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| 1/11/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA B-Mods, USRA Modifieds | Results | | Skeeter Estey (B Modifieds) | 1st | - | - | 3rd |
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| 1/12/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Skeeter Estey (B Modifieds) | 6th | - | 1st | 6th |
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| 1/15/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds, IMCA Modified | Results | | Skeeter Estey (B Modifieds) | 1st | - | - | 2nd |
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| 1/17/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Skeeter Estey (B Modifieds) | 2nd | - | - | 8th |
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| 1/18/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Skeeter Estey (B Modifieds) | 1st | - | - | 1st |
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| 1/19/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Skeeter Estey (B Modifieds) | 1st | - | - | 1st |
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| 3/12/2020 | Humboldt Speedway - Humboldt, KS Qualifying for Battle@theBullring Complete Modified Show B Modifieds, USRA B-Mods, USRA Modifieds | Rain Out |
| 5/21/2020 | Gondik Law Speedway - Superior, WI 15th Annual Wehrs Machine Minnesota Modified Nationals driven by Boston Trucking-Night #1 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 5/22/2020 | Gondik Law Speedway - Superior, WI 15th Annual Wehrs Machine Minnesota Modified Nationals driven by Boston Trucking-Night #2 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 6/11/2020 | Cedar Lake Speedway - New Richmond, WI MASTERS Day 1 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | Skeeter Estey (A Modifieds) | 9th | - | 9th | - |
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| 6/12/2020 | Cedar Lake Speedway - New Richmond, WI MASTERS Day 2 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | Skeeter Estey (A Modifieds) | 2nd | - | - | 16th |
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| 6/13/2020 | Cedar Lake Speedway - New Richmond, WI Masters Day 3 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | Skeeter Estey (A Modifieds) | 9th | - | DNS | - |
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| 7/2/2020 | Gondik Law Speedway - Superior, WI 4th Annual Great Lakes Border Battle fueled by Superior Fuel-Night #1 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 4th | - | - | 9th |
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| 7/3/2020 | Gondik Law Speedway - Superior, WI 4th Annual Great Lakes Border Battle fueled by Superior Fuel-Night #2 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 4th | - | - | 2nd |
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| 7/10/2020 | Gondik Law Speedway - Superior, WI Red Cedar Speedway Night USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 2nd | - | - | 5th |
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| 7/11/2020 | Hibbing Raceway - Hibbing, MN Weekly Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 8th (DNF) | - | - | 16th (DNF) |
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| 7/24/2020 | Gondik Law Speedway - Superior, WI Fair Week-Night #2/Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 6th | - | - | 16th (DNF) |
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| 7/25/2020 | Hibbing Raceway - Hibbing, MN Hornet Swarm Vintage Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 8/1/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #12 A Modifieds, Midwest Modifieds, Super Stocks, USRA Late Models | Results | | Skeeter Estey (Midwest Modifieds) | 9th | - | 15th | - |
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| 8/8/2020 | ABC Raceway - Ashland, WI Lakeshore Cafe presents MidMod Madness! Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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| 8/15/2020 | Hibbing Raceway - Hibbing, MN Weekly Racing Vintage Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/21/2020 | Gondik Law Speedway - Superior, WI Inaugural Hornet Nationals/Rescheduled Hall of Fame and National Suicide Prevention Lifeline Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/22/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #14 & Season Championship 360 Sprints - Non-Winged: Traditional Sprint Car Series DIRTcar UMP Modifieds, A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Modifieds, USRA Late Models | Results | | Skeeter Estey (Midwest Modifieds) | 5th | - | - | 15th |
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| 8/27/2020 | Grand Rapids Speedway - Grand Rapids, MN Season Championship Night Non-Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 3rd | - | - | 13th (DNF) |
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| 9/5/2020 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 1st | - | - | - |
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| 9/6/2020 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 9/9/2020 | Gondik Law Speedway - Superior, WI Showdown in Souptown/King or Queen of the Hill presented by XR/Practice Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Sport Compact, Super Stocks, Pure Stock | Results | | Skeeter Estey (Stock Cars) | - | - | - | - |
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| 9/10/2020 | Gondik Law Speedway - Superior, WI Northern Nationals 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 6th | - | - | 8th |
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| 9/11/2020 | Gondik Law Speedway - Superior, WI Northern Nationals WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 3rd | - | - | 3rd |
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| 9/12/2020 | Gondik Law Speedway - Superior, WI Northern Nationals WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Skeeter Estey (WISSOTA Midwest Mods) | 4th | - | 1st | 3rd |
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| 9/17/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Skeeter Estey (Midwest Modifieds) | - | - | - | - |
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| 9/19/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Skeeter Estey (Midwest Modifieds) | - | - | - | 22nd |
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