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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 5th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 5/10/2019 | Red Cedar Speedway - Menomonie, WI Modified Bonus Night Dirt Super Late Models, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | David Simpson (WISSOTA Midwest Mods) | 8th | - | 3rd | 18th (DNF) |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 7th |
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| 5/30/2019 | Grand Rapids Speedway - Grand Rapids, MN 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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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 | | David Simpson (WISSOTA Midwest Mods) | 5th | - | - | 19th (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 | | David Simpson (WISSOTA Midwest Mods) | 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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 4th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 4th | - | - | 5th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 6/16/2019 | Proctor Speedway - Proctor, MN 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, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 4th |
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| 6/21/2019 | Gondik Law Speedway - Superior, WI Northern Tour North South Shootout Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 3rd | - | - | 18th (DNF) |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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| 6/23/2019 | Bemidji Speedway - Bemidji, MN Race Day Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 11th (DNF) |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 5th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 6th | - | DNS | - |
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| 6/30/2019 | Emo Speedway - Emo, ON Memorial Race Weekend Showdown- Day 2 Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 7/7/2019 | Proctor Speedway - Proctor, MN Halvor Lines Trucking Military Night - Points Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 6th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 12th |
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| 7/11/2019 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 9th (DNF) | - | - | 17th (DNF) |
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| 7/12/2019 | I-94 Speedway - Fergus Falls, MN Limited Late Model 30 and Short Tracker Shootout- QUALITY TOYOTA and S&C Construction Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | David Simpson (WISSOTA Midwest Mods) | 3rd | - | - | 10th |
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| 7/13/2019 | ABC Raceway - Ashland, WI Kid's Bike Race Night presented by Chicago Iron & Supplies Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 4th | - | - | 2nd |
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| 7/14/2019 | Proctor Speedway - Proctor, MN Hornet Nationals - Fair Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 5th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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| 7/21/2019 | Proctor Speedway - Proctor, MN FastLane Northland Super Stock Series WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 8th (DNF) | - | - | 6th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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| 8/1/2019 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 13th |
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| 8/2/2019 | Proctor Speedway - Proctor, MN Monohan Pure Stock Special - Points Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 8th (DNF) | - | - | 8th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 5th | - | - | 8th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 5th | - | - | 6th |
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| 8/16/2019 | Emo Speedway - Emo, ON Emo Fall Fair Rea Memorial Street Stocks, 600cc Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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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 | | David Simpson (WISSOTA Midwest Mods) | 4th | - | - | 4th |
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| 8/18/2019 | Proctor Speedway - Proctor, MN Championship Night - Points Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 4th | - | - | 6th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 5th (DNF) | - | - | 16th (DNF) |
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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 | | David Simpson (WISSOTA Midwest Mods) | 3rd | - | - | 1st |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 8th |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 23rd (DNF) |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 17th |
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