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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 | | Greg Chesley (WISSOTA Modifieds) | 3rd | - | - | 9th |
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| 6/9/2019 | Eagle Valley Speedway - Jim Falls, WI Sunday Night WISSOTA Auto Racing w/ Northern Vintage Stock Cars Vintage Modifieds: Northern Vintage Stockcar Racers Stock Cars, Vintage Full Body Stock Cars, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Greg Chesley (WISSOTA Modifieds) | 6th | - | - | DNS |
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| 6/21/2019 | Gondik Law Speedway - Superior, WI Northern Tour North South Shootout Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Greg Chesley (WISSOTA Modifieds) | 6th | - | - | 15th (DNF) |
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| 7/12/2019 | Gondik Law Speedway - Superior, WI Regular Race Night Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Greg Chesley (WISSOTA Modifieds) | 5th | - | - | 11th |
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| 8/16/2019 | Gondik Law Speedway - Superior, WI National Suicide Prevention Lifeline Night/Kids Big Wheel Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Greg Chesley (WISSOTA Modifieds) | 1st | - | - | 6th |
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| 9/6/2019 | Gondik Law Speedway - Superior, WI Northern Nationals 410 Sprints - Winged: IRA Interstate Racing Association WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Greg Chesley (WISSOTA Modifieds) | 1st | - | - | 23rd (DNF) |
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| 9/7/2019 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #3 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Greg Chesley (WISSOTA Modifieds) | 6th | - | 2nd | 9th |
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| 9/20/2019 | Red Cedar Speedway - Menomonie, WI 40th Annual Punky Manor Challenge Of Champions Heat Races DIRTcar UMP Modifieds, A Modifieds, B Modifieds, Dirt Late Models, Super Stocks, WISSOTA Modifieds | Results | | Greg Chesley (A Modifieds) | 6th | - | - | - |
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| 9/21/2019 | Red Cedar Speedway - Menomonie, WI 40th Annual Punky Manor Challenge Of Champions Night #3 Features DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Greg Chesley (WISSOTA Modifieds) | 6th | - | 9th (DNF) | - |
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| 9/27/2019 | ABC Raceway - Ashland, WI 44th Annual Red Clay Classic presented by Tim's Automotive and Fastlane Motor Sports DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Greg Chesley (WISSOTA Modifieds) | 7th | - | 2nd | 15th (DNF) |
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| 10/4/2019 | Ogilvie Raceway - Ogilvie, MN MTH Fall Classic (FYE) Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Greg Chesley (WISSOTA Modifieds) | 3rd | - | - | 18th (DNF) |
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