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| 5/22/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #5 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Zach Olson (305 Sprints - Non-Winged) | DNS | - | - | 12th |
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| 5/27/2021 | Grand Rapids Speedway - Grand Rapids, MN NLRA Late Model Special Winged Sprints, Non-Winged Sprints, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Zach Olson (Non-Winged Sprints) | 3rd | - | - | 1st |
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| 6/10/2021 | Grand Rapids Speedway - Grand Rapids, MN Advantage RV Mod Tour Non-Winged Sprints, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Zach Olson (Non-Winged Sprints) | 1st | - | - | 1st |
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| 6/25/2021 | Gondik Law Speedway - Superior, WI Limited Sprints - Winged: Upper Midwest Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers 360 Sprints - Non-Winged, 305 Sprints - Non-Winged, Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Zach Olson (Limited Sprints - Winged) | 4th | - | - | 6th | | Zach Olson (305 Sprints - Non-Winged) | 2nd | - | - | 5th |
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| 6/26/2021 | ABC Raceway - Ashland, WI Heartland Communications Night with the Northern Renegade Sprints 360 Sprints - Non-Winged, Dirt 6-cyl Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Olson (360 Sprints - Non-Winged) | 5th | - | - | 5th |
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| 7/8/2021 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Non-Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Olson (Non-Winged Sprints) | 3rd | - | - | 4th |
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| 7/17/2021 | Hibbing Raceway - Hibbing, MN Rene Hughes Tribute 360 Sprints - Winged, 360 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Olson (360 Sprints - Winged) | 8th (DNF) | - | - | 7th | | Zach Olson (360 Sprints - Non-Winged) | DNS | - | - | 5th |
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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 | | Zach Olson (Non-Winged Sprints) | 5th | - | - | 6th |
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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 | | Zach Olson (Limited Sprints - Winged) | 2nd | - | - | 7th |
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| 8/5/2021 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder + Box Car Races Non-Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Olson (Non-Winged Sprints) | 4th | - | - | 8th |
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| 8/15/2021 | Proctor Speedway - Proctor, MN Non-Winged Sprint Car Special + Weekly Racing 360 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Zach Olson (360 Sprints - Non-Winged) | 5th | - | - | 5th |
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| 8/18/2021 | Grand Rapids Speedway - Grand Rapids, MN Itasca County Fair Hornet Invitational Non-Winged Sprints, Sport Compact, WISSOTA Mod Four, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Zach Olson (Non-Winged Sprints) | 4th | - | - | 2nd |
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| 8/19/2021 | Grand Rapids Speedway - Grand Rapids, MN AFCO Race of Champions Qualifier Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Zach Olson (Winged Sprints) | 2nd | - | - | 5th |
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| 9/4/2021 | Greenbush Race Park - Greenbush, MN Season Finale Day 1 Midgets: POWRi Lightning Sprints: POWRi Minn-Kota Lightning Sprints 360 Sprints - Non-Winged, 600cc Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Zach Olson (360 Sprints - Non-Winged) | 5th | - | - | 2nd |
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| 9/5/2021 | Greenbush Race Park - Greenbush, MN Season Finale Day 2 Midgets: POWRi Lightning Sprints: POWRi Minn-Kota Lightning Sprints 360 Sprints - Non-Winged, 600cc Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Zach Olson (360 Sprints - Non-Winged) | 3rd | - | - | 3rd |
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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 | | Zach Olson (305 Sprints - Non-Winged) | 3rd | - | - | 6th |
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