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| 5/1/2021 | Rice Lake Speedway - Rice Lake, WI 69th Season Opener, 5 Class Program, Best Appearing Car Judging, Five Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 4th (DNF) | - | - | 4th |
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| 5/8/2021 | Rice Lake Speedway - Rice Lake, WI Five Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 5th | - | - | 5th |
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| 5/15/2021 | Rice Lake Speedway - Rice Lake, WI WISSOTA Late Models Trackside Collectibles 40 plus 5 Class program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 1st | - | - | 3rd |
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| 5/22/2021 | Rice Lake Speedway - Rice Lake, WI Five Class Program, Race of Champions Qualifier WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 4th | - | - | 4th |
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| 5/29/2021 | Rice Lake Speedway - Rice Lake, WI Swant Graber presents Structural Buildings WISSOTA Challenge Series (No Mods) plus PS, St S, SS, MWM WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 1st | - | - | 2nd |
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| 6/4/2021 | Red Cedar Speedway - Menomonie, WI Dave Shackleton Super Stock Memorial Race $5k to Win - No Late Models Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 7th | - | - | 8th |
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| 6/5/2021 | Rice Lake Speedway - Rice Lake, WI St Croix Casino Mystery Class $1,000 to Win Feature Plus weekly classes WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 6/19/2021 | Rice Lake Speedway - Rice Lake, WI Real Estate Solutions, Five Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 2nd | - | - | 1st |
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| 7/3/2021 | Rice Lake Speedway - Rice Lake, WI Rice Lake Tourism Firecracker Special, Barron County Relay at the Races, 5 class program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 1st | - | - | 3rd |
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| 7/10/2021 | Rice Lake Speedway - Rice Lake, WI DCS Netlink No Mystery $1,000 to Win Super Feature + PS, St, MWM Mods WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 4th | - | - | 3rd |
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| 7/23/2021 | Eagle Valley Speedway - Jim Falls, WI Kyle Runkle Memorial A Modifieds, B Modifieds, Street Stocks, Hornets, Super Stocks, Pure Stock | Results | | Eric Olson (Super Stocks) | 1st | - | - | 2nd |
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| 7/24/2021 | Rice Lake Speedway - Rice Lake, WI Hall of Fame Night, No Mystery $1000.00 to win Street Stocks, Five Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 1st | - | - | 1st |
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| 8/14/2021 | Rice Lake Speedway - Rice Lake, WI Kid's Night Bike Giveaway McCain Foods No Mystery $1,000 to Win Midwest Mod Feature WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 3rd | - | - | 3rd |
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| 8/20/2021 | Eagle Valley Speedway - Jim Falls, WI 20th Annual Lonnie Leu Memorial presented by Krug's Towing & EVS A Modifieds, B Modifieds, Street Stocks, Hornets, Super Stocks, Pure Stock, USRA Late Models | Results | | Eric Olson (Street Stocks) | 3rd | - | - | 2nd | | Eric Olson (Super Stocks) | 4th | - | - | 5th |
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| 8/21/2021 | Rice Lake Speedway - Rice Lake, WI Old Sothern BBQ Season Championships, Five Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 2nd | - | - | 2nd |
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| 9/4/2021 | Rice Lake Speedway - Rice Lake, WI Holiday Season Finale, $1000 to win Pure Stocks (Increased pay all classes) WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 5th | - | - | 4th |
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| 9/10/2021 | Eagle Valley Speedway - Jim Falls, WI 2nd Annual - Dalbeck Logging - Union Trailer & Power Equipment Jim Town Showdown A Modifieds, B Modifieds, Street Stocks, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Modifieds | Results | | Eric Olson (Super Stocks) | 2nd | - | - | 5th |
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| 9/16/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Eric Olson (Super Stocks) | - | - | - | - |
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| 9/17/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Eric Olson (Super Stocks) | - | - | - | 19th (DNF) |
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| 9/18/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Eric Olson (Super Stocks) | - | - | - | 7th |
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| 9/24/2021 | Red Cedar Speedway - Menomonie, WI 41st Annual Punky Manor Challenge of Champions Night #1 Heats WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 3rd | - | - | - |
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| 9/25/2021 | Red Cedar Speedway - Menomonie, WI 41st Annual Punky Manor Challenge Of Champions Features & Hall of Fame Induction WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 3rd | - | - | 11th |
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| 10/1/2021 | ABC Raceway - Ashland, WI Red Clay Classic A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Eric Olson (WISSOTA Super Stock) | 6th | - | 2nd | 18th |
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