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| 7/20/2019 | Southwest Speedway - Dickinson, ND Free Fan Admission Hobby Stocks, A Modifieds, Semi-Pro Legends, Limited Sport Mod, Sport Compact, WISSOTA Street Stock | Results | | Ryan Roulette (Semi-Pro Legends) | 9th | - | - | 7th |
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| 7/26/2019 | Dacotah Speedway - Mandan, ND North Dakota Governors Cup Auto Races - Night 1 410 Sprints - Winged: Northern Outlaw Sprint Association Hobby Stocks, A Modifieds, Semi-Pro Legends, Sport Compact, WISSOTA Street Stock | Results | | Ryan Roulette (Semi-Pro Legends) | 9th (DNF) | - | - | 24th |
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| 7/27/2019 | Dacotah Speedway - Mandan, ND North Dakota Governors Cup Auto Races - Night 2 410 Sprints - Winged: Northern Outlaw Sprint Association Hobby Stocks, A Modifieds, Semi-Pro Legends, Sport Compact, WISSOTA Street Stock | Results | | Ryan Roulette (Semi-Pro Legends) | 10th | - | - | 19th |
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| 8/3/2019 | Southwest Speedway - Dickinson, ND First Responder Night Hobby Stocks, A Modifieds, Semi-Pro Legends, Limited Sport Mod, Sport Compact, WISSOTA Street Stock | Results | | Ryan Roulette (Semi-Pro Legends) | 7th (DNF) | - | - | 12th |
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| 8/16/2019 | Dacotah Speedway - Mandan, ND Mandan Dirt Series at Dacotah Speedway Hobby Stocks, A Modifieds, Semi-Pro Legends, Sport Compact, WISSOTA Street Stock | Results | | Ryan Roulette (Semi-Pro Legends) | 8th | - | - | 20th (DNF) |
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| 8/24/2019 | Jamestown Speedway - Jamestown, ND Back 2 School Night A Modifieds, Semi-Pro Legends, Pure Stock, All Star Slingshots, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ryan Roulette (Semi-Pro Legends) | 8th | - | - | 13th |
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| 8/31/2019 | Jamestown Speedway - Jamestown, ND Kuchen Custard Season Championship A Modifieds, Semi-Pro Legends, Pure Stock, All Star Slingshots, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ryan Roulette (Semi-Pro Legends) | 6th | - | - | 11th |
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| 9/1/2019 | Buffalo River Speedway - Glyndon, MN Corn Cob Nationals and NOSA 410 Sprints - Winged: Northern Outlaw Sprint Association Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Pro Legends, Dwarf, Lightning Sprints, Sport Compact, Junior Slingshots, Super Slingshots | Results | | Ryan Roulette (Pro Legends) | 5th | - | - | 16th (DNF) |
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