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| 5/17/2019 | Paragon Speedway - Paragon, IN Friday Night Racing DIRTcar UMP Modifieds, Stock Cars, 410 Sprints - Non-Winged, Hornets, Super Stocks | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 5th | - | - | 4th |
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| 5/18/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 8th | - | - | 7th |
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| 5/25/2019 | Charleston Speedway - Charleston, IL B Mod Special $550 to win $80 to start. DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 3rd | - | - | 5th |
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| 6/1/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 4th | - | - | 7th | | Kenny Carmichael Sr (Economy Late Models) | - | - | - | - |
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| 6/8/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 6/28/2019 | Terre Haute Action Track - Terre Haute, IN World Of Outlaw LM vs. Summer National LM Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 8th | - | - | 12th |
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| 6/29/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 3rd | - | - | 6th | | Kenny Carmichael Sr (Economy Late Models) | 4th | - | - | 6th |
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| 7/5/2019 | Lincoln Park Speedway - Putnamville, IN Bill Gardner Sprintacular 410 Sprints - Non-Winged: Midwest Sprint Car Series MSCS DIRTcar UMP Modifieds, Factory Stocks, Super Stocks | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 3rd | - | - | 5th |
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| 7/6/2019 | Lincoln Park Speedway - Putnamville, IN Bill Gardner Sprintacular Night Two 410 Sprints - Non-Winged: Midwest Sprint Car Series MSCS DIRTcar UMP Modifieds, Factory Stocks, Super Stocks | Rain Out |
| 7/13/2019 | Charleston Speedway - Charleston, IL Neal Tire $700 to Win $125 to start A-Mod Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 3rd | - | - | 7th |
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| 7/20/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 1st | - | - | 2nd | | Kenny Carmichael Sr (Economy Late Models) | 4th | - | - | 5th |
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| 7/27/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 2nd | - | - | 3rd |
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| 8/3/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets, Economy Late Models | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 1st | - | - | 6th | | Kenny Carmichael Sr (Economy Late Models) | 1st | - | - | 13th (DNF) |
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| 8/9/2019 | Paragon Speedway - Paragon, IN Friday Night Racing DIRTcar UMP Modifieds, Stock Cars, 410 Sprints - Non-Winged, Hornets, Super Stocks | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 2nd | - | - | 2nd |
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| 8/10/2019 | Charleston Speedway - Charleston, IL Autograph Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 2nd | - | - | 2nd |
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| 8/17/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 3rd | - | - | 5th | | Kenny Carmichael Sr (Economy Late Models) | 3rd | - | - | 5th |
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| 8/24/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 4th | - | - | 8th |
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| 8/31/2019 | Charleston Speedway - Charleston, IL Hornet Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 3rd | - | - | 4th |
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| 9/7/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 2nd | - | - | 5th |
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| 9/14/2019 | Charleston Speedway - Charleston, IL Freaky 40 For Bmods DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models, 600cc Modifieds | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 4th | - | - | 7th | | Kenny Carmichael Sr (Economy Late Models) | 3rd | - | - | 3rd |
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| 9/21/2019 | Charleston Speedway - Charleston, IL Double Points Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models, 600cc Modifieds | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 2nd | - | - | 3rd | | Kenny Carmichael Sr (Economy Late Models) | 2nd | - | - | 1st |
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| 9/28/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Kenny Carmichael Sr (DIRTcar UMP Modifieds) | 5th | - | - | 12th (DNF) |
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