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| 6/1/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Kurt Hermann (Winged Outlaw) | 9th (DNF) | - | DNS | - |
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| 6/15/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Kurt Hermann (Winged Outlaw) | 6th | - | - | 17th |
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| 7/20/2019 | Southern Illinois Raceway - Marion, IL Southern Illinois Shootout Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Kurt Hermann (Winged Outlaw) | 5th | - | - | 6th |
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| 7/26/2019 | Belle-Clair Speedway - Belleville, IL Border WARS Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints Winged A-Class, B Modifieds | Results | | Kurt Hermann (Winged A-Class) | 5th | - | - | 10th |
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| 8/3/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Kurt Hermann (Winged Outlaw) | 5th | - | - | 4th |
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| 8/10/2019 | Southern Illinois Raceway - Marion, IL Race/Dwarf special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Kurt Hermann (Winged Outlaw) | 7th | - | - | 12th |
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| 8/17/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Kurt Hermann (Winged Outlaw) | 1st | - | - | 17th (DNF) |
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| 8/23/2019 | Belle-Clair Speedway - Belleville, IL Big Ten Series DIRTcar Late Models, DIRTcar UMP Modifieds, Winged A-Class, B Modifieds | Results | | Kurt Hermann (Winged A-Class) | 2nd | - | - | 6th |
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| 8/31/2019 | Wayne County Speedway - Wayne City, IL HART Non-Wing/MMSA Labor Day Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Kurt Hermann (Winged Outlaw) | 1st | - | - | 1st |
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| 9/6/2019 | Jacksonville Speedway - Jacksonville, IL Herb Barlow Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets Winged Outlaw | Results | | Kurt Hermann (Winged Outlaw) | 5th | - | - | 13th |
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| 9/7/2019 | Southern Illinois Raceway - Marion, IL Race/Chase night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Kurt Hermann (Winged Outlaw) | DNS | - | - | 20th (DNF) |
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| 9/13/2019 | Belle-Clair Speedway - Belleville, IL Midgets: POWRi Winged Outlaw | Results | | Kurt Hermann (Winged Outlaw) | 4th | - | 4th | 17th |
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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 | | Kurt Hermann (Winged Outlaw) | 7th (DNF) | - | - | 7th |
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