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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 | | Kyle Steffen (Midwest Modifieds) | 4th | - | - | 6th |
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| 5/25/2019 | Cedar Lake Speedway - New Richmond, WI PACK THE TRACK and Cook Memorial Night Midwest Modifieds, Super Stocks, USRA Late Models | Results | | Kyle Steffen (Midwest Modifieds) | 2nd | - | - | 8th |
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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 | | Kyle Steffen (Midwest Modifieds) | 4th | - | - | 19th |
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| 6/22/2019 | Deer Creek Speedway - Spring Valley, MN Pink Out Night - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Steffen (WISSOTA Midwest Mods) | 2nd | - | - | 12th |
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| 6/29/2019 | Deer Creek Speedway - Spring Valley, MN Fireworks - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Steffen (WISSOTA Midwest Mods) | 4th | - | - | 23rd (DNF) |
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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 | | Kyle Steffen (Midwest Modifieds) | 3rd | - | - | 6th |
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| 7/27/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash with Northern Renegades 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 | | Kyle Steffen (Midwest Modifieds) | 6th | - | - | 7th |
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| 8/17/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash 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 | | Kyle Steffen (Midwest Modifieds) | 3rd | - | - | 6th |
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| 8/23/2019 | Cedar Lake Speedway - New Richmond, WI Traditional North South Shoot Out Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Midwest Modifieds, 305 Sprints - Non-Winged, Super Stocks | Results | | Kyle Steffen (Midwest Modifieds) | 2nd | - | - | 3rd |
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