| | Heat | Dash | B Feature | A Feature |
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| 2/26/2021 | Southern Illinois Center - Duquoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Kayeleb Bolton (Non-Wing Outlaw) | - | - | - | - |
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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 | | Kayeleb Bolton (Non-Wing Outlaw) | 7th | - | 10th | - |
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| 2/27/2021 | Southern Illinois Center - Duquoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Kayeleb Bolton (Non-Wing Outlaw) | - | - | - | 12th |
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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 | | Kayeleb Bolton (Non-Wing Outlaw) | 2nd | - | 1st | 12th |
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| 3/12/2021 | Southern Illinois Center - Duquoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Kayeleb Bolton (Non-Wing Outlaw) | - | - | - | - |
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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 | | Kayeleb Bolton (Non-Wing Outlaw) | 7th | - | 3rd | - |
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| 3/13/2021 | Southern Illinois Center - Duquoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Kayeleb Bolton (Non-Wing Outlaw) | - | - | - | 12th |
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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 | | Kayeleb Bolton (Non-Wing Outlaw) | 7th | - | 2nd | 12th |
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| 4/17/2021 | Miami County Raceway - Peru, IN Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | 7th | - | 1st | 3rd |
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| 4/24/2021 | Miami County Raceway - Peru, IN Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Rain Out |
| 5/13/2021 | US 24 Speedway - Logansport, IN All in Transportation Wingless A Class Clash Prelim night 1 $1000 to win Stock Non-Wing | Results | | Kayeleb Bolton (Stock Non-Wing) | 4th | - | 4th | - |
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| 5/14/2021 | US 24 Speedway - Logansport, IN All in Transportation Wingless A Class Clash Prelim night 2 $1000 to win Stock Non-Wing | Results | | Kayeleb Bolton (Stock Non-Wing) | 5th | - | - | 9th |
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| 5/15/2021 | US 24 Speedway - Logansport, IN All in Transportation Wingless A Class Clash Main Event $10,000 to win Stock Non-Wing | Results | | Kayeleb Bolton (Stock Non-Wing) | 5th | - | 17th | - |
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| 5/22/2021 | US 24 Speedway - Logansport, IN Weekly Rest NW point night #2 GREAT 8 Winged Outlaw, Non-Wing Outlaw, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayeleb Bolton (Stock Non-Wing) | 1st | - | - | 4th |
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| 5/26/2021 | Miami County Raceway - Peru, IN Performance Electronics "Bring the Wing" & Open Practice Winged Outlaw, Hybrid 600cc Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | - | - | - | - |
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| 5/27/2021 | Miami County Raceway - Peru, IN PE3 Non-Wing World Championship Hybrid 600cc Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | 6th | - | 10th (DNF) | - |
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| 5/28/2021 | Miami County Raceway - Peru, IN PE3 Non-Wing World Championship Hybrid 600cc Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | 6th | - | 4th | - |
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| 5/29/2021 | Miami County Raceway - Peru, IN PE3 Non-Wing World Championship Hybrid 600cc Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | 1st | - | 4th | 7th |
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| 6/19/2021 | Miami County Raceway - Peru, IN Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | 5th | - | - | 2nd | | Kayeleb Bolton (Senior Micros) | 1st | - | - | 1st |
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| 7/10/2021 | Miami County Raceway - Peru, IN Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | 6th | - | - | 8th | | Kayeleb Bolton (Senior Micros) | 1st | - | - | 2nd |
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| 7/30/2021 | Southern Illinois Raceway - Marion, IL Prairie Farms Terry Sprague Memorial Night 1 Stock Non-Wing | Results | | Kayeleb Bolton (Stock Non-Wing) | 6th | - | 4th | 3rd |
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| 7/31/2021 | Southern Illinois Raceway - Marion, IL Prairie Farms Terry Sprague Memorial Final Stock Non-Wing | Results | | Kayeleb Bolton (Stock Non-Wing) | - | 5th | - | 11th |
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| 8/6/2021 | US 24 Speedway - Logansport, IN Weekly Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayeleb Bolton (Stock Non-Wing) | 2nd | - | - | 2nd |
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| 8/7/2021 | Miami County Raceway - Peru, IN Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Kayeleb Bolton (Hybrid 600cc Micros) | 2nd | - | - | 3rd |
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| 9/4/2021 | US 24 Speedway - Logansport, IN 3rd Annual Paul Moyer Mem. Outlaw NW $1000 to win, Rest. NW $300 to win point night 9 Non-Wing Outlaw, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, Junior Sprints, Generic 1, Senior Micros | Results | | Kayeleb Bolton (Stock Non-Wing) | 2nd | - | - | 6th |
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| 9/11/2021 | US 24 Speedway - Logansport, IN Honoring our Jr. Sprint 1st $300, 2nd $200, 3rd $100 Rest run NW point night 10 Non-Wing Outlaw, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayeleb Bolton (Stock Non-Wing) | 1st | - | - | 4th |
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| 9/18/2021 | Miami County Raceway - Peru, IN Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Kayeleb Bolton (Senior Micros) | 3rd | - | - | 9th |
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