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| 5/30/2021 | Bemidji Speedway - Bemidji, MN 4th Annual Chicken Shack Nationals Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 6th | - | 5th | - |
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| 5/31/2021 | Bemidji Speedway - Bemidji, MN 4th Annual Chicken Shack Nationals Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 3rd | - | - | 10th |
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| 6/12/2021 | Hibbing Raceway - Hibbing, MN Kids Rides WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 4th | - | - | 4th |
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| 6/13/2021 | Bemidji Speedway - Bemidji, MN Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 5th | - | - | 10th |
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| 6/26/2021 | Hibbing Raceway - Hibbing, MN Kids Power Wheel Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 7th | - | - | 8th |
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| 7/2/2021 | Gondik Law Speedway - Superior, WI 5th Annual Great Lakes Border Battle-Night #1 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 3rd | - | - | 20th |
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| 7/22/2021 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Non-Winged Sprints, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 7/31/2021 | Hibbing Raceway - Hibbing, MN Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 5th | - | - | 8th |
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| 8/1/2021 | Bemidji Speedway - Bemidji, MN Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 7th (DNF) | - | - | 7th |
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| 8/12/2021 | Grand Rapids Speedway - Grand Rapids, MN Grand Rapids Speedway Hall of Fame Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 4th | - | - | 8th |
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| 8/13/2021 | Gondik Law Speedway - Superior, WI National Suicide Prevention Lifeline Night-Pure Stock Special Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 5th | - | - | 18th |
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| 8/14/2021 | Hibbing Raceway - Hibbing, MN Hall of Fame Night 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 | | Dane Olson (WISSOTA Midwest Mods) | 8th | - | - | 13th |
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| 8/21/2021 | Hibbing Raceway - Hibbing, MN Season Championship Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 5th | - | - | 10th |
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| 9/3/2021 | Grand Rapids Speedway - Grand Rapids, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock | Rain Out |
| 9/4/2021 | Hibbing Raceway - Hibbing, MN Structural Buildings 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 | | Dane Olson (WISSOTA Midwest Mods) | 6th | - | 4th | 24th (DNF) |
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| 9/5/2021 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series - Championship Night WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | - | - | - | - |
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| 9/9/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #1 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Dane Olson (WISSOTA Midwest Mods) | 6th | - | 3rd | 15th |
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| 9/10/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Dane Olson (WISSOTA Midwest Mods) | 9th | - | 6th | - |
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| 9/11/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #3 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Dane Olson (WISSOTA Midwest Mods) | 9th (DNF) | - | 10th | - |
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