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| 4/13/2019 | Macon Speedway - Macon, IL 74th Season Opener / Driver - Sponsor Appreciation Photos and Autographs DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tyler Day (Winged A-Class) | 2nd | - | - | 6th |
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| 4/20/2019 | Macon Speedway - Macon, IL Dollar Dog / $2.00 Beer Night & Spectator Drags DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tyler Day (Winged A-Class) | 1st | - | - | 3rd |
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| 5/18/2019 | Southern Illinois Raceway - Marion, IL Southern Illinois Shootout Winged Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Tyler Day (Winged Outlaw) | 8th | - | - | - |
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| 5/27/2019 | Macon Speedway - Macon, IL Mueller Dist. Miller Lite Twin 50s (Super Late Models and Pro Mods) & City of Macon Night DIRTcar Late Models, DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets | Results | | Tyler Day (Winged A-Class) | 5th | - | - | 5th |
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| 6/1/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Tyler Day (Winged Outlaw) | 1st | - | - | 7th |
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| 6/8/2019 | Macon Speedway - Macon, IL Caterpillar & Pabst Blue Ribbon Diesel Truck & Little League Night / $1,000 to Win Hornet Challenge DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tyler Day (Winged A-Class) | 1st | - | - | 1st |
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| 6/15/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Tyler Day (Winged Outlaw) | 8th (DNF) | - | - | - |
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| 9/15/2019 | Lancaster Speedway - Lancaster, NY 31st Annual US Open Asphalt Late Models, Street Stocks, Asphalt Small Block Modifieds | Results | | Tyler Day (Street Stocks) | 5th | - | - | 8th |
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