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| 4/19/2019 | Marshalltown Speedway - Marshalltown, IA Sleeping Angels Night with MBSLM Late Models Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Dwarf | Results | | Tim Simpson (Dirt Super Late Models) | 6th | - | 4th | - |
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| 4/20/2019 | Cedar County Raceway - Tipton, IA IMCA Late Models: Deery Brothers Summer Series | Results | | Tim Simpson (IMCA Late Models) | 3rd | - | - | 12th |
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| 4/26/2019 | Davenport Speedway - Davenport, IA Koelher Electric Season Opener A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Sport Compact | Results | | Tim Simpson (Dirt Late Models) | 2nd | - | - | 6th |
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| 5/4/2019 | West Liberty Raceway - West Liberty, IA MLRA Late Models Dirt Super Late Models: Lucas Oil MLRA | Results | | Tim Simpson (Dirt Super Late Models) | 7th | - | - | 21st |
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| 5/16/2019 | 34 Raceway - West Burlington, IA TruAcre Technology & JJ Nichting Present Lucas Oil Dirt Late Model Series Dirt Super Late Models: Lucas Oil Late Model Dirt Series Stock Cars, A Modifieds, 2WD Trucks | Results | | Tim Simpson (Dirt Super Late Models) | 8th (DNF) | - | DNS | - |
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| 5/17/2019 | 300 Raceway - Farley, IA Truck Country 50 featuring Lucas Oil Late Model Dirt Series Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds, B Modifieds | Results | | Tim Simpson (Dirt Super Late Models) | 9th | - | 7th | 21st (DNF) |
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| 6/7/2019 | Davenport Speedway - Davenport, IA Davenport Speedway Weekly Racing A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Sport Compact | Results | | Tim Simpson (Dirt Late Models) | 4th | - | - | 4th |
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| 6/15/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA MLRA Late Models Dirt Super Late Models: Lucas Oil MLRA | Results | | Tim Simpson (Dirt Super Late Models) | 8th | - | - | 12th |
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| 7/5/2019 | Independence Motor Speedway - Independence, IA Dirt Super Late Models: World of Outlaws - Late Models Stock Cars, A Modifieds | Results | | Tim Simpson (Dirt Super Late Models) | 7th (DNF) | - | - | 21st (DNF) |
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| 7/12/2019 | Davenport Speedway - Davenport, IA $1000 to win Late Models & Modifieds - Draw/Redraw all classes A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Sport Compact | Results | | Tim Simpson (Dirt Late Models) | 4th | - | - | 16th |
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| 7/24/2019 | Davenport Speedway - Davenport, IA World Of Outlaws Morton Buildings Late Model Series Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, B Modifieds | Results | | Tim Simpson (Dirt Super Late Models) | 8th (DNF) | - | - | 20th (DNF) |
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| 8/16/2019 | Davenport Speedway - Davenport, IA Davenport Speedway Weekly Racing A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Sport Compact | Results | | Tim Simpson (Dirt Late Models) | 4th | - | - | 7th |
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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 | | Tim Simpson (Dirt Super Late Models) | 7th | - | 9th | - |
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| 8/23/2019 | Davenport Speedway - Davenport, IA Davenport Speedway Season Championship A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Sport Compact | Results | | Tim Simpson (Dirt Late Models) | 1st | - | - | 5th |
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| 8/24/2019 | West Liberty Raceway - West Liberty, IA IMCA Late Models: Deery Brothers Summer Series | Results | | Tim Simpson (IMCA Late Models) | 5th | - | 10th | 22nd |
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| 9/12/2019 | Knoxville Raceway - Knoxville, IA Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Tim Simpson (Dirt Super Late Models) | 9th | - | DNS | - |
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| 9/13/2019 | Knoxville Raceway - Knoxville, IA Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Tim Simpson (Dirt Super Late Models) | 9th | - | DNS | - |
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| 10/12/2019 | Fairbury Speedway - Fairbury, IL FALS FRENZY DIRTcar Late Models, DIRTcar UMP Modifieds, Street Stocks, Pro Late Model, WISSOTA Modifieds | Results | | Tim Simpson (DIRTcar Late Models) | 8th | - | 7th | - |
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