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| 1/8/2021 | Arizona Speedway - Queen Creek, AZ Open Practice Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | - | - | - | - |
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| 1/9/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | 2nd | - | - | 12th |
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| 1/10/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | 9th | - | 4th | 15th |
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| 1/12/2021 | Arizona Speedway - Queen Creek, AZ Open Practice & Pit Party Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | - | - | - | - |
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| 1/13/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | 5th | - | 9th | - |
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| 1/15/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | 9th | - | 10th | - |
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| 1/16/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | 7th | - | 3rd | 8th |
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| 1/17/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Jeffrey Schwind Jr (B Modifieds) | 7th | - | 8th | - |
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| 5/15/2021 | Jamestown Speedway - Jamestown, ND 2021 Jamestown Speedway Season Opener Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 9th |
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| 5/16/2021 | Sheyenne Speedway - Lisbon, ND SEASON OPENER Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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| 5/23/2021 | Sheyenne Speedway - Lisbon, ND 48th ANNIVERSARY Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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| 5/29/2021 | Jamestown Speedway - Jamestown, ND Saturday Night Thunder & Armed Forces Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Rain Out |
| 5/31/2021 | Sheyenne Speedway - Lisbon, ND MEMORIAL DAY Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 6th | - | 2nd | 12th |
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| 6/3/2021 | Tri County Speedway - Wishek, ND 2nd Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 2nd |
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| 6/5/2021 | Jamestown Speedway - Jamestown, ND Saturday Night Thunder & Big Rig Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 1st | - | - | 3rd |
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| 6/6/2021 | Sheyenne Speedway - Lisbon, ND SPEEDFEST + A-MODS Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 5th |
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| 6/10/2021 | Tri County Speedway - Wishek, ND 3rd Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 6/13/2021 | Sheyenne Speedway - Lisbon, ND STEFFES STREET STOCK TOUR Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 1st | - | - | 10th |
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| 6/19/2021 | Jamestown Speedway - Jamestown, ND JRMC Night & REBEL WISSOTA MW Modified Tour Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 6th | - | 3rd | 22nd |
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| 6/24/2021 | Tri County Speedway - Wishek, ND 4th Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 1st | - | - | 7th |
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| 6/26/2021 | Jamestown Speedway - Jamestown, ND TOP GUN Bombers and Mini Stocks Special Semi-Pro Legends, Sport Compact, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 15th (DNF) |
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| 7/4/2021 | Jamestown Speedway - Jamestown, ND Fireworks Spectacular Race Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 11th |
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| 7/8/2021 | Tri County Speedway - Wishek, ND Fair race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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| 7/10/2021 | Devils Lake Speedway - Crary, ND NOSA Outlaw Sprints 410 Sprints - Winged: Northern Outlaw Sprint Association Non-Winged Sprints, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 8th |
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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 | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 7/17/2021 | Jamestown Speedway - Jamestown, ND Race of Champion Qualifier, INEX Legends Special, & Kids Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 8th |
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| 7/22/2021 | Tri County Speedway - Wishek, ND 7th Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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| 8/5/2021 | Tri County Speedway - Wishek, ND Championship night(Rain Makeup Date) Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 6th | - | - | 8th |
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| 8/7/2021 | Devils Lake Speedway - Crary, ND Tronson Grain night Lightning Sprints: POWRi Minn-Kota Lightning Sprints Midgets, Non-Winged Sprints, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 2nd |
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| 8/14/2021 | Jamestown Speedway - Jamestown, ND Saturday Night Thunder Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 11th |
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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 | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 15th |
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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 | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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| 9/3/2021 | Brown County Speedway - Aberdeen, SD BIG BUCK NATIONALS WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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| 9/6/2021 | Sheyenne Speedway - Lisbon, ND DAKOTA DREAM "Live" Streaming DRC.tv Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 3rd |
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| 9/10/2021 | Tri County Speedway - Wishek, ND Saurkraut Day 1 Hobby Stocks, Young Lions Legends, Sport Compact, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 4th |
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| 9/11/2021 | Tri County Speedway - Wishek, ND Saurkraut Day 2 Hobby Stocks, Young Lions Legends, Sport Compact, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 8th |
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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 | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 15th |
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| 9/25/2021 | 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 | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 10th |
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| 10/2/2021 | Devils Lake Speedway - Crary, ND Fall Last Call Spooktacular Lightning Sprints, Pure Stock, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 2nd |
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