| | Heat | Dash | B Feature | A Feature |
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| 6/27/2020 | Highland Speedway - Highland, IL DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Anderson (Winged Outlaw) | 6th | - | - | 10th |
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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 Anderson (Winged Outlaw) | 7th | - | 10th | - |
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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 Anderson (Winged Outlaw) | 9th | - | 8th | - |
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| 9/11/2020 | Tri City Speedway - Granite City, IL "Brad Yotter Memorial" - LM/Modified/BModified/Street Stocks/4-Cylinders/Winged Micros DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Anderson (Winged Outlaw) | 4th | - | - | DNS |
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| 9/18/2020 | Tri City Speedway - Granite City, IL "Fan Appreciation/Big Kids Night" 1/2 Price $8 LM/Mod/BMod/St Stocks/4-Cyl/Winged Micros DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Anderson (Winged Outlaw) | 5th | - | - | 5th |
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| 11/7/2020 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Ryan Anderson (Winged Outlaw) | 8th | - | - | 11th |
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