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| 5/30/2020 | Southwest Speedway - Dickinson, ND BURN THE BOOKS Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ivan Sailer (Semi-Pro Legends) | 1st | - | - | 1st |
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| 6/5/2020 | Dacotah Speedway - Mandan, ND Mandan Dirt Series at Dacotah Speedway Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 2nd | - | - | 3rd |
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| 6/11/2020 | Tri County Speedway - Wishek, ND Season opener Hobby Stocks, Stock Cars, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ivan Sailer (Young Lions Legends) | 3rd | - | - | 2nd |
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| 6/12/2020 | Dacotah Speedway - Mandan, ND Mandan Dirt Series with WISSOTA Street Stock Tour Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 2nd | - | - | 3rd |
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| 6/19/2020 | Dacotah Speedway - Mandan, ND Mandan Dirt Series at Dacotah Speedway Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 1st | - | - | 2nd |
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| 6/20/2020 | Southwest Speedway - Dickinson, ND 3RD ANNUAL RICHARD JORDAN MEMORIAL RACE Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ivan Sailer (Semi-Pro Legends) | 1st | - | - | 13th (DNF) |
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| 6/25/2020 | Tri County Speedway - Wishek, ND Hobby Stocks, Stock Cars, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ivan Sailer (Young Lions Legends) | 2nd | - | - | 4th |
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| 6/26/2020 | McLean County Speedway - Underwood, ND MCRA Midsummer Caos Night 1 Hobby Stocks, Non-Winged Sprints, Semi-Pro Legends, Generic 1, WISSOTA Late Model, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 2nd | - | - | 3rd |
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| 6/27/2020 | Southwest Speedway - Dickinson, ND LADIES NIGHT Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ivan Sailer (Semi-Pro Legends) | 3rd | - | - | 8th |
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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 |
| 7/9/2020 | Tri County Speedway - Wishek, ND POWRi Minn-Kota Lightning Sprints at Tri County Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ivan Sailer (Young Lions Legends) | 3rd | - | - | 13th |
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| 7/10/2020 | Tri County Speedway - Wishek, ND POWRi Minn-Kota Lightning Sprints at Tri County Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints Hobby Stocks, Young Lions Legends, Sport Compact, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ivan Sailer (Young Lions Legends) | 2nd | - | - | 6th |
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| 7/23/2020 | Tri County Speedway - Wishek, ND Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ivan Sailer (Young Lions Legends) | 3rd | - | - | 3rd |
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| 7/24/2020 | Dacotah Speedway - Mandan, ND Mandan Dirt Series Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Rain Out |
| 7/25/2020 | Southwest Speedway - Dickinson, ND FIRST RESPONDER NIGHT Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ivan Sailer (Semi-Pro Legends) | 3rd | - | - | 12th |
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| 7/31/2020 | Dacotah Speedway - Mandan, ND North Dakota Governor's Cup - Night 1 410 Sprints - Winged, Winged Sprints, Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 4th | - | - | 4th |
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| 8/1/2020 | Dacotah Speedway - Mandan, ND North Dakota Governor's Cup - Night 2 410 Sprints - Winged, Winged Sprints, Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 2nd | - | - | 21st (DNF) |
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| 8/6/2020 | Tri County Speedway - Wishek, ND Hobby Stocks, Young Lions Legends, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Ivan Sailer (Young Lions Legends) | 5th | - | - | 4th |
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| 8/7/2020 | McLean County Speedway - Underwood, ND Tougher Than Dirt Tour Night IMCA Northern SportMod: Tougher Than Dirt Tour Street Stocks, Semi-Pro Legends, Generic 1, IMCA Hobby Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 5th | - | - | 3rd |
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| 8/8/2020 | Southwest Speedway - Dickinson, ND BATTLE OF THE BELTS Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ivan Sailer (Semi-Pro Legends) | 2nd | - | - | 6th |
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| 8/14/2020 | Dacotah Speedway - Mandan, ND Dacotah Speedway 30th Anniversary Special Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 4th | - | - | 17th |
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| 8/15/2020 | Jamestown Speedway - Jamestown, ND Guns & Hoses Night/Back to School Night A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Ivan Sailer (Semi-Pro Legends) | 3rd | - | - | 14th |
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| 8/21/2020 | Dacotah Speedway - Mandan, ND 12th Annual Drive to Survive with Mandan Dirt Series Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 3rd | - | - | 8th |
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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 | | Ivan Sailer (Semi-Pro Legends) | 4th | - | - | 20th |
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| 8/28/2020 | Dacotah Speedway - Mandan, ND Mandan Dirt Series CHAMPIONSHIP NIGHT Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 3rd | - | - | 20th (DNF) |
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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 | | Ivan Sailer (Semi-Pro Legends) | 5th | - | - | 8th |
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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 | | Ivan Sailer (Semi-Pro Legends) | 6th | - | - | 22nd (DNF) |
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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 | | Ivan Sailer (Semi-Pro Legends) | 2nd | - | - | 7th |
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| 10/2/2020 | Dacotah Speedway - Mandan, ND Oktoberfest - Night 1 Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | DNS | - | - | 10th |
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| 10/3/2020 | Southwest Speedway - Dickinson, ND OCTOBERFEST Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Ivan Sailer (Semi-Pro Legends) | 2nd | - | - | 6th |
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