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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 | | Jeff Billingsley (Dwarf) | 4th | - | - | 3rd |
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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 | | Jeff Billingsley (Dwarf) | 1st | - | - | 2nd |
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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 | | Jeff Billingsley (Dwarf) | 5th | - | - | 3rd |
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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 | | Jeff Billingsley (Dwarf) | 2nd | - | - | 3rd |
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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 | | Jeff Billingsley (Dwarf) | 1st | - | - | 2nd |
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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 | | Jeff Billingsley (Dwarf) | 2nd | - | - | 1st |
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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 | | Jeff Billingsley (Dwarf) | 2nd | - | - | 1st |
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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 | | Jeff Billingsley (Dwarf) | 1st | - | - | 2nd |
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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 | | Jeff Billingsley (Dwarf) | 5th | - | - | 3rd |
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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 | | Jeff Billingsley (Dwarf) | 2nd | - | - | 1st |
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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 | | Jeff Billingsley (Dwarf) | 2nd | - | - | 2nd |
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| 9/18/2021 | Southern Illinois Raceway - Marion, IL Chase Night 3 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Jeff Billingsley (Dwarf) | 2nd | - | - | 1st |
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| 9/25/2021 | Southern Illinois Raceway - Marion, IL Chase Night 4 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Jeff Billingsley (Dwarf) | 1st | - | - | 1st |
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| 10/9/2021 | Southern Illinois Raceway - Marion, IL Open Race/Chase Make-up Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Jeff Billingsley (Dwarf) | 4th | - | - | 1st |
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