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| 5/26/2019 | Eagle Valley Speedway - Jim Falls, WI Haas, Inc. Memorial Day Madness w/ UMSS Sprint Cars - Night 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Winged Sprints, Non-Winged Sprints, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 6th (DNF) | - | - | DNS |
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| 6/2/2019 | Eagle Valley Speedway - Jim Falls, WI Sunday Night WISSOTA Auto Racing Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 2nd | - | - | 5th |
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| 6/8/2019 | Eagle Valley Speedway - Jim Falls, WI Chippewa Heavy Haul / Kirkpatrick Law Office Saturday Night WISSOTA Auto Racing Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 5th | - | - | 7th |
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| 6/16/2019 | Eagle Valley Speedway - Jim Falls, WI Southworth Chevrolet / Tim's Automotive Machine Midwest Modified Special Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 5th | - | - | 11th (DNF) |
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| 6/29/2019 | Rice Lake Speedway - Rice Lake, WI Regular 5 class program DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 6th | - | - | 11th |
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| 7/3/2019 | Rice Lake Speedway - Rice Lake, WI Firecracker Special DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 4th | - | - | 22nd (DNF) |
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| 7/7/2019 | Eagle Valley Speedway - Jim Falls, WI Credit King Auto Sales Independence Day Bash - Dirt Kings Late Model Series - Fireworks Special Dirt Late Models: Dirt Kings Late Model Tour Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 5th | - | - | 8th |
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| 7/27/2019 | Rice Lake Speedway - Rice Lake, WI Wollak Construction WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Randy Shackleton (WISSOTA Pure Stock) | 8th (DNF) | - | - | 12th |
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