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| 5/17/2020 | Sheridan Speedway - Sheridan, WY SEASON OPENER!! Quarter Midgets, Dirt Mini Trucks, Dwarf, Junior Honda, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 1st | - | - | 2nd |
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| 5/23/2020 | Gillette Thunder Speedway - Gillette, WY TORC Energy Services Opening Night IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 4th | - | - | 7th |
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| 5/30/2020 | Gillette Thunder Speedway - Gillette, WY Regular Race Night IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 3rd | - | - | 11th |
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| 6/27/2020 | Gillette Thunder Speedway - Gillette, WY WISSOTA Street Stock Special IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 5th | - | - | 1st |
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| 7/10/2020 | Red River Valley Speedway - West Fargo, ND Dakota Classic Tour IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 8th | - | 13th (DNF) | - |
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| 7/11/2020 | Jamestown Speedway - Jamestown, ND POWRi Minn-Kota Lightning Sprints at Jamestown Speedway Lightning Sprints: POWRi Minn-Kota Lightning Sprints IMCA Modified: Dakota Classic Modified Tour A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends, Winged Crate Sprints, Pure Stock, All Star Slingshots, IMCA Stock Car, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Brian Brennan (IMCA Modified) | 7th | - | 11th | - |
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| 7/12/2020 | Nodak Speedway - Minot, ND Bullet Transmission Dakota Classic Modified Tour Night 3 IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 7th | - | 8th (DNF) | - |
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| 7/15/2020 | Dacotah Speedway - Mandan, ND Dakota Classic Modified Tour IMCA Modified: Dakota Classic Modified Tour A Modifieds, IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 7th | - | 7th | - |
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| 7/18/2020 | Gillette Thunder Speedway - Gillette, WY IMCA Modified .38 Special IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Brian Brennan (IMCA Modified) | 4th | - | - | 14th (DNF) |
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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 | | Brian Brennan (IMCA Modified) | 9th (DNF) | - | 17th | - |
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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 | | Brian Brennan (IMCA Modified) | 8th | - | 16th (DNF) | - |
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| 8/22/2020 | Gillette Thunder Speedway - Gillette, WY Points Championship & WISSOTA R.O.C Night IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Brian Brennan (IMCA Modified) | 5th | - | - | 11th |
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| 9/4/2020 | Gillette Thunder Speedway - Gillette, WY 20th Annual East/West Clash Night 1 IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 4th | - | 12th (DNF) | - |
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| 9/5/2020 | Gillette Thunder Speedway - Gillette, WY 20th Annual East/West Clash Night 2 IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 10th | - | 4th | - |
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| 9/6/2020 | Gillette Thunder Speedway - Gillette, WY 20th Annual East/West Clash Championship Night IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 8th (DNF) | - | 15th | - |
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| 9/11/2020 | Southwest Speedway - Dickinson, ND HARVEST SHOOTOUT Hobby Stocks, Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 8th | - | - | 12th |
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| 9/12/2020 | Southwest Speedway - Dickinson, ND HARVEST SHOOTOUT IMCA Northern SportMod: Tougher Than Dirt Tour Hobby Stocks, B Modifieds, Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 4th | - | - | 16th |
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| 9/18/2020 | Sheridan Speedway - Sheridan, WY I 90 Challenge sponsored by First Northern Bank of Wyoming & Rocky Mountain Ambulance LLC Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 7th | - | - | 14th |
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| 9/19/2020 | Sheridan Speedway - Sheridan, WY I 90 Challenge sponsored by First Northern Bank of Wyoming & Rocky Mountain Ambulance LLC Quarter Midgets, Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 4th | - | - | 18th |
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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 | | Brian Brennan (IMCA Modified) | 8th (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 | | Brian Brennan (IMCA Modified) | 9th (DNF) | - | 10th | - |
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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 | | Brian Brennan (IMCA Modified) | 6th | - | - | 16th |
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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 | | Brian Brennan (IMCA Modified) | 3rd | - | - | 16th (DNF) |
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