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| 4/20/2019 | Cedar Lake Speedway - New Richmond, WI CLS Dash / Tech Day 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Zach Benson (Midwest Modifieds) | 4th | - | - | 9th |
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| 4/26/2019 | Ogilvie Raceway - Ogilvie, MN 11th Annual Season Opener Double Header Dirt 4 cyl Modifieds, Super Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 8th | - | 6th | - |
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| 4/27/2019 | Ogilvie Raceway - Ogilvie, MN Double Header Season Opener WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 4th | - | - | 14th |
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| 5/4/2019 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout - with Hornet Spotlight WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 5th | - | 1st | 8th |
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| 5/10/2019 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 6th | - | - | 9th |
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| 5/11/2019 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout - Mother's Day Special with Mod Four Spotlight WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 5/12/2019 | Granite City Motor Park - Sauk Rapids, MN Opening Night/Mother's Day WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 1st | - | - | 12th (DNF) |
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| 5/17/2019 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 3rd | - | - | 5th |
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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 | | Zach Benson (WISSOTA Midwest Mods) | 2nd | - | - | 14th (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 | | Zach Benson (WISSOTA Midwest Mods) | 6th | - | 14th (DNF) | - |
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| 5/31/2019 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 5th | - | - | 10th |
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| 6/1/2019 | Ogilvie Raceway - Ogilvie, MN Kids Night "Bike Giveaway" Presented by SPIRE Credit Union WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 1st | - | - | 5th |
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| 6/2/2019 | Granite City Motor Park - Sauk Rapids, MN RV Advantage Mod Tour WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 4th | - | - | 3rd |
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| 6/7/2019 | Princeton Speedway - Princeton, MN Bike Giveaway Night Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 5th | - | - | - |
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| 6/15/2019 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout Father's Day Special & Midwest Modified Spotlight & ROC WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 5th | - | - | 11th |
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| 6/16/2019 | Granite City Motor Park - Sauk Rapids, MN Meet the Drivers/Father's Day WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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| 6/21/2019 | Princeton Speedway - Princeton, MN Afco race of champions for Supers and Mod 4s Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 4th | - | - | 3rd |
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| 6/22/2019 | Cedar Lake Speedway - New Richmond, WI Dash Race #6: Eric Herbison Memorial and Kids Night A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks | Results | | Zach Benson (Midwest Modifieds) | 4th | - | - | 5th |
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| 6/28/2019 | Princeton Speedway - Princeton, MN 2nd annual Bill Siercks Memorial Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 5th | - | - | 13th |
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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 | | Zach Benson (WISSOTA Midwest Mods) | 4th | - | - | 21st (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 | | Zach Benson (WISSOTA Midwest Mods) | 7th | - | 1st | 10th |
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| 7/5/2019 | Princeton Speedway - Princeton, MN Bottle Rocket Spectacular Day 2 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 8th | - | - | 4th |
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| 7/6/2019 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout - Fireworks Spectacular WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 3rd | - | - | 10th |
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| 7/7/2019 | Granite City Motor Park - Sauk Rapids, MN Fan Appreciation Night WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 7/12/2019 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Zach Benson (A Modifieds) | 5th | - | - | 10th |
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| 7/13/2019 | Cedar Lake Speedway - New Richmond, WI Dash Race #8: Late Models, Modifieds, Pro Stocks, Limited Late Models and Midwest Mods A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Zach Benson (Midwest Modifieds) | 8th | - | - | 5th |
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| 7/14/2019 | Granite City Motor Park - Sauk Rapids, MN Super Stock Special WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 3rd | - | - | 2nd |
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| 7/16/2019 | Ogilvie Raceway - Ogilvie, MN School Bus Race with Wissota Midwest Modified Special WISSOTA Midwest Mods | Results | | Zach Benson (WISSOTA Midwest Mods) | 6th | - | 3rd | 19th |
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| 7/20/2019 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout with Modified spotlight WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 2nd | - | - | 26th (DNF) |
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| 7/21/2019 | Granite City Motor Park - Sauk Rapids, MN Veterans Appreciation Night/Bike Giveaway Night WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 5th | - | - | 8th |
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| 7/27/2019 | Ogilvie Raceway - Ogilvie, MN Kids Night "Meet the Driver" WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 7th (DNF) | - | - | 6th |
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| 8/3/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Zach Benson (WISSOTA Midwest Mods) | 7th (DNF) | - | - | - |
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| 8/4/2019 | Granite City Motor Park - Sauk Rapids, MN Backpack Giveaway Night WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 9th (DNF) | - | - | 8th |
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| 8/9/2019 | I-94 Speedway - Fergus Falls, MN 5th Annual Casey's General Stores Summersota A Modifieds: USMTS - United States Modified Touring Series Economy Late Models, WISSOTA Midwest Mods | Results | | Zach Benson (WISSOTA Midwest Mods) | 2nd | - | - | 21st (DNF) |
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| 8/10/2019 | Ogilvie Raceway - Ogilvie, MN USMTS with Super Stock Spotlight A Modifieds: USMTS - United States Modified Touring Series Limited Sport Mod, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 4th | - | - | 9th |
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| 8/11/2019 | Granite City Motor Park - Sauk Rapids, MN Micro Sprints Winged A-Class, Stock Non-Wing, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 8/17/2019 | Ogilvie Raceway - Ogilvie, MN Season Championship WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 3rd | - | - | 23rd |
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| 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 | | Zach Benson (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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| 8/23/2019 | Ogilvie Raceway - Ogilvie, MN Harvest Cup Special with Wissota Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Zach Benson (WISSOTA Midwest Mods) | 1st | - | - | 7th |
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| 8/24/2019 | Ogilvie Raceway - Ogilvie, MN Harvest Cup Special with Wissota Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Zach Benson (WISSOTA Midwest Mods) | 3rd | - | - | 10th |
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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 | | Zach Benson (WISSOTA Midwest Mods) | 10th (DNF) | - | 8th | - |
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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 | | Zach Benson (WISSOTA Midwest Mods) | 2nd | - | - | 4th |
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| 9/6/2019 | Mississippi Thunder Speedway - Fountain City, WI Mod Nationals Night #1 USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks, WISSOTA Modifieds | Results | | Zach Benson (USRA B-Mods) | 3rd | - | - | - |
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| 9/7/2019 | Mississippi Thunder Speedway - Fountain City, WI Mod National Night #2 USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks, WISSOTA Modifieds | Results | | Zach Benson (USRA B-Mods) | - | - | - | 4th |
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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 | | Zach Benson (Midwest Modifieds) | 2nd | - | - | - |
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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 | | Zach Benson (Midwest Modifieds) | - | - | - | 7th |
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| 9/19/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Zach Benson (USRA B-Mods) | 5th | - | 1st | 12th |
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| 9/20/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Zach Benson (USRA B-Mods) | 3rd | - | 1st | 8th |
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| 9/21/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Zach Benson (USRA B-Mods) | 2nd | - | - | 13th |
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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 | | Zach Benson (WISSOTA Midwest Mods) | 2nd | - | - | 4th |
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| 10/18/2019 | Ogilvie Raceway - Ogilvie, MN Topless Nationals A Modifieds, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds, Super Stocks | Results | | Zach Benson (B Modifieds) | 9th (DNF) | - | - | - |
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| 10/19/2019 | Ogilvie Raceway - Ogilvie, MN Topless Nationals A Modifieds, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds, Super Stocks | Results | | Zach Benson (B Modifieds) | - | - | 1st | 9th |
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