| | Heat | Dash | B Feature | A Feature |
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| 8/3/2019 | Wayne County Speedway - Wayne City, IL Jr Sprint Wing/Non Wing Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | Paul Day (Winged Outlaw) | 2nd | - | - | 4th |
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| 8/10/2019 | Macon Speedway - Macon, IL Eve of Destruction IV / Fireworks featuring Diane Bennett Memorial Rollover Contest DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Paul Day (Winged A-Class) | 2nd | - | - | 3rd |
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| 8/24/2019 | Macon Speedway - Macon, IL Church Night Featuring Faster Pastor Race / Kids Racecar rides / CEFCU Kid's Club DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Paul Day (Winged A-Class) | 1st | - | - | 1st |
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| 8/31/2019 | Wayne County Speedway - Wayne City, IL HART Non-Wing/MMSA Labor Day Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Paul Day (Winged Outlaw) | 3rd | - | - | 2nd |
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| 9/14/2019 | Wayne County Speedway - Wayne City, IL Vintage Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Paul Day (Winged Outlaw) | 5th | - | - | 3rd |
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| 9/27/2019 | Wayne County Speedway - Wayne City, IL Bean Day Bash Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Paul Day (Winged Outlaw) | 5th | - | - | 3rd |
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| 10/4/2019 | Wayne County Speedway - Wayne City, IL Fall Non-Wing Brawl Featuring HART Non-Wing Micros Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Paul Day (Winged Outlaw) | 3rd | - | - | 5th |
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| 10/5/2019 | Wayne County Speedway - Wayne City, IL Fall Non-Wing Brawl w/ HART Non-Wing Micros Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Paul Day (Winged Outlaw) | 1st | - | - | 2nd |
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