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| 5/23/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA 2020 Spring Special Asphalt Late Models, Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 3rd | - | - | 4th |
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| 6/12/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Season Opener Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 3rd | - | - | 11th |
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| 7/5/2020 | Benton County Speedway - Vinton, IA Urbana 5 Memorial Race Pro Legends, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Cole O'Brien (Pro Legends) | 8th | - | - | 10th |
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| 7/10/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Weekly Racing - July 10 Asphalt Late Models, Hobby Stocks, Sportsmans, Masters Legends, Vintage Full Body Stock Cars, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 3rd | - | - | 4th |
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| 7/17/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Weekly Racing Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 2nd | - | - | 5th |
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| 7/24/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Weekly Racing - Be A Hero 30 Hobby Stocks, Sportsmans, Masters Legends, Vintage Full Body Stock Cars, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 2nd | - | - | 8th |
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| 7/31/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Mid-Am/Midwest Dash Night Hobby Stocks, Masters Legends, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 5th | - | - | 23rd (DNF) |
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| 8/7/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Weekly Racing Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 1st | - | - | 7th |
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| 8/9/2020 | Benton County Speedway - Vinton, IA POWRi Iowa Sprint Car League at Benton County Speedway Non-Winged Sprints: Iowa Sprint Car League Winged Outlaw, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Cole O'Brien (Pro Legends) | 7th | - | - | 9th |
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| 9/26/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Adios 2020 Fall Bash Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 1st | - | - | 8th |
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