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| 3/12/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 3 - Night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Chad Despain (Stock Non-Wing) | 4th | - | - | 18th |
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| 3/13/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 3 - Night 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Chad Despain (Stock Non-Wing) | 4th | - | - | 14th |
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| 5/8/2021 | Southern Illinois Raceway - Marion, IL Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Chad Despain (Non-Wing Outlaw) | 8th | - | - | DNS | | Chad Despain (Sportsman Micros) | 6th | - | - | 6th |
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| 6/12/2021 | Southern Illinois Raceway - Marion, IL Bailey Chasis Restrictor Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Chad Despain (Sportsman Micros) | 7th (DNF) | - | - | 10th (DNF) |
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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 | | Chad Despain (Winged A-Class) | 2nd | - | - | 16th |
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| 7/30/2021 | Southern Illinois Raceway - Marion, IL Prairie Farms Terry Sprague Memorial Night 1 Stock Non-Wing | Results | | Chad Despain (Stock Non-Wing) | 8th | - | DNS | - |
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| 7/31/2021 | Southern Illinois Raceway - Marion, IL Prairie Farms Terry Sprague Memorial Final Stock Non-Wing | Results | | Chad Despain (Stock Non-Wing) | 9th | - | 11th | - |
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| 8/27/2021 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Night #1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Chad Despain (Stock Non-Wing) | 1st | - | - | 2nd |
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| 8/28/2021 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Night #2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Chad Despain (Stock Non-Wing) | 4th (DNF) | - | - | 6th |
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| 9/24/2021 | Wayne County Speedway - Wayne City, IL Dan Robinson Memorial Night #1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Chad Despain (Winged A-Class) | 3rd | - | - | 5th |
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| 9/25/2021 | Wayne County Speedway - Wayne City, IL Dan Robinson Memorial Night #2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Chad Despain (Non-Wing Outlaw) | 2nd | - | 3rd | - | | Chad Despain (Winged A-Class) | 5th | - | - | 10th |
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