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| 5/14/2021 | Dacotah Speedway - Mandan, ND Mandan Dirt Series Hobby Stocks, Semi-Pro Legends, Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 7th | - | - | 18th |
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| 5/15/2021 | Southwest Speedway - Dickinson, ND Regular Night Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 4th | - | - | 15th (DNF) |
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| 5/22/2021 | Gillette Thunder Speedway - Gillette, WY $ Month of Money $ Series IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Brian Brennan (IMCA Modified) | 4th | - | - | 7th |
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| 5/29/2021 | Gillette Thunder Speedway - Gillette, WY $ Month of Money $ Series IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Brian Brennan (IMCA Modified) | 4th | - | - | 8th |
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| 6/4/2021 | Dacotah Speedway - Mandan, ND Ironman 100 - Night 1 Semi-Pro Legends, IMCA Modified, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 7th | - | 12th | - |
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| 6/5/2021 | Dacotah Speedway - Mandan, ND Ironman 100 - Night 2 - $5000 to Win Mods Hobby Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact | Results | | Brian Brennan (IMCA Modified) | - | - | - | 20th (DNF) |
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| 6/12/2021 | Gillette Thunder Speedway - Gillette, WY ASCS Elite North - Non-Wing Sprint Car Tour Non-Winged Sprints, 305 Sprints - Non-Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Brian Brennan (IMCA Modified) | 6th (DNF) | - | - | 9th |
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| 6/19/2021 | Gillette Thunder Speedway - Gillette, WY WISSOTA Mod 4 Black Jack Special IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Brian Brennan (IMCA Modified) | 6th (DNF) | - | - | 6th |
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| 7/3/2021 | Gillette Thunder Speedway - Gillette, WY IMCA Hobby Stock + Wissota Mod 4 Specials IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Brian Brennan (IMCA Modified) | 2nd | - | - | 6th |
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| 7/10/2021 | Jamestown Speedway - Jamestown, ND 32nd Annual Dakota Classic Modified Tour IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 9th (DNF) | - | 12th | - |
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| 7/11/2021 | Nodak Speedway - Minot, ND Dakota Classic Modified Tour IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 9th (DNF) | - | DNS | - |
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| 7/12/2021 | Nodak Speedway - Minot, ND Dakota Mod Tour/Sponsor Dynamic Auto Solutions IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 10th | - | 9th | - |
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| 7/13/2021 | Williston Basin Speedway - Williston, ND DAKOTA CLASSIC MODIFIED TOUR 2021-SPONSORED BY BULLET TRANSMISSION & THP PHOTOGRAPHY IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 9th (DNF) | - | DNS | - |
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| 7/15/2021 | Dacotah Speedway - Mandan, ND Dakota Classic Modified Tour - Championship Night IMCA Modified: Dakota Classic Modified Tour Semi-Pro Legends, IMCA Stock Car | Results | | Brian Brennan (IMCA Modified) | 8th | - | 10th | - |
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| 7/17/2021 | Gillette Thunder Speedway - Gillette, WY IMCA Modified .38 Special Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Brian Brennan (IMCA Modified) | 3rd | - | - | 5th |
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| 7/30/2021 | Dacotah Speedway - Mandan, ND ND Governors Cup Auto Races - Night 1 410 Sprints - Winged: Northern Outlaw Sprint Association Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | - | - | - | 24th (DNF) |
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| 7/31/2021 | Dacotah Speedway - Mandan, ND ND Governors Cup Auto Races - Night 2 410 Sprints - Winged: Northern Outlaw Sprint Association Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 6th | - | - | 25th (DNF) |
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| 8/7/2021 | Gillette Thunder Speedway - Gillette, WY Regular Race Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Brian Brennan (IMCA Modified) | 2nd | - | - | 11th |
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| 8/13/2021 | Sheridan Speedway - Sheridan, WY I 90 - Night 1 - Sponsored by TireRama and Powder River Power of Sheridan Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 5th | - | - | 9th |
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| 8/14/2021 | Sheridan Speedway - Sheridan, WY I 90 - Night 2 Sponsored by McDonald's Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 3rd | - | - | 19th (DNF) |
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| 8/21/2021 | Gillette Thunder Speedway - Gillette, WY Points Championship Night WISSOTA R.O.C Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Brian Brennan (IMCA Modified) | 3rd | - | - | 10th |
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| 9/3/2021 | Gillette Thunder Speedway - Gillette, WY 21ST ANNUAL EAST-WEST CLASH IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 1st | - | - | DNS |
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| 9/4/2021 | Gillette Thunder Speedway - Gillette, WY 21ST ANNUAL EAST-WEST CLASH Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 8th | - | 10th | - |
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| 9/5/2021 | Gillette Thunder Speedway - Gillette, WY 21ST ANNUAL EAST-WEST CLASH CHAMPIONSHIP Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 6th | - | 4th | 19th (DNF) |
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| 9/24/2021 | Sheridan Speedway - Sheridan, WY Fall Classic - Sponsored by Big Horn Radio Network IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 3rd | - | - | 11th |
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| 9/25/2021 | Sheridan Speedway - Sheridan, WY Fall Classic - Sponsored by Sheridan Motorsports Association IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Brian Brennan (IMCA Modified) | 6th (DNF) | - | - | 11th |
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| 10/1/2021 | Dacotah Speedway - Mandan, ND Oktoberfest - Night 1 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 (DNF) | - | - | - |
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| 10/2/2021 | Dacotah Speedway - Mandan, ND Oktoberfest - Night 2 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 | 24th (DNF) |
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