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| 1/5/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 1 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Cole Searing (B Modifieds) | 2nd | - | - | 1st |
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| 1/6/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 2 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Cole Searing (B Modifieds) | - | - | - | 2nd |
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| 1/9/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 3 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Cole Searing (B Modifieds) | 2nd | - | - | 1st |
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| 1/11/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 4 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Cole Searing (B Modifieds) | 5th | - | - | 3rd |
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| 1/12/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 5 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Cole Searing (B Modifieds) | 2nd | - | - | 1st |
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| 1/13/2019 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Round 6 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Cole Searing (B Modifieds) | 3rd | - | - | 1st |
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| 4/20/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash / Tech Day 360 Sprints - Non-Winged: Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Cole Searing (Super Stocks) | 4th | - | - | 8th |
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| 4/26/2019 | Red Cedar Speedway - Menomonie, WI Red Cedar Speedway GIve Back to Charity Night DIRTcar UMP Modifieds, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 4th | - | - | 12th (DNF) |
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| 4/27/2019 | North Central Speedway - Brainerd, MN Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 5/3/2019 | Black Hills Speedway - Rapid City, SD Opening Night 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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| 5/4/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 5/11/2019 | Deer Creek Speedway - Spring Valley, MN Points Race A Modifieds, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 4th |
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| 5/17/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Racing Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 6th | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 5/25/2019 | Viking Speedway - Alexandria, MN Memorial Weekend Special Dirt Super Late Models, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 7th |
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| 5/26/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Casino Speedway Memorial WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 3rd | - | - | 2nd |
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| 5/27/2019 | Sheyenne Speedway - Lisbon, ND MEMORIAL DAY RACING A Modifieds, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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| 5/31/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Late Model Challenge Series Race WISSOTA Late Model: Wissota Late Model Challenge Series Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 5th |
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| 6/1/2019 | Madison Speedway - Madison, MN Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 5th | - | - | 1st |
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| 6/2/2019 | Casino Speedway - Watertown, SD Wollak Construction WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 1st |
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| 6/6/2019 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 4th (DNF) | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 7th |
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| 6/7/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - BCS Pure Stock Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 3rd |
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| 6/8/2019 | Miller Central Speedway - Miller, SD Reg Show- All Classes Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 6/9/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Weekly Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 6/13/2019 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 6/14/2019 | Brown County Speedway - Aberdeen, SD 360 Sprints - Winged: ASCS National Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 2nd |
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| 6/15/2019 | Miller Central Speedway - Miller, SD Mid Mod Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 7th (DNF) | - | - | DNS |
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| 6/16/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Father's Day Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 5th (DNF) | - | - | 4th |
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| 6/21/2019 | Fiesta City Speedway - Montevideo, MN Meet the Drivers Night-Street Stock Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 6/22/2019 | Miller Central Speedway - Miller, SD Race of Champions Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 2nd |
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| 6/23/2019 | Sheyenne Speedway - Lisbon, ND DAKOTA DREAM Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 6th | - | - | 6th |
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| 6/27/2019 | Tri County Speedway - Wishek, ND 5th Race Hobby Stocks, Stock Cars, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 6/28/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Midwest Modified Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 6/29/2019 | Miller Central Speedway - Miller, SD Regular Race- All Classes Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 6/30/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Mid-Season Championships WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 5th |
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| 7/5/2019 | Big Sky Speedway - Billings, MT July 5th Races A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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| 7/6/2019 | Big Sky Speedway - Billings, MT 360 Sprints - Winged: ASCS Frontier Region A Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 7/12/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Super Stock Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 4th | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 7/13/2019 | Miller Central Speedway - Miller, SD All Classes (Rain out date for ROC Race) Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 3rd | - | - | 2nd |
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| 7/14/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Regular Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 2nd |
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| 7/16/2019 | Brown County Speedway - Aberdeen, SD Lucas Oil Late Model Dirt Series Dirt Super Late Models: Lucas Oil Late Model Dirt Series Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 6th | - | - | 22nd (DNF) |
