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| 4/3/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #1 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 6th | - | - | - | | Brad Cunningham (305 Sprints - Non-Winged) | 6th | - | - | 14th |
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| 4/16/2021 | Cedar Lake Speedway - New Richmond, WI Legendary Opener Day 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 14th |
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| 4/17/2021 | Cedar Lake Speedway - New Richmond, WI Legendary Open Day 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 18th |
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| 5/1/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #4 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Brad Cunningham (305 Sprints - Non-Winged) | 6th | - | - | 10th |
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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 | | Brad Cunningham (305 Sprints - Non-Winged) | 7th | - | - | 11th |
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| 5/15/2021 | Cedar Lake Speedway - New Richmond, WI School Bus Special 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Midwest Modifieds, 305 Sprints - Non-Winged, Generic 1 | Results | | Brad Cunningham (305 Sprints - Non-Winged) | 4th | - | - | 13th |
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| 5/22/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #5 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Brad Cunningham (305 Sprints - Non-Winged) | 2nd | - | - | 6th |
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| 5/29/2021 | Viking Speedway - Alexandria, MN Memorial Day Double Header Steffes Street Stock Tour and Traditional & Winged Sprint Cars Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 6th | - | - | 10th |
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| 5/30/2021 | Viking Speedway - Alexandria, MN Memorial Day Double Header Steffes Street Stock Tour and Traditional & Winged Sprint Cars Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Sprint Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 6th | - | - | 10th |
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| 7/2/2021 | Cedar Lake Speedway - New Richmond, WI 410 Sprints - Winged: World of Outlaws 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series 305 Sprints - Non-Winged | Results | | Brad Cunningham (305 Sprints - Non-Winged) | 6th | - | - | 13th |
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| 7/4/2021 | Nodak Speedway - Minot, ND Independence Day Fireworks Special/Too Dark Motorsports Sponsor Non-Winged Sprints, IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact, Junior Slingshots | Results | | Brad Cunningham (Non-Winged Sprints) | 1st | - | - | 3rd |
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| 7/17/2021 | Hibbing Raceway - Hibbing, MN Rene Hughes Tribute 360 Sprints - Winged, 360 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 3rd | - | - | 7th |
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| 7/24/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #11 / Late Model $5,000 To Win 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Brad Cunningham (305 Sprints - Non-Winged) | 5th | - | - | 10th |
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| 8/21/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #14 / Season Championship 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Brad Cunningham (305 Sprints - Non-Winged) | 1st | - | - | 9th |
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| 9/4/2021 | Jackson Motorplex - Jackson, MN C & B OPERATIONS Power Series Nationals 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Non Wing Crate Sprints | Results | | Brad Cunningham (Non Wing Crate Sprints) | 6th | - | - | 7th |
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| 9/5/2021 | Huset's Speedway - Brandon, SD C & B Power Series Nationals 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 5th | - | - | 10th |
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| 9/6/2021 | Huset's Speedway - Brandon, SD C & B Power Series Nationals - $10,000 to Win 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 4th | - | - | 11th |
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| 9/11/2021 | Cedar Lake Speedway - New Richmond, WI Jerry Richert Memorial 360 Sprints - Winged: Midwest Power Series 410 Sprints - Winged: IRA Interstate Racing Association 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series 305 Sprints - Non-Winged | Results | | Brad Cunningham (305 Sprints - Non-Winged) | 4th | - | - | 6th |
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| 9/16/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 11th |
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| 9/17/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 10th |
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| 9/18/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 11th |
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