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| 5/1/2021 | Southern Illinois Raceway - Marion, IL Points Begin Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 10th (DNF) | - | - | 7th |
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| 5/8/2021 | Southern Illinois Raceway - Marion, IL Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 5th | - | - | 5th |
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| 5/15/2021 | Southern Illinois Raceway - Marion, IL Maier's Tidy Bowl Dwarf Special/Throwback Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 7th (DNF) | - | - | - |
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| 5/22/2021 | Southern Illinois Raceway - Marion, IL Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 1st | - | - | 5th |
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| 6/5/2021 | Southern Illinois Raceway - Marion, IL Performance Electronics Prelude to the Hustle Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 4th | - | - | 9th |
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| 6/12/2021 | Southern Illinois Raceway - Marion, IL Bailey Chasis Restrictor Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 4th | - | - | 8th |
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| 6/26/2021 | Southern Illinois Raceway - Marion, IL Points Night/HART Non-Wing Series Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 7th | - | - | 14th (DNF) |
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| 7/17/2021 | Southern Illinois Raceway - Marion, IL Ike Dealership JR Sprint Special/Rising Stars Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 5th | - | - | 6th |
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| 7/24/2021 | Southern Illinois Raceway - Marion, IL Points Night/HART Non-Wing Series Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 7th (DNF) | - | - | 14th (DNF) |
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| 8/14/2021 | Southern Illinois Raceway - Marion, IL Williams Auto Body Sportsman Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 6th | - | - | 11th (DNF) |
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| 8/28/2021 | Southern Illinois Raceway - Marion, IL Chase Night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 3rd | - | - | 3rd |
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| 9/11/2021 | Southern Illinois Raceway - Marion, IL First Responders Night/Chase Night 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Roy (Sportsman Micros) | 5th | - | - | 3rd |
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| 9/25/2021 | Riverside International Speedway - West Memphis, AR Fall Nationals 360 Sprints - Winged, 305 Sprints - Winged, Stock Cars, Winged A-Class, Dirt Late Models | Results | | Ryan Roy (Winged A-Class) | 4th | - | - | 9th |
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| 10/17/2021 | Riverside International Speedway - West Memphis, AR Grassroots National 305 Sprints - Winged, Stock Cars, A Modifieds, Winged A-Class, Dirt Late Models | Results | | Ryan Roy (Winged A-Class) | 4th | - | - | 3rd |
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