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| 5/16/2020 | Devils Lake Speedway - Crary, ND Non-Winged Sprints, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Alan Olafson (B Modifieds) | - | - | - | - | | Alan Olafson (WISSOTA Midwest Mods) | 4th | - | - | 5th |
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| 5/23/2020 | Devils Lake Speedway - Crary, ND MEMORIAL DAY WEEKEND Lightning Sprints: POWRi Minn-Kota Lightning Sprints Non-Winged Sprints, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Alan Olafson (WISSOTA Midwest Mods) | 2nd | - | - | 13th |
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| 5/29/2020 | River Cities Speedway - Grand Forks, ND Season Premier Lightning Sprints: POWRi Minn-Kota Lightning Sprints 410 Sprints - Winged, B Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Alan Olafson (WISSOTA Midwest Mods) | 6th | - | - | 19th (DNF) |
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| 6/27/2020 | Hibbing Raceway - Hibbing, MN Season Opener! Limited Sprints - Winged: Upper Midwest Sprint Car Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 2nd | - | - | 7th |
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| 7/9/2020 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Season Opener Non-Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 7/11/2020 | Hibbing Raceway - Hibbing, MN Weekly Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 5th | - | - | 6th |
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| 7/12/2020 | Bemidji Speedway - Bemidji, MN Season Opener Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 7/19/2020 | Bemidji Speedway - Bemidji, MN Regular Racing Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 2nd | - | - | 4th | | Alan Olafson (WISSOTA Modifieds) | - | - | - | - |
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| 7/25/2020 | Hibbing Raceway - Hibbing, MN Hornet Swarm Vintage Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 3rd | - | - | 8th |
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| 7/26/2020 | Bemidji Speedway - Bemidji, MN Regular Racing Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 1st | - | - | 13th |
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| 8/2/2020 | Bemidji Speedway - Bemidji, MN Regular Racing Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 3rd | - | - | 1st |
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| 8/6/2020 | Norman County Raceway - Ada, MN NOSA Sprint Cars/Luau Night 410 Sprints - Winged, Semi-Pro Legends, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, WISSOTA Midwest Mods | Results | | Alan Olafson (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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| 8/13/2020 | Grand Rapids Speedway - Grand Rapids, MN Vintage Modifieds: Northern Vintage Stockcar Racers Non-Winged Sprints, Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 1st | - | - | 16th (DNF) |
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| 8/16/2020 | Bemidji Speedway - Bemidji, MN Regular Racing- Dean Olafson Memorial Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 3rd | - | - | 1st |
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| 8/20/2020 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Racing Action WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/23/2020 | Bemidji Speedway - Bemidji, MN Regular Racing Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 1st | - | - | 3rd |
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| 8/27/2020 | Grand Rapids Speedway - Grand Rapids, MN Season Championship Night Non-Winged Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 6th | - | - | 5th |
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| 8/30/2020 | Bemidji Speedway - Bemidji, MN Regular Racing Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 1st | - | - | 5th |
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| 9/4/2020 | Grand Rapids Speedway - Grand Rapids, MN Structural Buildings WISSOTA Late Model Challenge Series USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock | Results | | Alan Olafson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 9/5/2020 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 9th | - | - | - |
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| 9/6/2020 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 9th | - | DNS | - |
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| 9/17/2020 | I-94 Speedway - Fergus Falls, MN The Dick Johanneck King of Dirt Special Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Alan Olafson (WISSOTA Midwest Mods) | 7th | - | - | - |
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| 9/18/2020 | I-94 Speedway - Fergus Falls, MN The Dick Johanneck King of Dirt Special Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Alan Olafson (WISSOTA Midwest Mods) | 12th | - | - | - |
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| 9/19/2020 | I-94 Speedway - Fergus Falls, MN The Dick Johanneck King of Dirt Special Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Alan Olafson (WISSOTA Midwest Mods) | - | - | 2nd | 26th (DNF) |
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| 9/26/2020 | Bemidji Speedway - Bemidji, MN 41st Annual Paul Bunyan Stampede Day 1 Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Alan Olafson (WISSOTA Midwest Mods) | 2nd | - | - | 6th |
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