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| 5/30/2020 | Rice Lake Speedway - Rice Lake, WI 68th Season Opener: Five Class program Best Appearing Car Judging WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 4th | - | - | 8th |
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| 6/5/2020 | Eagle Valley Speedway - Jim Falls, WI 6th Annual Southworth Chevrolet - Tim's Automotive Machine Midwest Mod Special Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 4th | - | - | 12th |
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| 6/12/2020 | Eagle Valley Speedway - Jim Falls, WI Friday Night WISSOTA Auto Racing Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 3rd | - | - | 5th |
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| 6/19/2020 | Eagle Valley Speedway - Jim Falls, WI Kids Night - Friday Night WISSOTA Auto Racing Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 11th |
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| 6/27/2020 | Rice Lake Speedway - Rice Lake, WI 5 Class program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 3rd | - | - | 4th |
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| 7/2/2020 | Rice Lake Speedway - Rice Lake, WI Fire Cracker Special, Barron County Relay at the Races, Five Classes WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 2nd | - | - | 3rd |
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| 7/11/2020 | Rice Lake Speedway - Rice Lake, WI Five Class Program Plus Street Stock Bonus Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 1st | - | - | 7th |
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| 7/17/2020 | Eagle Valley Speedway - Jim Falls, WI Friday Night WISSOTA Auto Racing Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 6th | - | - | 13th (DNF) |
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| 8/1/2020 | Rice Lake Speedway - Rice Lake, WI Structural Buildings WISSOTA Late Model Challenge Series DIRTcar UMP Modifieds, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 18th (DNF) |
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| 8/15/2020 | Rice Lake Speedway - Rice Lake, WI Hall of Fame Night - Five Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 3rd | - | - | 10th (DNF) |
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| 8/22/2020 | Rice Lake Speedway - Rice Lake, WI Bike Races - Five Class Program Plus Kid's Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 3rd | - | - | 5th (DNF) |
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| 8/29/2020 | Rice Lake Speedway - Rice Lake, WI Season Fiinale Five Classes Draw redraw WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 8th | - | - | 8th |
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| 9/3/2020 | ABC Raceway - Ashland, WI Prelude to the Clay USRA Modifieds, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 7th | - | 6th | - |
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| 9/5/2020 | Rice Lake Speedway - Rice Lake, WI Labor Day Special , Five Classes USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 16th |
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| 9/25/2020 | Eagle Valley Speedway - Jim Falls, WI Jim Town Showdown Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Helling (WISSOTA Modifieds) | 5th | - | - | 17th |
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| 9/26/2020 | Cedar Lake Speedway - New Richmond, WI Fall Frenzy Day 2 A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, Pure Stock, USRA Late Models | Results | | Kyle Helling (A Modifieds) | - | - | - | - |
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| 10/2/2020 | ABC Raceway - Ashland, WI Red Clay Classic WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Canceled |
| 10/9/2020 | Ogilvie Raceway - Ogilvie, MN 17th Annual MTH Fall Classic presented by FYE Motorsports Dirt Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Helling (WISSOTA Modifieds) | - | - | - | - |
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