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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 | | Kyle Helling (WISSOTA Modifieds) | 4th | - | - | 9th |
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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 | | Kyle Helling (WISSOTA Modifieds) | 7th | - | - | 7th |
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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: UMSS - Traditional Sprint Car Series DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 8th | - | - | 9th |
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| 5/31/2019 | Red Cedar Speedway - Menomonie, WI Super Stock Bonus Night Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 7th | - | - | DNS |
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| 6/1/2019 | Rice Lake Speedway - Rice Lake, WI Regular 5 Class Program DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 9th |
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| 6/15/2019 | Rice Lake Speedway - Rice Lake, WI Kid's Night & Bike Giveaways DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 7th | - | - | 7th |
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| 6/22/2019 | Rice Lake Speedway - Rice Lake, WI Advantage RV Modified Series, Schedule Change 5 class program DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 8th | - | - | 17th (DNF) |
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| 6/29/2019 | Rice Lake Speedway - Rice Lake, WI Regular 5 class program DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 6th | - | - | 9th |
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| 7/3/2019 | Rice Lake Speedway - Rice Lake, WI Firecracker Special DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 4th | - | - | 10th |
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| 7/13/2019 | Rice Lake Speedway - Rice Lake, WI AFCO Race of Champions Qualifers, Rain Date Aug. 10 DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 6th |
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| 7/27/2019 | Rice Lake Speedway - Rice Lake, WI Wollak Construction WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 11th (DNF) |
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| 8/10/2019 | Rice Lake Speedway - Rice Lake, WI Hall of Fame Night, Rain Date for Race of Champions Qualifiers DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 6th | - | - | 13th |
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| 8/17/2019 | Rice Lake Speedway - Rice Lake, WI Bike Races DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 6th (DNF) | - | - | 9th |
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| 8/23/2019 | Red Cedar Speedway - Menomonie, WI Hornets Bonus Night Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 7th | - | - | 17th (DNF) |
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| 8/24/2019 | Rice Lake Speedway - Rice Lake, WI Season Championships DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 9th |
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| 8/31/2019 | Rice Lake Speedway - Rice Lake, WI Labor Day Weekend Special DIRTcar UMP Modifieds, Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 2nd | - | - | 6th |
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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 | | Kyle Helling (WISSOTA Modifieds) | 7th | - | 8th | - |
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