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| 5/12/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Mother's Day Salute - Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 4th | - | - | 18th |
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| 5/26/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Military & First Responders Appreciation Night - SportMod Twin 20's Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Economy Late Models, IMCA Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 7th | - | 14th | - |
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| 6/2/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA K Motorsports Night Weekly Racing w/ Kenny Schrader Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Economy Late Models, IMCA Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 7th | - | 10th | - |
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| 6/9/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Smoky Rupp Memorial IMCA Modified Special + Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 7th | - | - | 20th |
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| 6/30/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact | Rain Out |
| 7/5/2019 | Independence Motor Speedway - Independence, IA Dirt Super Late Models: World of Outlaws - Late Models Stock Cars, A Modifieds | Results | | Keith Pittman (A Modifieds) | - | - | - | 10th |
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| 7/7/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Economy Late Models, IMCA Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 8th | - | - | 16th |
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| 7/14/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Merfeld Brothers Automotive Night Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact | Rain Out |
| 7/21/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Eichman's Bar & Grill Late Model Season Championship - Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Economy Late Models, IMCA Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 5th | - | - | 10th |
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| 7/24/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Open Wheel Wednesday Fair Race 360 Sprints - Winged: Sprint Invaders A Modifieds, B Modifieds, Pro Legends | Results | | Keith Pittman (A Modifieds) | 6th | - | - | 15th |
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| 7/28/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Julien Dubuque Classic Fair Race Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Vintage Modifieds, IMCA Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 3rd | - | - | 21st |
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| 8/4/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Economy Late Models, Sport Compact | Results | | Keith Pittman (A Modifieds) | 6th | - | - | 10th |
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| 8/7/2019 | 300 Raceway - Farley, IA Cen-pe-co Lubricants Wednesday Night Racing Stock Cars, A Modifieds, B Modifieds, IMCA Late Models | Results | | Keith Pittman (A Modifieds) | 8th | - | - | DNS |
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| 8/11/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Ahern Fire Protection Kids Back to School Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Semi-Pro Legends, Sport Compact | Results | | Keith Pittman (A Modifieds) | 6th | - | - | 8th |
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| 8/22/2019 | 300 Raceway - Farley, IA 42nd Annual Yankee Dirt Track Classic Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds | Results | | Keith Pittman (A Modifieds) | 4th | - | 6th | - |
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| 8/25/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Trackside Bar & Grill Season Championship Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Semi-Pro Legends, Pro Legends, Sport Compact | Results | | Keith Pittman (A Modifieds) | 4th | - | - | 11th |
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