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| 2/8/2019 | Ocala Speedway - Ocala, FL Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series Midgets: USAC National Midgets | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 6th |
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| 2/9/2019 | Ocala Speedway - Ocala, FL Winter Heat 360 Sprints - Winged: USCS United Sprint Car Series Midgets: USAC National Midgets | Results | | Dylan Westbrook (360 Sprints - Winged) | 6th | 3rd | 4th | 11th |
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| 2/14/2019 | East Bay Raceway Park - Tampa, FL Winternationals Winged A-Class: Florida Mini Sprint Action Series 360 Sprints - Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | - | - | 1st | 18th |
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| 2/15/2019 | East Bay Raceway Park - Tampa, FL Winternationals Winged A-Class: Florida Mini Sprint Action Series 360 Sprints - Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | 4th | - | 1st | 13th |
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| 2/16/2019 | East Bay Raceway Park - Tampa, FL Winternationals Winged A-Class: Florida Mini Sprint Action Series 360 Sprints - Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | 3rd | - | 1st | 12th |
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| 3/29/2019 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS Sooner Region with ASCS Lone Star Region, ASCS Mid-South Region Winged Outlaw | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 8th |
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| 4/5/2019 | 81 Speedway - Park City, KS Park City Air Capital Shoot Out 305 Sprints - Winged: United Rebel Sprint Series (Kansas) Champ 360 Sprints - Winged | Results | | Dylan Westbrook (Champ 360 Sprints - Winged) | - | - | - | - |
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| 4/7/2019 | Waynesfield Raceway Park - Waynesfield, OH Fast on Dirt 360 Sprints - Winged: NRA Sprint Invaders | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 3rd |
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| 4/25/2019 | Eagle Raceway - Eagle, NE 360 Sprints - Winged: ASCS National 305 Sprints - Winged: IMCA RaceSaver Sprints Champ 360 Sprints - Winged, Sport Compact | Results | | Dylan Westbrook (360 Sprints - Winged) | 5th | - | 2nd | 12th |
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| 4/26/2019 | US 36 Raceway - Osborn, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Limited Sport Mod, Pure Stock | Results | | Dylan Westbrook (360 Sprints - Winged) | 4th | - | - | 6th |
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| 5/4/2019 | Selinsgrove Speedway - Selinsgrove, PA 360 Sprints - Winged: ASCS National with United Racing Club | Rain Out |
| 5/10/2019 | I-96 Speedway - Lake Odessa, MI Great Lakes Super Sprints 360 Sprints - Winged: (Formerly) Great Lakes Sprint Series B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 3rd |
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| 5/11/2019 | Woodhull Raceway - Woodhull, NY 360 Sprints - Winged: PST-Patriot Sprint Tour | Results | | Dylan Westbrook (360 Sprints - Winged) | 7th (DNF) | - | 3rd | 20th (DNF) |
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| 5/17/2019 | I-96 Speedway - Lake Odessa, MI ASCS National Sprints VS Great Lakes Super Sprints - Night 1 - & American Ethanol Modified Tour 360 Sprints - Winged: ASCS National with GLSS-Great Lakes Super Sprints DIRTcar UMP Modifieds | Results | | Dylan Westbrook (360 Sprints - Winged) | 4th | - | 3rd | 9th |
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| 5/18/2019 | I-96 Speedway - Lake Odessa, MI ASCS National Sprints VS Great Lakes Super Sprints - Night 2 360 Sprints - Winged: ASCS National with GLSS-Great Lakes Super Sprints 410 Sprints - Non-Winged: Great Lakes Traditional Sprints 305 Sprints - Non-Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | 5th | - | - | 8th |
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| 5/24/2019 | Ohsweken Speedway - Ohsweken, ON Nathan Ackland Insurance featuring Duel on the Dirt Mini Stock Home Track Race #1 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 1st |
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| 5/31/2019 | Ohsweken Speedway - Ohsweken, ON Victory Gamez featuring Duel on the Dirt Thunder Stock Home Race #1 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 1st |
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| 6/7/2019 | Ohsweken Speedway - Ohsweken, ON Rochester Knighthawks presents Minor Sports Night featuring Duel on the Dirt Mini Stock Home Race #2 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 1st |
