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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 | | Kelly Estey (A Modifieds) | 8th | - | 5th | - | | Kelly Estey (B Modifieds) | 2nd | - | - | 12th |
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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 | | Kelly Estey (A Modifieds) | 1st | - | - | 8th |
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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 | | Kelly Estey (A Modifieds) | 2nd | - | - | 6th |
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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 | | Kelly Estey (A Modifieds) | 2nd | - | - | 13th |
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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 | | Kelly Estey (A Modifieds) | 4th | - | - | 19th | | Kelly Estey (B Modifieds) | 6th | - | 5th | - |
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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 | | Kelly Estey (A Modifieds) | 3rd | - | - | 22nd |
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| 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 | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 21st (DNF) |
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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 | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 1st |
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| 5/29/2020 | Gondik Law Speedway - Superior, WI Rescheduled 59th Season Opener USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 12th |
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| 6/5/2020 | Gondik Law Speedway - Superior, WI Gondik Law Speedway Doubleheader Shootout presented by Broking Transport-Night #2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | 2nd | - | - | 9th |
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| 6/19/2020 | Gondik Law Speedway - Superior, WI Rivord Auto & Transmission Repair Night DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | 2nd | - | - | 21st (DNF) |
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| 6/27/2020 | Hibbing Raceway - Hibbing, MN Season Opener! Limited Sprints - Winged: Upper Midwest Sprint Car Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | 3rd | - | - | 3rd |
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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 | | Kelly Estey (WISSOTA Modifieds) | 6th | - | 2nd | 16th |
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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 | | Kelly Estey (WISSOTA Modifieds) | 3rd | - | - | 22nd (DNF) |
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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 | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 14th |
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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 | | Kelly Estey (WISSOTA Modifieds) | 2nd | - | - | 2nd |
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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 | | Kelly Estey (WISSOTA Modifieds) | 2nd | - | - | 4th |
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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 | | Kelly Estey (A Modifieds) | 5th | - | - | 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 | | Kelly Estey (WISSOTA Modifieds) | 2nd | - | - | 4th |
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| 8/20/2020 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Racing Action WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 4th |
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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 | | Kelly Estey (WISSOTA Modifieds) | 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: UMSS - 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 | | Kelly Estey (A Modifieds) | 6th | - | 4th | 24th |
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| 8/28/2020 | Gondik Law Speedway - Superior, WI Season Championship WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | DNS | - | - | DNS |
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| 8/29/2020 | Ogilvie Raceway - Ogilvie, MN Track Championship w/ Wissota Late Model USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | 3rd | - | - | - |
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| 9/3/2020 | ABC Raceway - Ashland, WI Prelude to the Clay USRA Modifieds, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Kelly Estey (WISSOTA Modifieds) | 3rd | - | - | 11th |
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| 9/4/2020 | Grand Rapids Speedway - Grand Rapids, MN Structural Buildings WISSOTA Late Model Challenge Series USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 2nd |
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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 | | Kelly Estey (WISSOTA Modifieds) | 2nd | - | - | 9th |
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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 | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 6th |
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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 | | Kelly Estey (WISSOTA Modifieds) | 1st | - | - | 18th (DNF) |
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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 | | Kelly Estey (WISSOTA Modifieds) | 4th | - | - | 23rd (DNF) |
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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: UMSS - 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 | | Kelly Estey (A Modifieds) | - | - | - | 10th |
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| 9/18/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - 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 | | Kelly Estey (A 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: UMSS - 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 | | Kelly Estey (A Modifieds) | - | - | 12th (DNF) | - |
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| 10/9/2020 | Ogilvie Raceway - Ogilvie, MN 17th Annual MTH Fall Classic presented by FYE Motorsports Dirt Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | 7th | - | - | - |
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| 10/10/2020 | Ogilvie Raceway - Ogilvie, MN 17th Annual MTH Fall Classic presented by FYE Motorsports Dirt Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kelly Estey (WISSOTA Modifieds) | - | - | 10th | 25th (DNF) |
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