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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 | | Caleb Sutherland (Restricted 'A' Class) | - | - | - | - | | Caleb Sutherland (Winged A-Class) | 3rd | - | - | 8th |
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| 5/1/2021 | Southern Illinois Raceway - Marion, IL Points Begin Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Caleb Sutherland (Restricted 'A' Class) | 2nd | - | - | DNS |
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| 5/8/2021 | US 24 Speedway - Logansport, IN Weekly $500 to win any class 20 + cars Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Restricted 'A' Class) | 6th | - | - | - |
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| 5/15/2021 | Miami County Raceway - Peru, IN Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Caleb Sutherland (Restricted 'A' Class) | 2nd | - | - | 3rd |
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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 | | Caleb Sutherland (Restricted Non Winged Micros) | 3rd | - | - | 2nd |
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| 5/29/2021 | US 24 Speedway - Logansport, IN USAC speed2 Thunder Midgets + reg. program Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Restricted 'A' Class) | 7th | - | - | 5th |
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| 6/5/2021 | 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 | | Caleb Sutherland (Senior Micros) | 1st | - | - | 9th (DNF) |
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| 6/19/2021 | US 24 Speedway - Logansport, IN Weekly Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Winged A-Class) | 6th | - | - | 9th |
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| 7/3/2021 | US 24 Speedway - Logansport, IN Hart Series Outlaw NW $500 to win $75 to start Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Winged A-Class) | 6th | - | 2nd | 18th |
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| 7/31/2021 | Plymouth Speedway - Plymouth, IN Saturday Night Event plus NRA Sprints 360 Sprints - Winged: NRA Sprint Invaders Super Sports, Stock Non-Wing, Street Stocks | Results | | Caleb Sutherland (Stock Non-Wing) | 4th | - | - | 11th |
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| 8/7/2021 | US 24 Speedway - Logansport, IN Backing the Blue A-NW $1000 to win point night 6 Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Winged A-Class) | 3rd | - | - | 14th |
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| 8/14/2021 | US 24 Speedway - Logansport, IN Carol Smith Mem. Outlaw NW $1000 to win A-NW $500 to win Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Winged A-Class) | 3rd | - | - | 15th |
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| 8/21/2021 | US 24 Speedway - Logansport, IN USAC Speed2 Thunder Midgets, reg. program Hardy Hoagland Mem point night 7 Economy Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Winged A-Class) | 5th | - | - | 14th | | Caleb Sutherland (Stock Non-Wing) | 7th | - | 8th | - |
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| 9/5/2021 | US 24 Speedway - Logansport, IN Weekly $500 to win any class 20 + cars Jr Sprint run Wing & NW Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, 125cc Non Winged Micros, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Winged A-Class) | 4th | - | - | 6th | | Caleb Sutherland (Stock Non-Wing) | 10th | - | - | 10th |
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| 9/11/2021 | Wayne County Speedway - Wayne City, IL Remembrance Weekend HART & MMSA Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Caleb Sutherland (Winged A-Class) | 2nd | - | - | 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 | | Caleb Sutherland (Winged Outlaw) | 5th | - | - | 12th | | Caleb Sutherland (Winged A-Class) | 4th | - | - | DNS |
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| 10/9/2021 | US 24 Speedway - Logansport, IN Keyon Midgets + reg. program A-Wing $300 to win Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Non-Wing Outlaw) | 4th | - | - | 13th | | Caleb Sutherland (Stock Non-Wing) | 5th | - | - | 20th |
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| 10/23/2021 | US 24 Speedway - Logansport, IN Final race of the season. Awards to be handed out Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Caleb Sutherland (Non-Wing Outlaw) | 6th | - | 1st | 17th (DNF) | | Caleb Sutherland (Stock Non-Wing) | 3rd | - | - | 13th |
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| 11/6/2021 | Wayne County Speedway - Wayne City, IL Economy Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Caleb Sutherland (Winged A-Class) | 4th | - | - | 13th |
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