| | Heat | Dash | B Feature | A Feature |
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| 5/18/2019 | Southern Illinois Raceway - Marion, IL Southern Illinois Shootout Winged Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Winged Outlaw) | 7th | - | - | - |
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| 6/15/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 2nd | - | - | 8th (DNF) |
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| 7/13/2019 | Southern Illinois Raceway - Marion, IL Race/Gage Besing Memorial Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 5th | - | - | 10th |
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| 8/3/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 2nd | - | - | 3rd |
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| 8/17/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 3rd | - | - | 5th |
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| 9/7/2019 | Southern Illinois Raceway - Marion, IL Race/Chase night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 3rd | - | - | 8th (DNF) |
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| 9/21/2019 | Southern Illinois Raceway - Marion, IL Race/Chase night 3 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 4th | - | - | 5th |
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| 10/5/2019 | Southern Illinois Raceway - Marion, IL Race/Chase Night 5 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 2nd | - | - | 6th |
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