| | Heat | Dash | B Feature | A Feature |
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| 6/6/2020 | Charleston Speedway - Charleston, IL DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Hornets, Economy Late Models | Results | | JR Wiltermood (Economy Late Models) | 5th | - | - | 9th (DNF) |
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| 6/13/2020 | Macon Speedway - Macon, IL Illinois SPEED Week Midgets: POWRi DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | JR Wiltermood (Pro Late Model) | 3rd | - | - | 7th |
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| 6/26/2020 | Charleston Speedway - Charleston, IL Deuces Wild Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints Economy Late Models | Results | | JR Wiltermood (Economy Late Models) | 3rd | - | - | DNS |
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| 7/4/2020 | Macon Speedway - Macon, IL Dynagraphics & 95Q Firecracker 40s - Pro Late Models and Topless Modifieds with FIREWORKS Midgets, DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | JR Wiltermood (Pro Late Model) | 6th | - | - | 9th |
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| 7/11/2020 | Charleston Speedway - Charleston, IL DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Hornets, Economy Late Models | Results | | JR Wiltermood (Economy Late Models) | 2nd | - | - | 4th |
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| 7/17/2020 | Farmer City Raceway - Farmer City, IL *Full Show + Hornets DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | JR Wiltermood (Pro Late Model) | 6th | - | - | 13th |
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| 7/18/2020 | Macon Speedway - Macon, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | JR Wiltermood (Pro Late Model) | 5th | - | - | 7th |
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| 7/25/2020 | Charleston Speedway - Charleston, IL DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Hornets, Economy Late Models, 600cc Modifieds | Results | | JR Wiltermood (Economy Late Models) | 4th | - | - | 9th (DNF) |
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| 8/8/2020 | Charleston Speedway - Charleston, IL Driver Autograph Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets, Economy Late Models | Results | | JR Wiltermood (Economy Late Models) | 2nd | - | - | 4th |
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| 8/22/2020 | Charleston Speedway - Charleston, IL DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Hornets, Economy Late Models, 600cc Modifieds | Results | | JR Wiltermood (Economy Late Models) | 5th | - | - | 6th |
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| 9/5/2020 | Charleston Speedway - Charleston, IL 2nd Annual Fencing Freaks Freaky 40 B-Mod Special - $1,000 to win $75 to start DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets, Economy Late Models | Results | | JR Wiltermood (Economy Late Models) | 2nd | - | - | 7th |
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