| | Heat | Dash | B Feature | A Feature |
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| 5/3/2014 | Sycamore Speedway - Sycamore, IL Winged A-Class: Badger 600 Winged Micros Winged Outlaw | Results | | Preston Benisch (Winged A-Class) | 3rd | - | - | 8th |
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| 5/9/2014 | Wilmot Raceway - Wilmot, WI Winged A-Class: Badger 600 Winged Micros Winged Outlaw, Semi-Pro Legends | Results | | Preston Benisch (Winged A-Class) | 2nd | - | - | 8th |
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| 6/22/2014 | Angell Park Speedway - Sun Prairie, WI Winged A-Class: Badger 600 Winged Micros 410 Sprints - Non-Winged: USAC National Sprint Cars Midgets, Winged Outlaw | Results | | Preston Benisch (Winged A-Class) | 4th | - | - | 5th |
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| 7/5/2014 | Angell Park Speedway - Sun Prairie, WI Midgets: USAC National Midgets with POWRi Winged A-Class: Badger 600 Winged Micros Winged Outlaw | Results | | Preston Benisch (Winged A-Class) | 4th | - | - | 14th |
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| 7/6/2014 | Angell Park Speedway - Sun Prairie, WI Midgets: USAC National Midgets with POWRi Winged A-Class: Badger 600 Winged Micros Winged Outlaw | Results | | Preston Benisch (Winged A-Class) | 6th | - | - | 17th |
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| 7/20/2014 | Angell Park Speedway - Sun Prairie, WI Winged A-Class: Badger 600 Winged Micros Midgets, Winged Outlaw, Semi-Pro Legends | Results | | Preston Benisch (Winged A-Class) | 6th | - | - | 10th |
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| 8/17/2014 | Angell Park Speedway - Sun Prairie, WI Midgets: USAC National Midgets with POWRi Winged A-Class: Badger 600 Winged Micros Winged Outlaw | Results | | Preston Benisch (Winged A-Class) | 2nd | - | - | 14th |
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