| | Heat | Dash | B Feature | A Feature |
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| 5/23/2020 | Southern Illinois Raceway - Marion, IL Points Race/Bailey Chasis Restrictor Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Criswell (Winged Outlaw) | 2nd | - | - | 24th (DNF) |
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| 5/30/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Criswell (Winged Outlaw) | 2nd | - | - | DNS |
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| 7/11/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Criswell (Winged Outlaw) | 2nd | - | - | 6th |
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| 7/24/2020 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Prelim Winged A-Class, Stock Non-Wing | Results | | Ryan Criswell (Winged A-Class) | 5th | - | 6th | - |
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| 7/25/2020 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Final Winged A-Class, Stock Non-Wing | Results | | Ryan Criswell (Winged A-Class) | - | - | - | - |
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| 7/26/2020 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Rain Delay Winged A-Class | Results | | Ryan Criswell (Winged A-Class) | 7th | - | - | - |
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| 8/8/2020 | Southern Illinois Raceway - Marion, IL Performance Electronics Prelude to the Sprague Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Ryan Criswell (Non-Wing Outlaw) | 1st | - | - | 10th |
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| 8/29/2020 | Wayne County Speedway - Wayne City, IL Opening Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Ryan Criswell (Non-Wing Outlaw) | 4th | - | - | 6th |
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| 9/5/2020 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Ryan Criswell (Winged Outlaw) | 1st | - | - | 3rd |
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| 9/6/2020 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Ryan Criswell (Winged Outlaw) | - | 1st | - | 14th |
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| 9/11/2020 | Southern Illinois Raceway - Marion, IL Terry Sprague Memorial Prelim Night Stock Non-Wing | Results | | Ryan Criswell (Stock Non-Wing) | 10th (DNF) | - | - | - |
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| 9/12/2020 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, 600cc Modifieds | Postponed |
| 9/13/2020 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Ryan Criswell (Non-Wing Outlaw) | 1st | - | - | 2nd | | Ryan Criswell (Stock Non-Wing) | 1st | - | - | 1st |
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| 9/25/2020 | Wayne County Speedway - Wayne City, IL Trump 45 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Ryan Criswell (Non-Wing Outlaw) | 2nd | - | - | - |
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| 10/9/2020 | Wayne County Speedway - Wayne City, IL Jason Leffler Memorial Midgets: USAC National Midgets Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | Ryan Criswell (Non-Wing Outlaw) | 9th | - | 14th (DNF) | - |
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