| | Heat | Dash | B Feature | A Feature |
|---|
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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 | | J.B. Gilbert (Winged A-Class) | 5th | - | - | 10th |
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| 8/21/2020 | Wayne County Speedway - Wayne City, IL HART at Coles County Speedway Non-Wing Outlaw | Results | | J.B. Gilbert (Non-Wing Outlaw) | 8th | - | 6th | 6th |
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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 | | J.B. Gilbert (Non-Wing Outlaw) | 3rd | - | - | 3rd |
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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 | | J.B. Gilbert (Non-Wing Outlaw) | 3rd | - | - | - |
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| 9/26/2020 | Wayne County Speedway - Wayne City, IL Trump 45 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | J.B. Gilbert (Non-Wing Outlaw) | 1st | 2nd | - | 3rd |
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