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| 5/15/2020 | Cedar Lake Speedway - New Richmond, WI School Bus Race Night!! 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Midwest Modifieds, 305 Sprints - Non-Winged | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 7th | - | - | 9th | | Brad Cunningham (305 Sprints - Non-Winged) | 7th | - | - | 9th |
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| 5/30/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #5 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Modifieds | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 4th | - | - | 9th | | Brad Cunningham (305 Sprints - Non-Winged) | 4th | - | - | 9th |
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| 6/6/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #6 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 8th | - | - | 15th | | Brad Cunningham (305 Sprints - Non-Winged) | 8th | - | - | 15th |
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| 6/26/2020 | Gondik Law Speedway - Superior, WI Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 3rd | - | - | 13th |
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| 6/27/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #8 & Firecracker Special! 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series DIRTcar UMP Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 5th | - | - | 15th (DNF) | | Brad Cunningham (305 Sprints - Non-Winged) | 5th | - | - | 15th (DNF) |
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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 | | Brad Cunningham (360 Sprints - Non-Winged) | 5th | - | - | 9th |
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| 8/7/2020 | Chateau Speedway - Lansing, MN Traditional Non Wing Sprints - Fireworks 360 Sprints - Non-Winged, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 3rd | - | - | 10th |
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| 8/21/2020 | Eagle Valley Speedway - Jim Falls, WI Friday Night WISSOTA Racing Action w/ Traditional Sprint Cars 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Rain Out |
| 8/22/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #14 & Season Championship 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series DIRTcar UMP Modifieds, A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Modifieds, USRA Late Models | Results | | Brad Cunningham (360 Sprints - Non-Winged) | 8th | - | - | 16th | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 16th |
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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 | | Brad Cunningham (360 Sprints - Non-Winged) | 7th | - | - | - | | Brad Cunningham (305 Sprints - Non-Winged) | 7th | - | - | 11th |
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| 9/12/2020 | Cedar Lake Speedway - New Richmond, WI 20th Annual Jerry Richert Memorial 360 Sprints - Winged: Midwest Power Series 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) | 4th | - | - | 22nd (DNF) |
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| 9/17/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 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 Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 11th |
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| 9/18/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 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 Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 12th |
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| 9/19/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 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 Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Brad Cunningham (305 Sprints - Non-Winged) | - | - | - | 14th |
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| 9/26/2020 | McLean County Speedway - Underwood, ND Coal County Classic Street Stocks, Non-Winged Sprints, Generic 1, Sport Compact | Results | | Brad Cunningham (Non-Winged Sprints) | 2nd | 2nd | - | 5th |
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