| | Heat | Dash | B Feature | A Feature |
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| 1/1/2021 | Tulsa Expo Raceway - Tulsa, OK Racing Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Mason Caswell (Winged Outlaw) | - | 13th | - | - | | Mason Caswell (Non-Wing Outlaw) | - | 4th | 14th | - | | Mason Caswell (Stock Non-Wing) | - | - | - | - |
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| 1/2/2021 | Tulsa Expo Raceway - Tulsa, OK Driller Time! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Mason Caswell (Winged Outlaw) | - | - | - | - |
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| 2/26/2021 | Southern Illinois Center - Duquoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Mason Caswell (Non-Wing Outlaw) | - | - | - | 16th |
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| 2/26/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 1 - Night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Mason Caswell (Non-Wing Outlaw) | 1st | - | - | 16th | | Mason Caswell (Winged A-Class) | 3rd | - | - | 4th |
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| 2/27/2021 | Southern Illinois Center - Duquoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Mason Caswell (Non-Wing Outlaw) | - | - | - | 8th |
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| 2/27/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 1 - Night 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Mason Caswell (Non-Wing Outlaw) | 2nd | - | 2nd | 8th | | Mason Caswell (Winged A-Class) | 2nd | - | - | 5th |
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| 3/13/2021 | Southern Illinois Center - Duquoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Mason Caswell (Non-Wing Outlaw) | - | - | - | - |
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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 | | Mason Caswell (Non-Wing Outlaw) | 4th | - | 7th | - |
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| 6/26/2021 | Southern Illinois Raceway - Marion, IL Points Night/HART Non-Wing Series Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Mason Caswell (Non-Wing Outlaw) | 3rd | - | - | 14th |
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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 | | Mason Caswell (Non-Wing Outlaw) | 6th (DNF) | - | 10th (DNF) | - |
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