| | Heat | Dash | B Feature | A Feature |
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| 6/7/2019 | Coles County Speedway - Mattoon, IL AMSA 2500 to win Outlaw Wing Night 1 Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | James Bennett (Non-Wing Outlaw) | 5th | - | - | - |
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| 6/29/2019 | Coles County Speedway - Mattoon, IL Weekly Race Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | James Bennett (Non-Wing Outlaw) | 6th | - | - | - |
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| 7/20/2019 | Coles County Speedway - Mattoon, IL Weekly Race Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | James Bennett (Non-Wing Outlaw) | 6th | - | - | - |
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| 8/16/2019 | Coles County Speedway - Mattoon, IL AMSA $2500 to win Outlaw Non-Wing Night 1 Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | James Bennett (Non-Wing Outlaw) | 4th | - | - | - |
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| 8/17/2019 | Coles County Speedway - Mattoon, IL AMSA $2500 to win Outlaw Non-Wing Night 2 Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | James Bennett (Non-Wing Outlaw) | 6th (DNF) | - | - | - |
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