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| 5/17/2019 | US 24 Speedway - Logansport, IN May 17 Rain out make up. Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Senior Micros | Results | | Jim Bolen (Non-Wing Outlaw) | - | - | - | 13th |
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| 5/18/2019 | Miami County Raceway - Peru, IN World Championship Final Tune-Up! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros | Results | | Jim Bolen (Non-Wing Outlaw) | 7th | - | 8th | - |
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| 5/31/2019 | US 24 Speedway - Logansport, IN weekly rain out make up Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Senior Micros | Results | | Jim Bolen (Senior Micros) | 7th | - | - | 7th |
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| 6/8/2019 | US 24 Speedway - Logansport, IN 2nd Point night A-Wing $500 to win Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Junior Sprints, Senior Micros | Results | | Jim Bolen (Non-Wing Outlaw) | 7th | - | 8th | - |
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| 6/13/2019 | US 24 Speedway - Logansport, IN Performance Electronic NW Shootout Practice Non-Wing Outlaw | Results | | Jim Bolen (Non-Wing Outlaw) | - | - | - | - |
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| 6/14/2019 | US 24 Speedway - Logansport, IN Performance Electronic NW Shootout #THEBIGDANCE Preliminary night $1000 to win Non-Wing Outlaw, Restricted Non Winged Micros | Results | | Jim Bolen (Non-Wing Outlaw) | 9th (DNF) | - | - | - |
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| 6/15/2019 | US 24 Speedway - Logansport, IN Performance Electronic NW Shootout #THEBIGDANCE $8000 to win Non-Wing Outlaw, Restricted Non Winged Micros | Results | | Jim Bolen (Non-Wing Outlaw) | - | - | - | - |
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| 7/3/2019 | Miami County Raceway - Peru, IN Firecracker 40's. $1000 to Win Non-Wing Outlaw and Outlaw Wing Plus Huge Fireworks Show! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Jim Bolen (Sportsman Micros) | 3rd | - | - | 8th |
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| 8/3/2019 | Miami County Raceway - Peru, IN Points Race #7 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Jim Bolen (Sportsman Micros) | 5th | - | - | 5th |
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| 8/24/2019 | Miami County Raceway - Peru, IN Points Race #8 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Jim Bolen (Sportsman Micros) | 2nd | - | - | 16th (DNF) |
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| 8/31/2019 | Miami County Raceway - Peru, IN Points Race #9 - "Honoring Our Military" Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Jim Bolen (Sportsman Micros) | 5th (DNF) | - | - | 11th |
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| 9/14/2019 | Miami County Raceway - Peru, IN Points Race #11 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Jim Bolen (Sportsman Micros) | 6th | - | 1st | 12th |
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| 9/21/2019 | Miami County Raceway - Peru, IN Sam Davis Memorial + Senior Shuffle! $500 to Win Senior Class! (Jr, Rest, and A Racing NW) Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Jim Bolen (Sportsman Micros) | 4th | - | 1st | 20th (DNF) | | Jim Bolen (Senior Micros) | - | - | - | 13th |
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