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| 5/25/2019 | Ogilvie Raceway - Ogilvie, MN Wehr Machine & Racing Products Minnesota Modified Nationals (FYE) WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 7th | - | 3rd | 17th (DNF) |
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| 5/26/2019 | Ogilvie Raceway - Ogilvie, MN Wehrs Machine & Racing Products Minnesota Modified Nationals (FYE) WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 3rd | - | 1st | 23rd (DNF) |
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| 5/30/2019 | Grand Rapids Speedway - Grand Rapids, MN 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 20th (DNF) |
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| 5/31/2019 | Gondik Law Speedway - Superior, WI Rescheduled Season Opener WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 6/1/2019 | Hibbing Raceway - Hibbing, MN Quad Cities Merchants Night Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 3rd | - | - | 17th (DNF) |
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| 6/6/2019 | Grand Rapids Speedway - Grand Rapids, MN RV Mod Seriers WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 8th (DNF) | - | - | 17th (DNF) |
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| 6/7/2019 | Gondik Law Speedway - Superior, WI Advantage RV Modified Tour WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 19th (DNF) |
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| 6/15/2019 | Hibbing Raceway - Hibbing, MN Fortune Bay Resort Casino Night plus Kids Box Car Races Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 1st |
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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 | | Mack Estey (WISSOTA Midwest Mods) | 3rd | - | - | 1st |
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| 6/22/2019 | Hibbing Raceway - Hibbing, MN Rene Hughes Memorial 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 Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 3rd | - | - | 2nd |
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| 6/29/2019 | Gondik Law Speedway - Superior, WI 3rd Annual Great Lakes Border Battle-Night #1 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 1st | - | - | 23rd (DNF) |
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| 6/30/2019 | Gondik Law Speedway - Superior, WI 3rd Annual Great Lakes Border Battle-Night #2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 8th (DNF) | - | DNS | - |
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| 7/11/2019 | Grand Rapids Speedway - Grand Rapids, MN 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 4th | - | - | 2nd |
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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 | | Mack Estey (WISSOTA Midwest Mods) | 4th | - | - | 4th |
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| 7/16/2019 | Gondik Law Speedway - Superior, WI Fair Week-Night #1 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 1st | - | - | 13th (DNF) |
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| 7/21/2019 | Proctor Speedway - Proctor, MN FastLane Northland Super Stock Series WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 6th | - | - | 7th |
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| 7/25/2019 | Grand Rapids Speedway - Grand Rapids, MN 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 1st | - | - | 13th (DNF) |
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| 7/27/2019 | Hibbing Raceway - Hibbing, MN Radko Iron and Supply Night plus Meet the Drivers!!!!! Vintage Modifieds, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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| 8/9/2019 | Gondik Law Speedway - Superior, WI Hall of Fame Night/AFCO Race of Champions 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 | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 8/10/2019 | Hibbing Raceway - Hibbing, MN Weekly Racing plus Hall of Fame Induction Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 3rd | - | - | 2nd |
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| 8/15/2019 | Grand Rapids Speedway - Grand Rapids, MN WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 4th | - | - | 1st |
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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 | | Mack Estey (WISSOTA Midwest Mods) | 3rd | - | - | 2nd |
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| 8/17/2019 | Hibbing Raceway - Hibbing, MN Bud Light Season Championship Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 4th | - | - | 5th |
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| 8/18/2019 | Proctor Speedway - Proctor, MN Championship Night - Points Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 13th |
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| 8/23/2019 | Gondik Law Speedway - Superior, WI Season Championship/Adult Trike Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 17th (DNF) |
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| 8/31/2019 | Hibbing Raceway - Hibbing, MN Wollak Construction WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Mack Estey (WISSOTA Midwest Mods) | 4th | - | - | 3rd |
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| 9/1/2019 | Hibbing Raceway - Hibbing, MN Wollak Construction WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 1st |
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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 | | Mack Estey (WISSOTA Midwest Mods) | 4th | - | DNS | - |
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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 | | Mack Estey (WISSOTA Midwest Mods) | 2nd | - | - | 25th (DNF) |
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| 9/13/2019 | Cedar Lake Speedway - New Richmond, WI Legendary 100 night 2 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Mack Estey (Midwest Modifieds) | 1st | - | - | - |
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| 9/14/2019 | Cedar Lake Speedway - New Richmond, WI Legendary 100 night 3 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Mack Estey (Midwest Modifieds) | - | - | - | 1st |
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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 | | Mack Estey (WISSOTA Midwest Mods) | 1st | - | - | 5th |
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