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| 6/9/2019 | Weedsport Speedway - Weedsport, NY 410 Sprints - Winged: All Star Circuit of Champions | Results | | Dylan Westbrook (410 Sprints - Winged) | 6th | - | - | 17th |
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| 6/14/2019 | Ohsweken Speedway - Ohsweken, ON Core-Mark presents Kidsrace Canadian National Autism Foundation & Wall of Fame Night 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 4th | - | - | 20th |
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| 6/21/2019 | Ohsweken Speedway - Ohsweken, ON McDonalds of Brantford & Paris presents Emergency Services Night 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 5th |
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| 6/22/2019 | Merrittville Speedway - Thorold, ON Gary Cunningham Memorial 360 Sprints - Winged: Southern Ontario Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 1st |
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| 6/23/2019 | Utica-Rome Speedway - Vernon, NY Cole Cup 360 Sprints - Winged: Empire Super Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 8th |
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| 6/28/2019 | Ohsweken Speedway - Ohsweken, ON Club 54 Racing presents Sponsor Night featuring Duel on the Dirt Thunder Stock Home Race #2 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 4th | - | - | 2nd |
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| 7/5/2019 | Ohsweken Speedway - Ohsweken, ON O'Neil's & Case IH presents Frankie Turkey Night 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 2nd |
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| 7/7/2019 | Utica-Rome Speedway - Vernon, NY Donath Motorworx Speedweek 360 Sprints - Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | 5th | 4th | - | 15th |
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| 7/12/2019 | Ohsweken Speedway - Ohsweken, ON Strickland's presents Drive Safe, Ride Safe, Race Safe, Bicycle Night! 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 4th | - | - | 1st |
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| 7/22/2019 | Ohsweken Speedway - Ohsweken, ON Burger Barn & Bradshaw Bros. presents Summer Nationals w/Tony Stewart, Christopher Bell & Rico Abreu 360 Sprints - Winged: PST-Patriot Sprint Tour Asphalt Mini Stocks | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 22nd |
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| 7/22/2019 | Oshweken Speedway - Oshweken, ON Northern Summer Nationals 360 Sprints - Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 21st |
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| 7/23/2019 | Ohsweken Speedway - Ohsweken, ON Arrow Express & Nitro 54 presents Summer Nationals-Tony Stewart, Christopher Bell & Rico Abreu 360 Sprints - Winged: PST-Patriot Sprint Tour Winged Crate Sprints: Action Sprint Tour Street Stocks, Dirt 4 cyl Modifieds | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 3rd |
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| 7/23/2019 | Oshweken Speedway - Oshweken, ON Northern Summer Nationals 360 Sprints - Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 3rd |
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| 7/26/2019 | Freedom Speedway - Delevan, NY | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 2nd |
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| 7/27/2019 | Outlaw Speedway - Dundee, NY 360 Sprints - Winged: PST-Patriot Sprint Tour | Results | | Dylan Westbrook (360 Sprints - Winged) | 3rd | - | - | 1st |
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| 8/2/2019 | Knoxville Raceway - Knoxville, IA 29th Annual ASCS 360 Nationals 360 Sprints - Winged: ASCS National | Results | | Dylan Westbrook (360 Sprints - Winged) | 6th | - | 6th | - |
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| 8/3/2019 | Knoxville Raceway - Knoxville, IA 29th Annual ASCS 360 Nationals 360 Sprints - Winged: ASCS National 305 Sprints - Winged | Results | | Dylan Westbrook (360 Sprints - Winged) | - | - | - | - |
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| 8/6/2019 | Southern Iowa Speedway - Oskaloosa, IA Ultimate ASCS Challenge 360 Sprints - Winged: ASCS National Non-Winged Sprints: POWRi WAR Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 9th (DNF) | - | 18th (DNF) | - |
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| 8/9/2019 | Ohsweken Speedway - Ohsweken, ON Renway Energy presents Christmas in August 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 8th |
