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| 5/5/2023 | Dacotah Speedway - Mandan, ND Mandan Meltdown Season Opener - Night 1 Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 12th |
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| 5/19/2023 | Dacotah Speedway - Mandan, ND Mandan Dirt Series Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 5th | - | 1st | - |
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| 5/26/2023 | Dacotah Speedway - Mandan, ND Military Appreciation Night - Mandan Dirt Series Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 2nd | - | - | 14th |
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| 5/27/2023 | Jamestown Speedway - Jamestown, ND 2023 Season Opener & Armed Forces Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 5th |
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| 5/29/2023 | Sheyenne Speedway - Lisbon, ND MONDAY - MEMORIAL DAY SPECIAL Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 2nd | - | - | 6th |
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| 6/2/2023 | Dacotah Speedway - Mandan, ND Iron Man 100 - Night 1 Semi-Pro Legends, IMCA Modified, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 7th | - | - | 13th |
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| 6/3/2023 | 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 | | Ty Olson (Semi-Pro Legends) | 7th (DNF) | - | - | 12th |
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| 6/6/2023 | McLean County Speedway - Underwood, ND Tougher Than Dirt Tour IMCA Northern SportMod: Tougher Than Dirt Tour Semi-Pro Legends, Generic 1, IMCA Stock Car, IMCA Hobby Stock | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 8th |
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| 6/7/2023 | Southwest Speedway - Dickinson, ND Night 2 of the Tougher Than Dirt Tour IMCA Northern SportMod: Tougher Than Dirt Tour Semi-Pro Legends, IMCA Hobby Stock | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 6th |
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| 6/15/2023 | Tri County Speedway - Wishek, ND 3rd Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ty Olson (Young Lions Legends) | 1st | - | - | 5th |
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| 6/16/2023 | Red River Valley Speedway - West Fargo, ND IMCA Stock Car King Pin Clash and IMCA Stock Car Meet and Greet Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car | Results | | Ty Olson (Semi-Pro Legends) | 5th | - | 4th | 10th |
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| 6/17/2023 | Jamestown Speedway - Jamestown, ND Mama Vetter Hobby Stock Challenge & Red River Sprint Car Series Semi-Pro Legends, Pure Stock, IMCA Modified, IMCA RaceSaver Sprint Car, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 12th |
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| 6/22/2023 | Tri County Speedway - Wishek, ND 4th Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ty Olson (Young Lions Legends) | 4th | - | - | 6th |
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| 6/25/2023 | Nodak Speedway - Minot, ND Helena presents Magic City Dirt Series night 8 Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact | Results | | Ty Olson (Semi-Pro Legends) | 5th | - | - | 9th |
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| 6/29/2023 | Sheyenne Speedway - Lisbon, ND Sheyenne Speedway WISSOTA Street Stock: Street Stock Tour Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | Ty Olson (Pro Legends) | 1st | - | - | 15th (DNF) |
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| 6/30/2023 | McLean County Speedway - Underwood, ND IMCA Modified Special Non-Winged Sprints, Semi-Pro Legends, Generic 1, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Ty Olson (Semi-Pro Legends) | 2nd | - | - | 10th |
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| 7/1/2023 | Southwest Speedway - Dickinson, ND Regular Night with Wingless Sprint Cars Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 5th | - | - | 9th |
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| 7/6/2023 | Tri County Speedway - Wishek, ND 5th Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ty Olson (Young Lions Legends) | 4th | - | - | 12th |
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| 7/7/2023 | Dacotah Speedway - Mandan, ND Mandan Dirt Series + Night of the Legends Hobby Stocks, A Modifieds, Semi-Pro Legends, Masters Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 5th | - | - | 17th |
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| 7/13/2023 | Tri County Speedway - Wishek, ND Fair Race Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ty Olson (Young Lions Legends) | 6th | - | - | 5th |
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| 7/14/2023 | Tri County Speedway - Wishek, ND Fair Race Night 2 Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ty Olson (Young Lions Legends) | 3rd | - | - | 1st |
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| 7/15/2023 | Jamestown Speedway - Jamestown, ND Legend's Special & Kid's Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 6th | - | - | 10th |
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| 7/16/2023 | Buffalo River Speedway - Glyndon, MN POWRi MKLS at Buffalo River Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints B Modifieds, Pro Legends, IMCA Modified, IMCA Hobby Stock | Results | | Ty Olson (Pro Legends) | 3rd | - | - | - |
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| 7/20/2023 | Tri County Speedway - Wishek, ND Makeup race from May Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ty Olson (Young Lions Legends) | 1st | - | - | 5th |
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| 7/21/2023 | Dacotah Speedway - Mandan, ND Mandan Dirt Series Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 5th | - | - | 14th |
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| 7/22/2023 | Jamestown Speedway - Jamestown, ND Saturday Night Thunder & 1/2 Price Beer Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 11th |
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| 7/23/2023 | Buffalo River Speedway - Glyndon, MN POWRi MKLS at Buffalo River Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints B Modifieds, Pro Legends, Sport Compact, IMCA Hobby Stock, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 3rd | - | - | - |
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| 7/28/2023 | Dacotah Speedway - Mandan, ND ND Governors Cup Auto Races - Night 1 410 Sprints - Winged, Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | - | - | DNS | - |
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| 7/29/2023 | Dacotah Speedway - Mandan, ND ND Governors Cup Auto Races - Night 2 410 Sprints - Winged, Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | - | - | 4th | 19th |
