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| 4/21/2019 | Benton County Speedway - Vinton, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Pro Legends, Dwarf, 600cc Modifieds, Sport Compact | Results | | Cole O'Brien (Pro Legends) | - | - | - | 5th |
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| 5/3/2019 | Hawkeye Downs Speedway - Cedar Rapids, IA Asphalt Late Models, Hobby Stocks, Sportsmans, Masters Legends, Vintage Full Body Stock Cars, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 1st | - | - | 17th |
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| 5/10/2019 | Hawkeye Downs Speedway - Cedar Rapids, IA Hobby Stocks, Sportsmans, Masters Legends, Hornets | Results | | Cole O'Brien (Masters Legends) | - | - | - | 1st |
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| 5/31/2019 | Hawkeye Downs Speedway - Cedar Rapids, IA Hobby Stocks, Masters Legends, Hornets, Pro Late Model | Results | | Cole O'Brien (Masters Legends) | 2nd | - | - | 3rd |
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| 6/7/2019 | Hawkeye Downs Speedway - Cedar Rapids, IA 100.7 FOX Free Night Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 1st | - | - | 4th |
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| 6/14/2019 | Hawkeye Downs Speedway - Cedar Rapids, IA Hobby Stocks, Sportsmans, Masters Legends, Vintage Full Body Stock Cars, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | - | - | - | 2nd |
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| 6/21/2019 | Hawkeye Downs Speedway - Cedar Rapids, IA Iowa State Championship Hobby Stocks, Masters Legends, Asphalt Sport Mods, Sport Compact | Results | | Cole O'Brien (Masters Legends) | 1st | - | - | 5th |
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| 6/28/2019 | Hawkeye Downs Speedway - Cedar Rapids, IA Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Cole O'Brien (Masters Legends) | 1st | - | - | 17th (DNF) |
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| 7/24/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Open Wheel Wednesday Fair Race 360 Sprints - Winged: Sprint Invaders A Modifieds, B Modifieds, Pro Legends | Results | | Cole O'Brien (Pro Legends) | 7th | - | - | 14th |
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| 8/25/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Trackside Bar & Grill Season Championship Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Semi-Pro Legends, Pro Legends, Sport Compact | Results | | Cole O'Brien (Pro Legends) | 5th | - | - | 11th |
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