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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 | | Matt Deragon (Super Stocks) | 6th | - | - | 23rd |
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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 | | Matt Deragon (WISSOTA Super Stock) | 4th | - | - | 13th |
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| 5/3/2019 | Red Cedar Speedway - Menomonie, WI Late Model Bonus Night Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Deragon (WISSOTA Super Stock) | 7th | - | - | 9th |
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| 5/4/2019 | Rice Lake Speedway - Rice Lake, WI Regular 5 class program 67th Season Opener Best appearing car judging DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Deragon (WISSOTA Super Stock) | 2nd | - | - | 7th |
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| 5/11/2019 | Rice Lake Speedway - Rice Lake, WI Trackside Collectibles 40, WISSOTA Late Models $2,000-To-Win DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Deragon (WISSOTA Super Stock) | 3rd | - | - | 4th |
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| 5/25/2019 | Rice Lake Speedway - Rice Lake, WI Sprint Car Night Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: Traditional Sprint Car Series DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Deragon (WISSOTA Super Stock) | 4th | - | - | 17th (DNF) |
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| 6/1/2019 | ABC Raceway - Ashland, WI Season Opener and Military Appreciation Night Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (Dirt 6-cyl Stock Cars) | 3rd | - | - | 10th (DNF) | | Matt Deragon (WISSOTA Super Stock) | 3rd | - | - | 2nd |
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| 6/2/2019 | Proctor Speedway - Proctor, MN Meet the Drivers Night - Points Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 3rd | - | - | 6th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 2nd | - | - | 4th |
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| 6/8/2019 | ABC Raceway - Ashland, WI Kwik Trip 35 RV Modified Series Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (Dirt 6-cyl Stock Cars) | 4th | - | - | 2nd | | Matt Deragon (WISSOTA Super Stock) | 1st | - | - | 3rd |
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| 6/15/2019 | ABC Raceway - Ashland, WI Racing for a Reason presented by Heartland Communications Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (Dirt 6-cyl Stock Cars) | 3rd | - | - | 3rd | | Matt Deragon (WISSOTA Super Stock) | 6th | - | - | 3rd |
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| 6/22/2019 | ABC Raceway - Ashland, WI Hall of Fame Night presented by Zar's Bar & Banquet Hall Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (Dirt 6-cyl Stock Cars) | 2nd | - | - | 9th (DNF) | | Matt Deragon (WISSOTA Super Stock) | 3rd | - | - | 7th |
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| 6/28/2019 | ABC Raceway - Ashland, WI AFCO ROC Qualifier presented by the Bad River Lodge & Casino Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (Dirt 6-cyl Stock Cars) | 7th | - | - | 6th | | Matt Deragon (WISSOTA Super Stock) | 2nd | - | - | 7th |
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| 7/9/2019 | ABC Raceway - Ashland, WI Red's Auto Badgerland 50 World of Outlaws Craftsman Late Model Series Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Super Stock | Results | | Matt Deragon (WISSOTA Super Stock) | 5th | - | - | 13th (DNF) |
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| 7/13/2019 | Ogilvie Raceway - Ogilvie, MN World Of Outlaw Late Models & Fastlane Super Stock Special Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Super Stock | Results | | Matt Deragon (WISSOTA Super Stock) | 5th | - | 5th | - |
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| 7/14/2019 | Granite City Motor Park - Sauk Rapids, MN Super Stock Special WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 2nd | - | - | 24th (DNF) |
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| 7/19/2019 | Gondik Law Speedway - Superior, WI Fair Week-Night #2/Fast Lane Motorsports Northland Super Stock Series WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 2nd | - | - | 10th |
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| 7/20/2019 | ABC Raceway - Ashland, WI Fast Lane Motor Sports Superstock Series Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Matt Deragon (WISSOTA Super Stock) | 3rd | - | - | 9th |
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| 7/21/2019 | Proctor Speedway - Proctor, MN FastLane Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 4th | - | - | 20th (DNF) |
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| 7/27/2019 | ABC Raceway - Ashland, WI 410 Sprints - Winged: IRA Interstate Racing Association Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 2nd | - | - | 10th |
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| 8/3/2019 | ABC Raceway - Ashland, WI Mid-Mod Madness presented by Lake Shore Cafe Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 6th | - | - | 8th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 5th | - | - | 8th |
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| 8/10/2019 | ABC Raceway - Ashland, WI Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 6th | - | - | 7th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 3rd | - | - | 9th |
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| 8/17/2019 | ABC Raceway - Ashland, WI Summer Blast presented by Northern WI Fence & Outlaw Graphics Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (WISSOTA Super Stock) | 2nd | - | - | 4th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 4th | - | - | 1st |
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| 8/24/2019 | ABC Raceway - Ashland, WI Season Championship presented by WIMI and Mt. Dew Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Deragon (Dirt 6-cyl Stock Cars) | 2nd | - | - | 4th | | Matt Deragon (WISSOTA Super Stock) | 4th | - | - | 14th (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 | | Matt Deragon (WISSOTA Super Stock) | 6th | - | 3rd | 14th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 5th | - | 1st | 5th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 1st | - | - | 6th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 1st | - | - | 5th |
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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 | | Matt Deragon (WISSOTA Super Stock) | 4th | - | - | 16th |
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