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| 4/15/2016 | Belle-Clair Speedway - Belleville, IL Non-Winged Sprints: POWRi WAR Sprints Stock Cars, Winged Outlaw, Stock Non-Wing, 410 Sprints - Non-Winged, Vintage Full Body Stock Cars, Dwarf | Results | | Craig Miles (Winged Outlaw) | 7th | - | - | - |
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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 | | Craig Miles (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 | | Craig Miles (Winged Outlaw) | 6th | - | - | 13th |
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| 6/17/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Night 1 Winged Outlaw | Results | | Craig Miles (Winged Outlaw) | 6th | - | - | - |
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| 6/18/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Finale Winged Outlaw | Results | | Craig Miles (Winged Outlaw) | 7th (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 | | Craig Miles (Winged Outlaw) | 6th | - | 8th | - |
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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 | | Craig Miles (Non-Wing Outlaw) | 5th | - | - | 18th |
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| 7/29/2016 | Southern Illinois Raceway - Marion, IL Terry Sprague Memorial Stock Non-Wing | Results | | Craig Miles (Stock Non-Wing) | 10th | - | 14th (DNF) | - |
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| 7/30/2016 | Southern Illinois Raceway - Marion, IL Terry Sprague Memorial Stock Non-Wing | Results | | Craig Miles (Stock Non-Wing) | 8th | - | - | - |
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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 | | Craig Miles (Non-Wing Outlaw) | 2nd | - | - | 10th |
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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 | | Craig Miles (Non-Wing Outlaw) | 5th | - | - | 15th (DNF) |
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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 | | Craig Miles (Non-Wing Outlaw) | 3rd | - | - | 17th (DNF) |
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| 9/24/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Craig Miles (Non-Wing Outlaw) | - | - | - | - |
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| 10/1/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Craig Miles (Non-Wing Outlaw) | 7th | - | - | 13th |
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