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| 7/10/2020 | Princeton Speedway - Princeton, MN Weekly Racing 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 5th | - | - | 9th |
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| 7/24/2020 | Princeton Speedway - Princeton, MN Weekly Racing Vintage Modifieds: Northern Vintage Stockcar Racers Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, 360 Sprints - Non-Winged, Vintage Full Body Stock Cars, Sport Compact, IMCA Stock Car, WISSOTA Mod Four | Results | | Charles Bragg (Winged A-Class) | 5th | - | - | 11th |
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| 7/25/2020 | Mississippi Thunder Kart Track - Fountain City, WI Points Race #6 Restricted 'A' Class, 125cc Winged Micros, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Dirt Cage Kart Junior 1, 65cc, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw, LO 206 Dirt Karts, Clone Medium Dirt Karts, Mod Lites, Junior Slingshots, LO 206 Cage Junior 1 Winged | Results | | Charles Bragg (Restricted 'A' Class) | 6th | - | - | 8th |
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| 8/7/2020 | Mississippi Thunder Kart Track - Fountain City, WI Battle of The Wings Night 1 Restricted 'A' Class, 125cc Winged Micros, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw, LO 206 Dirt Karts, Mod Lites, LO 206 Cage Adult Winged, LO 206 Cage Junior 1 Winged | Results | | Charles Bragg (Restricted 'A' Class) | 4th | - | - | 11th |
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| 8/8/2020 | Mississippi Thunder Kart Track - Fountain City, WI Battle of The Wings Night 2 Restricted 'A' Class, 125cc Winged Micros, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw, LO 206 Dirt Karts, Mod Lites | Results | | Charles Bragg (Restricted 'A' Class) | 5th | - | - | 8th |
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| 8/21/2020 | Princeton Speedway - Princeton, MN Weekly Racing 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 (DNF) | - | - | 9th |
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| 9/4/2020 | Princeton Speedway - Princeton, MN Season Championship 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 | - | - | 12th |
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| 9/5/2020 | North Central Speedway - Brainerd, MN Mighty Axe Day 1 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, All Star Slingshots, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 4th | - | - | 5th |
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| 9/6/2020 | North Central Speedway - Brainerd, MN Mighty Axe Day 2 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, All Star Slingshots, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Charles Bragg (Winged A-Class) | 6th | - | - | 7th |
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| 9/11/2020 | Cedar Lake Speedway - New Richmond, WI Sprints Weekend Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Winged A-Class, Street Stocks, 305 Sprints - Non-Winged | Results | | Charles Bragg (Winged A-Class) | 6th | - | - | 11th |
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