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| 8/16/2019 | Ohsweken Speedway - Ohsweken, ON Jibs Action Sports presents KIDRACE Canadian National Autism & Autograph Night 360 Sprints - Winged: Southern Ontario Sprints Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Rain Out |
| 8/23/2019 | Ohsweken Speedway - Ohsweken, ON Gale's Auto Aftermarket presents Cash Blast 50 $2000 to Win Thunder Stocks 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 1st |
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| 8/30/2019 | Ohsweken Speedway - Ohsweken, ON Pinty's Delicious Foods presents Back to School Night 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 3rd | - | - | 1st |
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| 8/31/2019 | Brighton Speedway - Brighton, ON Labour Day Classic 360 Sprints - Winged: Southern Ontario Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | 1st | - | 1st |
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| 9/6/2019 | Ohsweken Speedway - Ohsweken, ON Epic Racewear presents Season Championship Night 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 3rd | - | - | 3rd |
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| 9/7/2019 | Merrittville Speedway - Thorold, ON SOS Championship Night 360 Sprints - Winged: Southern Ontario Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 1st |
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| 9/13/2019 | Ohsweken Speedway - Ohsweken, ON Canadian Nationals Night 1 360 Sprints - Winged: NRA Sprint Invaders with Empire Super Sprints, Southern Ontario Sprints, PST-Patriot Sprint Tour, GLSS-Great Lakes Super Sprints Asphalt Mini Stocks, Street Stocks | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | - |
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| 9/14/2019 | Ohsweken Speedway - Ohsweken, ON Canadian Nationals Night 2 360 Sprints - Winged: NRA Sprint Invaders with Empire Super Sprints, Southern Ontario Sprints, PST-Patriot Sprint Tour, GLSS-Great Lakes Super Sprints Winged Crate Sprints: Action Sprint Tour | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | 7th | - | 8th |
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| 9/19/2019 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 4th | - | - | 2nd |
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| 9/20/2019 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | 5th | - | 4th | - |
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| 9/21/2019 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Dylan Westbrook (360 Sprints - Winged) | - | - | - | 15th |
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| 10/4/2019 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS Mid-South Region | Results | | Dylan Westbrook (360 Sprints - Winged) | 1st | - | - | 17th |
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| 10/5/2019 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS Mid-South Region | Results | | Dylan Westbrook (360 Sprints - Winged) | 2nd | - | - | 8th |
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| 10/12/2019 | Creek County Speedway - Sapulpa, OK Fall Fling 360 Sprints - Winged: ASCS National with ASCS Sooner Region Non-Winged Sprints: United Sprint League | Results | | Dylan Westbrook (360 Sprints - Winged) | 7th | - | 10th | - |
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| 10/18/2019 | Devil's Bowl Speedway - Mesquite, TX 46th Annual ASCS Winter Nationals 360 Sprints - Winged: ASCS National with ASCS Lone Star Region Champ 360 Sprints - Winged, USRA Modifieds, USRA Factory Stocks | Results | | Dylan Westbrook (360 Sprints - Winged) | 3rd | - | - | 9th |
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| 10/19/2019 | Devil's Bowl Speedway - Mesquite, TX 46th Annual ASCS Winter Nationals 360 Sprints - Winged: ASCS National with ASCS Lone Star Region Champ 360 Sprints - Winged, USRA Limited Mods, USRA Modifieds | Results | | Dylan Westbrook (360 Sprints - Winged) | 5th | - | 1st | 11th |
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| 10/31/2019 | Texas Motor Speedway - Fort Worth, TX 360 Sprints - Winged: ASCS National with ASCS Lone Star Region | Results | | Dylan Westbrook (360 Sprints - Winged) | 3rd | - | - | 3rd |
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| 11/1/2019 | Texas Motor Speedway - Fort Worth, TX 360 Sprints - Winged: ASCS National with ASCS Lone Star Region | Results | | Dylan Westbrook (360 Sprints - Winged) | 8th | - | 2nd | 14th |
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