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| 4/30/2021 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 2nd | - | - | 8th (DNF) |
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| 5/8/2021 | Cedar Lake Speedway - New Richmond, WI Spring Sprint Special 410 Sprints - Winged: IRA Interstate Racing Association Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Winged A-Class, 305 Sprints - Non-Winged | Results | | Charles Bragg (Winged A-Class) | DNS | - | - | 6th |
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| 5/9/2021 | Granite City Motor Park - Sauk Rapids, MN Mother's Day Special with Micro Sprints Winged A-Class, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Charles Bragg (Winged A-Class) | 7th | - | - | 7th |
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| 5/14/2021 | Princeton Speedway - Princeton, MN Meet the drivers night (kids Night) Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 3rd | - | - | 5th |
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| 5/15/2021 | Mississippi Thunder Kart Track - Fountain City, WI Points Race #2 Winged Sprints, Restricted 'A' Class, 125cc Winged Micros, Junior Champ, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Adult Open, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw, LO 206 Dirt Karts, Junior Slingshots | Results | | Charles Bragg (Winged Sprints) | 4th | - | - | 4th |
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| 6/4/2021 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 4th | - | - | 6th |
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| 6/5/2021 | Granite City Motor Park - Sauk Rapids, MN 410 Sprints - Winged: World of Outlaws Winged A-Class, WISSOTA Midwest Mods | Results | | Charles Bragg (Winged A-Class) | 7th | - | - | 12th |
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| 6/19/2021 | Ogilvie Raceway - Ogilvie, MN Davey Tabor Memorial [Non-MSTS points] 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers Winged Sprints, Winged A-Class, Non-Winged Sprints, Vintage Full Body Stock Cars, WISSOTA Hornet | Results | | Charles Bragg (Winged A-Class) | 2nd | - | - | 5th |
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| 7/10/2021 | Mississippi Thunder Kart Track - Fountain City, WI Points Race #5 Winged Sprints, Restricted 'A' Class, 125cc Winged Micros, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Adult Open, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw, LO 206 Dirt Karts, Junior Slingshots | Results | | Charles Bragg (Winged Sprints) | 5th | - | - | 3rd |
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| 7/16/2021 | Mississippi Thunder Speedway - Fountain City, WI USRA Late Model Special 125cc Winged Micros, Hornets, USRA B-Mods, USRA Late Models, USRA Hobby Stocks | Results | | Charles Bragg (125cc Winged Micros) | 4th | - | - | 7th |
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| 7/17/2021 | Mississippi Thunder Kart Track - Fountain City, WI Points Race #6 Winged Sprints, Restricted 'A' Class, 125cc Winged Micros, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, LO 206 Dirt Karts, Junior Slingshots | Results | | Charles Bragg (Winged Sprints) | 4th | - | - | 4th |
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| 7/30/2021 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four | Results | | Charles Bragg (Winged A-Class) | 2nd | - | - | 10th |
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| 7/31/2021 | North Central Speedway - Brainerd, MN Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four | Results | | Charles Bragg (Winged A-Class) | 2nd | - | - | 3rd |
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| 8/1/2021 | Granite City Motor Park - Sauk Rapids, MN Regular Night Races with Micro Sprints Winged A-Class, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Hornet | Results | | Charles Bragg (Winged A-Class) | 5th | - | - | 9th (DNF) |
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| 8/6/2021 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 4th | - | - | 11th |
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| 8/21/2021 | Mississippi Thunder Kart Track - Fountain City, WI Points Race #8 Winged Sprints, Restricted 'A' Class, 125cc Winged Micros, Junior Class, Junior Champ, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Adult Open, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, LO 206 Dirt Karts, Junior Slingshots | Results | | Charles Bragg (Winged Sprints) | 4th | - | - | 3rd |
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| 9/4/2021 | North Central Speedway - Brainerd, MN Mighty Axe Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 7th | - | - | 8th |
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| 9/5/2021 | North Central Speedway - Brainerd, MN Mighty Axe night 2 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 5th | - | - | 3rd |
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| 10/23/2021 | Ogilvie Raceway - Ogilvie, MN Topless Nationals Night Two A Modifieds, Winged A-Class, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds, Super Stocks | Results | | Charles Bragg (Winged A-Class) | 2nd | - | - | 6th |
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