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| 6/25/2021 | Gondik Law Speedway - Superior, WI Limited Sprints - Winged: Upper Midwest Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers 360 Sprints - Non-Winged, 305 Sprints - Non-Winged, Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Jamey Ogston (Limited Sprints - Winged) | 6th | - | - | 7th |
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| 7/3/2021 | Cedar Lake Speedway - New Richmond, WI 410 Sprints - Winged: World of Outlaws Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: Traditional Sprint Car Series | Results | | Jamey Ogston (Limited Sprints - Winged) | - | - | - | DNS |
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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 | | Jamey Ogston (360 Sprints - Winged) | 1st | - | - | 5th |
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| 7/31/2021 | Hibbing Raceway - Hibbing, MN Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jamey Ogston (Limited Sprints - Winged) | 4th | - | - | 6th |
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| 8/19/2021 | Grand Rapids Speedway - Grand Rapids, MN AFCO Race of Champions Qualifier Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Jamey Ogston (Winged Sprints) | DNS | - | - | 12th (DNF) |
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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: Traditional Sprint Car Series Non Wing Crate Sprints | Results | | Jamey Ogston (360 Sprints - Winged) | 8th | - | 13th | - |
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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: Traditional Sprint Car Series 305 Sprints - Non-Winged | Results | | Jamey Ogston (360 Sprints - Winged) | 9th | - | 4th | 20th |
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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: 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 | | Jamey Ogston (Limited Sprints - Winged) | - | - | - | 14th |
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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: 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 | | Jamey Ogston (Limited Sprints - Winged) | - | - | - | 13th |
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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: 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 | | Jamey Ogston (Limited Sprints - Winged) | - | - | - | 22nd |
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