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| 5/9/2020 | North Central Speedway - Brainerd, MN Season opener Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car | Canceled |
| 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 | | Trent Grager (IMCA Modified) | 2nd | - | - | 2nd |
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| 6/12/2020 | I-94 Speedway - Fergus Falls, MN Regular Race night Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Trent Grager (Economy Late Models) | 1st | - | - | 10th (DNF) |
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| 6/13/2020 | Jamestown Speedway - Jamestown, ND Don Gumke Memorial & 2020 Wissota Street Stock Tour A Modifieds, Street Stocks, Pure Stock, IMCA Modified, WISSOTA Street Stock | Results | | Trent Grager (A Modifieds) | - | - | - | - | | Trent Grager (IMCA Modified) | 6th | - | 2nd | 12th |
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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 | | Trent Grager (IMCA Modified) | 2nd | - | - | 13th (DNF) |
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| 6/27/2020 | Devils Lake Speedway - Crary, ND GOLDEN HAMMER LATE MODEL CHALLENGE Lightning Sprints: POWRi Minn-Kota Lightning Sprints Dirt Late Models, Pure Stock, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Trent Grager (Dirt Late Models) | - | - | - | - | | Trent Grager (WISSOTA Late Model) | 6th (DNF) | - | - | DNS |
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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 |
| 7/11/2020 | Jamestown Speedway - Jamestown, ND POWRi Minn-Kota Lightning Sprints at Jamestown Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints IMCA Modified: Dakota Classic Modified Tour A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Winged Crate Sprints, Pure Stock, All Star Slingshots, IMCA Stock Car, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Trent Grager (IMCA Modified) | 9th | - | 6th | - |
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| 8/1/2020 | Red River Valley Speedway - West Fargo, ND POWRi Minn-Kota Lightning sprints at Red River Valley Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints Midgets, A Modifieds, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Trent Grager (A Modifieds) | 8th | - | - | 20th | | Trent Grager (IMCA Modified) | 5th | - | - | 23rd (DNF) |
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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 | | Trent Grager (IMCA Modified) | 7th (DNF) | - | - | 19th (DNF) |
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| 8/22/2020 | Jamestown Speedway - Jamestown, ND Wissota NLRA Late Model Special A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, Junior Slingshots | Results | | Trent Grager (WISSOTA Late Model) | 2nd | - | - | 23rd (DNF) |
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| 8/28/2020 | Red River Valley Speedway - West Fargo, ND Season Championship Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Trent Grager (IMCA Modified) | 4th | - | - | 11th |
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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 | | Trent Grager (IMCA Modified) | 2nd | - | - | 8th |
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| 9/10/2020 | River Cities Speedway - Grand Forks, ND Prelude to the Johnny - NLRA Late Model Tour Championship B Modifieds, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Trent Grager (WISSOTA Late Model) | 6th | - | 8th | - |
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| 9/11/2020 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 1 - Blazin' Challenge NOSA Sprints 410 Sprints - Winged, B Modifieds, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Trent Grager (WISSOTA Late Model) | 6th | 3rd | 6th | 20th |
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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 | | Trent Grager (IMCA Modified) | 3rd | - | - | 22nd (DNF) | | Trent Grager (WISSOTA Late Model) | 2nd | - | - | 15th |
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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 | | Trent Grager (IMCA Modified) | 8th | - | 6th | - | | Trent Grager (WISSOTA Late Model) | 3rd | - | - | 17th (DNF) |
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