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| 6/6/2014 | Rapid Speedway - Rock Rapids, IA USMTS Special & USRA Iron Man Challenge presented by Reaves Building Services DIRTcar UMP Modifieds, DIRTcar Sportsmans, Hobby Stocks, Stock Cars, B Modifieds | Results | | Todd Boulware (B Modifieds) | 3rd | - | - | 11th |
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| 7/11/2014 | Park Jefferson International Speedway - Jefferson, SD ASCS Sprint Cars/Minnesota Mafia Sprints 360 Sprints - Winged: ASCS Midwest Region with Minnesota Mafia Hobby Stocks, B Modifieds, Hornets | Results | | Todd Boulware (B Modifieds) | 1st | - | - | 5th |
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| 7/12/2014 | Park Jefferson International Speedway - Jefferson, SD Carlson Clash with Stock Cars Hobby Stocks, Stock Cars, Sportsmans, A Modifieds, Hornets | Results | | Todd Boulware (A Modifieds) | 8th (DNF) | - | - | 5th |
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| 7/26/2014 | Park Jefferson International Speedway - Jefferson, SD Heartland Chiropractic Associates Hobby Stocks, Stock Cars, Sportsmans, A Modifieds, B Modifieds, Hornets | Results | | Todd Boulware (B Modifieds) | - | - | - | 1st |
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| 8/16/2014 | Park Jefferson International Speedway - Jefferson, SD ASCS Sprint Cars w/Minnesota Mafia 360 Sprints - Winged: ASCS Midwest Region with Minnesota Mafia Hobby Stocks, B Modifieds, Hornets | Results | | Todd Boulware (B Modifieds) | - | - | - | 2nd |
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| 9/12/2014 | Park Jefferson International Speedway - Jefferson, SD The IRON CUP - Pole Dash Night Hobby Stocks, Stock Cars, Sportsmans, A Modifieds, B Modifieds, Hornets | Results | | Todd Boulware (B Modifieds) | - | - | - | - |
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| 9/13/2014 | Park Jefferson International Speedway - Jefferson, SD The IRON CUP w/SLMR Late Models Dirt Super Late Models, Hobby Stocks, Stock Cars, Sportsmans, A Modifieds, B Modifieds, Hornets | Results | | Todd Boulware (B Modifieds) | 1st | 1st | - | - |
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| 9/14/2014 | Park Jefferson International Speedway - Jefferson, SD The IRON CUP - Championship Hobby Stocks, Stock Cars, Sportsmans, A Modifieds, B Modifieds, Hornets | Results | | Todd Boulware (B Modifieds) | - | - | - | 1st |
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