Outlaw) | 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 | | Kyle Masters (Winged Outlaw) | 7th | - | - | 22nd (DNF) |
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| 6/17/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Night 1 Winged Outlaw | Results | | Kyle Masters (Winged Outlaw) | 6th | - | - | - |
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| 6/18/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Finale Winged Outlaw | Results | | Kyle Masters (Winged Outlaw) | 10th | - | - | - |
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| 6/25/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Masters (Non-Wing Outlaw) | 1st | - | - | 13th (DNF) |
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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 Masters (Non-Wing Outlaw) | 5th | - | - | 6th |
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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 | | Kyle Masters (Non-Wing Outlaw) | 6th (DNF) | - | - | 12th |
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| 8/6/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Masters (Winged Outlaw) | 6th | - | - | 7th |
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| 9/10/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Kyle Masters (Winged Outlaw) | 2nd | - | - | 8th |
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