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| 7/19/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Modified Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 7/21/2019 | Casino Speedway - Watertown, SD AFCO Race of Champions Qualifier Race Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 7th (DNF) | - | - | 9th (DNF) |
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| 7/25/2019 | Norman County Raceway - Ada, MN Military Appreciation Night! Hobby Stocks, Stock Cars, A Modifieds, Semi-Pro Legends, Limited Sport Mod, WISSOTA Midwest Mods | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 7/26/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Late Model Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 7/27/2019 | Miller Central Speedway - Miller, SD Tri-State Late Model Series Dirt Late Models: Tri-State Late Models A Modifieds, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 7th (DNF) | - | - | 4th | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 3rd |
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| 8/1/2019 | Norman County Raceway - Ada, MN Sanders Modified Challenge (Night 1) (NO INEX Legends) Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, WISSOTA Midwest Mods | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 3rd |
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| 8/2/2019 | Fiesta City Speedway - Montevideo, MN Chippewa County Fair Races Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 4th |
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| 8/3/2019 | Miller Central Speedway - Miller, SD Sponsored by Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 4th |
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| 8/4/2019 | Casino Speedway - Watertown, SD Advantage RV's Mod Tour Series Finale WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 8/8/2019 | KRA Speedway - Willmar, MN Hobby Stocks, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | - | - | - | - |
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| 8/9/2019 | Fiesta City Speedway - Montevideo, MN Late Model Special Night #1 Dirt Super Late Models, Factory Stocks, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 8/10/2019 | Fiesta City Speedway - Montevideo, MN Late Model Special Night #2 Dirt Late Models: Tri-State Late Models Dirt Super Late Models, Factory Stocks, Economy Late Models, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 8/11/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Weekly Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 8/15/2019 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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| 8/16/2019 | Miller Central Speedway - Miller, SD Special - Class TBD Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 10th (DNF) | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 8/17/2019 | Miller Central Speedway - Miller, SD Season Championship Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Rain Out |
| 8/18/2019 | Granite City Motor Park - Sauk Rapids, MN AFCO Race of Champions WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 5th | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 8/22/2019 | Norman County Raceway - Ada, MN Season Championship Hobby Stocks, Stock Cars, A Modifieds, Semi-Pro Legends, Limited Sport Mod, WISSOTA Midwest Mods | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/23/2019 | Casper Speedway - Casper, WY Hobby Stocks, Stock Cars, A Modifieds, Dwarf, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/24/2019 | Miller Central Speedway - Miller, SD 5th Annual "Big Dog Race" Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 8/25/2019 | Casino Speedway - Watertown, SD 10th Annual USMTS Summer Slam/Sandy Benson Memorial A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/29/2019 | KRA Speedway - Willmar, MN Charlie Nelson Memorial Season Championship Night Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/30/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 8/31/2019 | Gillette Thunder Speedway - Gillette, WY 18th Annual East-West Clash Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 9/1/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Season Championship Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 12th (DNF) | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 9/2/2019 | Madison Speedway - Madison, MN Labor Day Season Championship Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 2nd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 9/6/2019 | Miller Central Speedway - Miller, SD Make up race National Points Only Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 1st | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 9/7/2019 | Black Hills Speedway - Rapid City, SD Half-Mile Nationals 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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| 9/11/2019 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 - Day 1 Dirt 4 cyl Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 4th | - | - | - | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 8th |
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| 9/12/2019 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 - Day 2 Dirt 4 cyl Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | - | - | - | - | | Cole Searing (WISSOTA Super Stock) | - | - | - | - |
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| 9/13/2019 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 - Day 3 WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | - | | Cole Searing (WISSOTA Super Stock) | 3rd | - | - | 3rd |
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| 9/14/2019 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 FINALE! WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | - | - | - | 6th | | Cole Searing (WISSOTA Super Stock) | - | - | - | 29th (DNF) |
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| 9/20/2019 | Casino Speedway - Watertown, SD Autumn Classic Night #1 Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 1st | - | - | 18th (DNF) | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 9/21/2019 | Casino Speedway - Watertown, SD Autumn Classic Night #2 Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 9/22/2019 | Bemidji Speedway - Bemidji, MN 40th Annual Paul Bunyan Stampede Day 2 Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 5th | | Cole Searing (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 9/27/2019 | Madison Speedway - Madison, MN Madtown Showdown Night #1 Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 3rd | | Cole Searing (WISSOTA Super Stock) | 1st | - | - | 4th |
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| 9/28/2019 | Chateau Speedway - Lansing, MN Autumn Extravaganza Night 2 Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Cole Searing (WISSOTA Midwest Mods) | 2nd | - | - | 4th |
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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 | | Cole Searing (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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