| | Heat | Dash | B Feature | A Feature |
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| 6/5/2020 | Eagle Valley Speedway - Jim Falls, WI 6th Annual Southworth Chevrolet - Tim's Automotive Machine Midwest Mod Special Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Taylor Olson (WISSOTA Midwest Mods) | 8th | - | 8th | - |
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| 6/20/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #7 & Kids Night Limited Sprints - Winged: UMSS Winged Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Super Stocks | Results | | Taylor Olson (Midwest Modifieds) | 4th | - | - | 14th |
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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 | | Taylor Olson (Midwest Modifieds) | 10th | - | 10th (DNF) | - |
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| 7/11/2020 | Rice Lake Speedway - Rice Lake, WI Five Class Program Plus Street Stock Bonus Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Taylor Olson (WISSOTA Midwest Mods) | 5th | - | - | 12th (DNF) |
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| 7/24/2020 | Eagle Valley Speedway - Jim Falls, WI Friday Night WISSOTA Auto Racing - 4th Annual Kyle Runkel Memorial Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Taylor Olson (WISSOTA Midwest Mods) | 7th | - | 7th | - |
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| 8/28/2020 | Eagle Valley Speedway - Jim Falls, WI Baxter Engines - Baxter's Speed Shop Season Championship Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Taylor Olson (WISSOTA Midwest Mods) | 6th | - | - | 13th |
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| 9/25/2020 | Eagle Valley Speedway - Jim Falls, WI Jim Town Showdown Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Taylor Olson (WISSOTA Midwest Mods) | 8th | - | 11th (DNF) | - |
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| 9/26/2020 | Eagle Valley Speedway - Jim Falls, WI Jim Town Showdown Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Taylor Olson (WISSOTA Midwest Mods) | 9th (DNF) | - | - | DNS |
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| 10/2/2020 | ABC Raceway - Ashland, WI Red Clay Classic WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Canceled |