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| 6/12/2021 | Devils Lake Speedway - Crary, ND Rebel Tour Lightning Sprints: POWRi Minn-Kota Lightning Sprints Midgets, Non-Winged Sprints, Pure Stock, WISSOTA Midwest Mods | Results | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 2nd | - | - | 6th |
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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 |
| 6/26/2021 | Greenbush Race Park - Greenbush, MN MWM Special WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Rain Out |
| 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 | | Jason Grimes (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 3rd | - | - | 1st |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 7th | - | - | 9th |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 3rd |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 4th | - | - | 4th |
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| 7/23/2021 | River Cities Speedway - Grand Forks, ND Big Motor Mania & Hall of Fame Night 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model | Results | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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| 7/24/2021 | Greenbush Race Park - Greenbush, MN Rebel MWM Tour and RV Mod Tour WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 2nd | - | - | 1st |
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| 8/7/2021 | Sheyenne Speedway - Lisbon, ND BOBCAT "One Tough Animal" + REBEL MW Mod Tour Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jason Grimes (WISSOTA Midwest Mods) | 7th (DNF) | - | - | 26th (DNF) |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 3rd |
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| 8/22/2021 | Sheyenne Speedway - Lisbon, ND $5,000 REBEL MW MOD TOUR FINALE Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 17th (DNF) |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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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 | | Jason Grimes (WISSOTA Midwest Mods) | 4th | - | - | 11th |
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