| | Heat | Dash | B Feature | A Feature |
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| 6/1/2019 | Greenbush Race Park - Greenbush, MN GRP Racing Series Lightning Sprints, 600cc Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Mike Olson (WISSOTA Street Stock) | 5th (DNF) | - | - | 9th |
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| 6/9/2019 | Dead Horse Creek Speedway - Morden, MB Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, Junior Slingshots | Results | | Mike Olson (WISSOTA Street Stock) | 4th | - | - | 6th |
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| 6/14/2019 | River Cities Speedway - Grand Forks, ND Premier Racing Series 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Mike Olson (WISSOTA Street Stock) | 5th | - | - | 12th |
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| 7/13/2019 | Greenbush Race Park - Greenbush, MN Advantage RV Mod Tour - Pelan Companies LLC - Greenbush 600cc Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Mike Olson (WISSOTA Street Stock) | 3rd | - | - | 8th |
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| 7/27/2019 | Greenbush Race Park - Greenbush, MN NLRA Late Models - Border State Bank - Greenbush B Modifieds, Lightning Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Mike Olson (WISSOTA Street Stock) | 5th | - | - | 14th |
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