| | Heat | Dash | B Feature | A Feature |
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| 6/1/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 1st | - | - | - |
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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 | | Jack Miles (Restricted 'A' Class) | 1st | - | - | - |
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| 7/6/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 5th | - | - | - |
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| 7/13/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 2nd | - | - | - |
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| 8/3/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 2nd | - | - | - |
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| 8/10/2019 | Coles County Speedway - Mattoon, IL Weekly Race Winged Outlaw: American Micro Sprint Association Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Jack Miles (Restricted 'A' Class) | 1st | - | - | - |
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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 | | Jack Miles (Restricted 'A' Class) | 2nd | - | - | - |
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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 | | Jack Miles (Restricted 'A' Class) | 1st | - | - | - |
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| 8/24/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 1st | - | - | - |
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| 8/31/2019 | Coles County Speedway - Mattoon, IL Weekly Race Winged Outlaw: American Micro Sprint Association Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Jack Miles (Restricted 'A' Class) | 1st | - | - | - |
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| 9/7/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 1st | - | - | - |
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| 9/13/2019 | Coles County Speedway - Mattoon, IL Weekly Race Winged Outlaw: American Micro Sprint Association Economy Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Jack Miles (Restricted 'A' Class) | 2nd | - | - | - |
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| 9/14/2019 | Wayne County Speedway - Wayne City, IL Vintage Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Jack Miles (Restricted 'A' Class) | 6th (DNF) | - | - | 6th |
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| 9/21/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 3rd | - | - | - |
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| 9/28/2019 | 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 | | Jack Miles (Restricted 'A' Class) | 5th | - | - | - |
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