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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 | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 1st |
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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 | | Dave Flynn (WISSOTA Super Stock) | 8th (DNF) | - | - | DNS |
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| 6/14/2019 | Gondik Law Speedway - Superior, WI Meet The Drivers Night/SHS Dance Team Face Painting Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 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 | | Dave Flynn (WISSOTA Super Stock) | 4th | - | - | 4th |
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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 | | Dave Flynn (WISSOTA Super Stock) | 3rd | - | - | 3rd |
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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 | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 15th (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 Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Pure Stock, WISSOTA Hornet | Results | | Dave Flynn (WISSOTA Super Stock) | 6th | - | 3rd | 23rd (DNF) |
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| 7/20/2019 | ABC Raceway - Ashland, WI Fast Lane Motor Sports Superstock Series WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 3rd |
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| 7/26/2019 | Gondik Law Speedway - Superior, WI AMSOIL Twin Ports Twin 25s/WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Super Stock, WISSOTA Hornet | Results | | Dave Flynn (WISSOTA Super Stock) | 3rd | - | - | 2nd |
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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 | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 1st |
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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 | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 4th |
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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 | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 8/11/2019 | Proctor Speedway - Proctor, MN Northern Renegades Sprint Cars - Points Race Non-Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 3rd |
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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 | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 5th |
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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 | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 3rd |
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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 | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 4th |
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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 | | Dave Flynn (WISSOTA Super Stock) | 6th | - | - | 3rd |
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| 8/30/2019 | Grand Rapids Speedway - Grand Rapids, MN WISSOTA CLASSIC - WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 2nd |
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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 | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 6th |
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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 | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 2nd |
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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 | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 1st |
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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 | | Dave Flynn (WISSOTA Super Stock) | 4th (DNF) | - | - | 3rd |
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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 | | Dave Flynn (WISSOTA Super Stock) | 1st | - | - | 13th |
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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 | | Dave Flynn (WISSOTA Super Stock) | - | - | - | - |
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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 | | Dave Flynn (WISSOTA Super Stock) | - | - | - | 8th |
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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 | | Dave Flynn (WISSOTA Super Stock) | 2nd | - | - | 3rd |
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