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| 5/4/2019 | Cedar Lake Speedway - New Richmond, WI 360 Sprints - Winged: Midwest Power Series A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jim Bruggeman (Dirt Late Models) | 4th | - | - | 13th |
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| 6/1/2019 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #5 A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jim Bruggeman (Dirt Late Models) | 3rd | - | - | DNS |
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| 6/13/2019 | Cedar Lake Speedway - New Richmond, WI 3rd Annual Masters A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, Super Stocks, USRA Late Models, WISSOTA Modifieds | Results | | Jim Bruggeman (Dirt Late Models) | 5th | - | - | 19th |
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| 7/13/2019 | Cedar Lake Speedway - New Richmond, WI Dash Race #8: Late Models, Modifieds, Pro Stocks, Limited Late Models and Midwest Mods A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jim Bruggeman (Dirt Late Models) | 4th | - | - | 9th |
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| 7/26/2019 | Gondik Law Speedway - Superior, WI AMSOIL Twin Ports Twin 25s/WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Super Stock, WISSOTA Hornet | Results | | Jim Bruggeman (WISSOTA Late Model) | 4th | - | - | 22nd (DNF) |
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| 9/13/2019 | Cedar Lake Speedway - New Richmond, WI Legendary 100 night 2 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Jim Bruggeman (Dirt Late Models) | 14th | - | - | - |
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| 9/14/2019 | Cedar Lake Speedway - New Richmond, WI Legendary 100 night 3 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Jim Bruggeman (Dirt Late Models) | - | - | - | 15th |
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