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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 | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 10th |
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| 5/25/2020 | Sheyenne Speedway - Lisbon, ND MEMORIAL DAY RACE Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 13th |
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| 5/30/2020 | Devils Lake Speedway - Crary, ND Lightning Sprints: POWRi Minn-Kota Lightning Sprints 410 Sprints - Winged, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 7th |
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| 5/31/2020 | Sheyenne Speedway - Lisbon, ND Weekly Racing SPECIAL Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 8th |
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| 6/6/2020 | Jamestown Speedway - Jamestown, ND 2020 Jamestown Speedway Season Opener & Wissota Midwest Modified Special A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, All Star Slingshots, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 11th |
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| 6/11/2020 | Tri County Speedway - Wishek, ND Season opener Hobby Stocks, Stock Cars, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 1st | - | - | 3rd |
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| 6/14/2020 | Sheyenne Speedway - Lisbon, ND STREET STOCK TOUR | TOP GUN MW MOD Special | Minn-Kota Legends Tour Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 5th |
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| 6/20/2020 | Jamestown Speedway - Jamestown, ND 2nd Annual Jeff Carpenter Memorial Race & RC Car Night A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 6/21/2020 | Sheyenne Speedway - Lisbon, ND FATHER'S DAY 47TH ANNIVERSARY Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 9th |
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| 6/25/2020 | Tri County Speedway - Wishek, ND Hobby Stocks, Stock Cars, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 6th |
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| 6/27/2020 | Jamestown Speedway - Jamestown, ND Thrills & Spills Extravaganza Race Night A Modifieds, Semi-Pro Legends, Pure Stock, All Star Slingshots, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 6/28/2020 | Sheyenne Speedway - Lisbon, ND 2020 DAKOTA DREAM "BIGGEST Race of the Year" Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 4th |
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| 7/4/2020 | Jamestown Speedway - Jamestown, ND Fireworks Spectacular & Armed Forces Night A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, All Star Slingshots, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Rain Out |
| 7/9/2020 | Tri County Speedway - Wishek, ND POWRi Minn-Kota Lightning Sprints at Tri County Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 7th | - | - | DNS |
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| 7/18/2020 | Jamestown Speedway - Jamestown, ND Kids Night & Summer Showcase Night A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, All Star Slingshots, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 4th |
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| 7/23/2020 | Tri County Speedway - Wishek, ND Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 1st |
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| 7/25/2020 | Jamestown Speedway - Jamestown, ND NOSA Sprint Car Special 410 Sprints - Winged, A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 10th |
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| 8/2/2020 | Sheyenne Speedway - Lisbon, ND KING OF THE HILL | Minn-Kota Legend Car Tour Championship Night Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 5th | - | - | 15th |
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| 8/6/2020 | Tri County Speedway - Wishek, ND Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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| 8/8/2020 | Jamestown Speedway - Jamestown, ND Steffes Wissota Street Stock Tour Night! A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, All Star Slingshots, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 1st | - | - | 19th (DNF) |
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| 8/15/2020 | Jamestown Speedway - Jamestown, ND Guns & Hoses Night/Back to School Night A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 4th | - | - | 24th (DNF) |
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| 8/29/2020 | Jamestown Speedway - Jamestown, ND Season Championship Night & Kuchen Invitational A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 6th | - | - | 11th |
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| 9/4/2020 | Brown County Speedway - Aberdeen, SD 1st Annual Big Buck Nationals Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 6th | - | 2nd | 12th |
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| 9/6/2020 | Sheyenne Speedway - Lisbon, ND SHEYENNE SHOWDOWN | Track Championship Pro Legends, Generic 1, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 7th | - | - | 10th |
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| 9/12/2020 | Tri County Speedway - Wishek, ND Sauerkraut 500 Hobby Stocks, A Modifieds, Young Lions Legends, Sport Compact, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 4th |
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| 9/13/2020 | Tri County Speedway - Wishek, ND Hobby Stocks, A Modifieds, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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| 9/19/2020 | Devils Lake Speedway - Crary, ND POWRi Minn-Kota Lightning Sprints at Devils Lake Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints Non-Winged Sprints, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 9th |
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| 9/25/2020 | Jamestown Speedway - Jamestown, ND 49th Annual Jamestown Stock Car Stampede A Modifieds, Midwest Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 2nd | - | - | 12th |
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| 9/26/2020 | Jamestown Speedway - Jamestown, ND 49th Annual Jamestown Stock Car Stampede A Modifieds, Midwest Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, Junior Slingshots | Results | | Jeffrey Schwind Jr (WISSOTA Midwest Mods) | 3rd | - | - | 17th |
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