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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 | | Rick Diede (Semi-Pro Legends) | DNS | - | - | 15th |
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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 |
| 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 | | Rick Diede (Semi-Pro Legends) | 6th | - | - | 19th (DNF) |
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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 | | Rick Diede (Semi-Pro Legends) | 4th | - | - | 13th (DNF) |
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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 | | Rick Diede (Semi-Pro Legends) | DNS | - | - | 13th |
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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 | | Rick Diede (Semi-Pro Legends) | 9th | - | - | 14th |
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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 | | Rick Diede (Semi-Pro Legends) | 7th | - | - | 27th (DNF) |
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| 7/24/2021 | Jamestown Speedway - Jamestown, ND NOSA Sprint Car Special 410 Sprints - Winged: Northern Outlaw Sprint Association Semi-Pro Legends, Pure Stock, WISSOTA Street Stock, Junior Slingshots | Results | | Rick Diede (Semi-Pro Legends) | 7th | - | - | 16th (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 | | Rick Diede (Semi-Pro Legends) | 6th | - | - | 19th (DNF) |
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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 | | Rick Diede (Semi-Pro Legends) | 9th (DNF) | - | - | 14th |
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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 | | Rick Diede (Semi-Pro Legends) | 8th | - | - | 25th (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 | | Rick Diede (Semi-Pro Legends) | 9th (DNF) | - | - | - |
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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 | | Rick Diede (Semi-Pro Legends) | 6th | - | 9th | - |
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