| | Heat | Dash | B Feature | A Feature |
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| 3/6/2021 | Canyon Speedway Park - Peoria, AZ Opening Night for the 2021 Regular Season Hobby Stocks, Stock Cars, A Modifieds, 600cc Modifieds, Limited Sport Mod, Sport Compact | Results | | Bryan Brewster (A Modifieds) | - | - | - | 16th |
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| 4/17/2021 | Highland Speedway - Highland, IL DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Bryan Brewster (Winged Outlaw) | 7th | - | 7th | - |
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| 5/1/2021 | Highland Speedway - Highland, IL DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Bryan Brewster (Winged Outlaw) | 5th | - | - | 13th |
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| 6/19/2021 | Macon Speedway - Macon, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw, Winged A-Class, Street Stocks, Pro Late Model | Results | | Bryan Brewster (Winged Outlaw) | 8th | - | - | 10th | | Bryan Brewster (Winged A-Class) | - | - | - | 10th |
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| 7/3/2021 | Wayne County Speedway - Wayne City, IL Season Opener Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Bryan Brewster (Non-Wing Outlaw) | 8th | - | 8th | - |
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| 7/24/2021 | Highland Speedway - Highland, IL Spectator Race DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Bryan Brewster (Winged Outlaw) | 6th | - | - | 9th |
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