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| 7/30/2023 | Buffalo River Speedway - Glyndon, MN POWRi MKLS at Buffalo River Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints B Modifieds, Pro Legends, Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 2nd | - | - | - |
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| 8/2/2023 | Red River Valley Speedway - West Fargo, ND POWRi MKLS at Red River Valley Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints Semi-Pro Legends, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 10th |
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| 8/3/2023 | Sheyenne Speedway - Lisbon, ND Sheyenne Speedway WISSOTA Midwest Mods: Rebel Midwest Mod Tour Pro Legends, Sport Compact, Pure Stock, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 4th | - | - | 7th |
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| 8/6/2023 | Nodak Speedway - Minot, ND INEX Legend Regional Qualifier Semi-Pro Legends, IMCA Hobby Stock, IMCA Sport Compact | Results | | Ty Olson (Semi-Pro Legends) | 6th | - | - | 24th (DNF) |
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| 8/10/2023 | Norman County Raceway - Ada, MN Minnkota Legends Tour plus Late Models Semi-Pro Legends, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car, WISSOTA Midwest Mods, WISSOTA Late Model | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 9th |
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| 8/11/2023 | Red River Valley Speedway - West Fargo, ND Throwback Night and IMCA Modified Meet and Greet Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA RaceSaver Sprint Car | Results | | Ty Olson (Semi-Pro Legends) | 2nd | - | - | 17th |
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| 8/12/2023 | Jamestown Speedway - Jamestown, ND Saturday Night Thunder & Back to School Night Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 3rd | - | - | 8th |
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| 8/17/2023 | Sheyenne Speedway - Lisbon, ND KIDS NIGHT | LEGENDS CAR TOUR Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 1st | - | - | 28th (DNF) |
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| 8/18/2023 | Red River Valley Speedway - West Fargo, ND NLRA Late Model Special - 3rd Annual Howie Schill Memorial Night 2 Semi-Pro Legends, IMCA Northern SportMod, IMCA Stock Car, WISSOTA Late Model | Results | | Ty Olson (Semi-Pro Legends) | 2nd | - | - | 13th |
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| 8/19/2023 | Jamestown Speedway - Jamestown, ND 5th Annual Carpenter Memorial, REBEL Tour Race, & JRMC Driven to Care Night WISSOTA Midwest Mods: Rebel Midwest Mod Tour Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Street Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 6th | - | - | 12th |
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| 8/24/2023 | Sheyenne Speedway - Lisbon, ND TRACK CHAMPIONSHIP | RANSOM COUNTY FAIR Pro Legends, Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 8th (DNF) | - | - | 10th |
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| 8/25/2023 | Dacotah Speedway - Mandan, ND Championship Night Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 5th | - | 4th | 18th |
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| 8/26/2023 | Big Sky Speedway - Billings, MT Harvey Ostermiller Memorial ($12,012 to win) 360 Sprints - Winged: ASCS Frontier Region Semi-Pro Legends, 350 Sprints - Non Winged, IMCA Modified | Results | | Ty Olson (Semi-Pro Legends) | 2nd | - | - | 2nd |
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| 8/27/2023 | Buffalo River Speedway - Glyndon, MN POWRi MKLS at Buffalo River Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints B Modifieds, Pro Legends, Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 1st | - | - | - |
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| 9/1/2023 | Red River Valley Speedway - West Fargo, ND POWRi MKLS at Red River Valley Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Ty Olson (Semi-Pro Legends) | 4th | - | - | 13th |
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| 9/8/2023 | Tri County Speedway - Wishek, ND Saurkraut 500 Night 1 Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ty Olson (Young Lions Legends) | 2nd | - | - | 11th |
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| 9/9/2023 | Buffalo River Speedway - Glyndon, MN POWRi MKLS at Buffalo River Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints 305 Sprints - Winged, B Modifieds, Pro Legends, Sport Compact, IMCA Modified, IMCA Hobby Stock | Results | | Ty Olson (Pro Legends) | 2nd | - | - | - |
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| 9/10/2023 | Buffalo River Speedway - Glyndon, MN POWRi MKLS at Buffalo River Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints 305 Sprints - Winged, B Modifieds, Pro Legends, Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 2nd | - | - | - |
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| 9/17/2023 | Buffalo River Speedway - Glyndon, MN POWRi MKLS at Buffalo River Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints B Modifieds, Pro Legends, Dwarf, Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Street Stock | Results | | Ty Olson (Pro Legends) | 1st | - | - | - |
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| 9/30/2023 | Dacotah Speedway - Mandan, ND Oktoberfest - Night 2 Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ty Olson (Semi-Pro Legends) | 3rd | - | - | 8th |
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| 10/6/2023 | Jamestown Speedway - Jamestown, ND 52nd Annual Jamestown Stock Car Stampede - Rescheduled Date Semi-Pro Legends, Pure Stock, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, Junior Slingshots | Results | | Ty Olson (Semi-Pro Legends) | 2nd | - | - | 9th |
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| 11/9/2023 | Fayetteville Motor Speedway - Fayetteville, NC | Results | | Ty Olson (Pro Legends) | - | - | - | - |
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| 11/10/2023 | Fayetteville Motor Speedway - Fayetteville, NC INEX Dirt Nationals Friday Young Lions Legends: U.S. Legend Cars International Outlaws, Semi-Pro Legends, Pro Legends, Masters Legends | Results | | Ty Olson (Young Lions Legends) | 2nd | - | - | 8th |
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| 11/11/2023 | Fayetteville Motor Speedway - Fayetteville, NC INEX Dirt Nationals Saturday Young Lions Legends: U.S. Legend Cars International Semi-Pro Legends, Pro Legends, Masters Legends | Results | | Ty Olson (Young Lions Legends) | 4th | - | - | 4th |
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