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| 5/7/2021 | River Cities Speedway - Grand Forks, ND Season Opener - Premier Racing Series 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 6th | - | - | 10th |
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| 5/14/2021 | River Cities Speedway - Grand Forks, ND AFCO Race of Champions B Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 8th (DNF) | - | - | 13th |
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| 5/21/2021 | River Cities Speedway - Grand Forks, ND NOSA - KING OF THE WINGS Presented by BWW - Night 1 410 Sprints - Winged: Northern Outlaw Sprint Association Midgets: POWRi Lightning Sprints: POWRi Minn-Kota Lightning Sprints B Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 7th | - | - | 6th |
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| 5/28/2021 | River Cities Speedway - Grand Forks, ND Premier Racing Series with Northern Renegade Wingless Sprints 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 6/4/2021 | I-94 Speedway - Fergus Falls, MN Prelude to the Dick Johanneck King of Dirt Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 8th | - | 6th | - |
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| 6/5/2021 | I-94 Speedway - Fergus Falls, MN The Dick Johanneck King of Dirt Special Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 4th | - | - | 22nd |
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| 6/11/2021 | River Cities Speedway - Grand Forks, ND Premier Racing Series 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 4th | - | - | 9th |
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| 6/18/2021 | River Cities Speedway - Grand Forks, ND Big Al's Street Stock Tour & Premier Racing Series 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 6th | - | - | 7th |
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| 6/25/2021 | River Cities Speedway - Grand Forks, ND Greater Grand Forks Fair Night #1 410 Sprints - Winged, WISSOTA Midwest Mods, WISSOTA Street Stock | Rain Out |
| 7/2/2021 | River Cities Speedway - Grand Forks, ND Mid Season Track Championship 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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| 7/8/2021 | River Cities Speedway - Grand Forks, ND Wayne Anderson Cup Race #1 - NLRA Tour 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 4th | - | - | 9th |
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| 7/9/2021 | River Cities Speedway - Grand Forks, ND Wayne Anderson Cup Race #2 - Premier Racing Series/Celebrate Dirt! 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 4th | - | - | 12th |
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| 7/11/2021 | Buffalo River Speedway - Glyndon, MN July 11th 2021 Dirt Late Models, Pro Legends, Sport Compact, IMCA Stock Car, IMCA Hobby Stock, WISSOTA Midwest Mods | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 6th | - | 6th | - |
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| 8/21/2021 | Jamestown Speedway - Jamestown, ND 3rd Annual Jeff Carpenter's Memorial Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 9th (DNF) | - | 9th | - |
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| 8/28/2021 | Jamestown Speedway - Jamestown, ND Season Championship Night & Kuchen Invitational Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 4th | - | - | 18th (DNF) |
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| 9/3/2021 | River Cities Speedway - Grand Forks, ND Season Track Championship 410 Sprints - Winged: Northern Outlaw Sprint Association 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 8th (DNF) | - | - | DNS |
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| 9/15/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 11th (DNF) | - | - | - |
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| 9/16/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 9th | - | - | - |
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| 9/17/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 7th (DNF) | - | - | - |
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| 9/18/2021 | I-94 Speedway - Fergus Falls, MN WISSOTA 100 A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Phil Christlieb (WISSOTA Midwest Mods) | - | - | - | - |
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| 9/24/2021 | Jamestown Speedway - Jamestown, ND 50th Annual Jamestown Stock Car Stampede B Modifieds, Semi-Pro Legends, Pure Stock, IMCA Modified, IMCA Northern SportMod, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, Junior Slingshots | Results | | Phil Christlieb (WISSOTA Midwest Mods) | 4th | - | - | - |
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