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| 5/4/2019 | Hamilton County Speedway - Webster City, IA Star Wars Night Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 4th | - | - | 4th |
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| 5/11/2019 | Hamilton County Speedway - Webster City, IA Teacher Appreciation Night Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 6/1/2019 | Hamilton County Speedway - Webster City, IA Ladies Night + Dirt Trucks Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Super Truck, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 4th | - | - | 5th |
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| 6/4/2019 | Marshalltown Speedway - Marshalltown, IA Arnold Motor Supply Dirt Knights Tour for IMCA Modifieds Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models | Results | | Charlie McKenna (Dirt Late Models) | DNS | - | - | 15th (DNF) |
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| 6/5/2019 | Stuart Speedway - Stuart, IA Weekly Racing Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod | Results | | Charlie McKenna (Dirt Super Late Models) | 2nd | - | - | 4th |
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| 6/8/2019 | Hamilton County Speedway - Webster City, IA USMTS A Modifieds: USMTS - United States Modified Touring Series Dirt Super Late Models, Hobby Stocks, Stock Cars, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 1st | - | - | 1st |
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| 6/27/2019 | Benton County Speedway - Vinton, IA IMCA Late Models: Deery Brothers Summer Series Hobby Stocks, Stock Cars, B Modifieds, 600cc Modifieds, Sport Compact | Results | | Charlie McKenna (IMCA Late Models) | 4th | - | - | 16th |
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| 6/29/2019 | Hamilton County Speedway - Webster City, IA Gambler's Night + Dirt Trucks Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Super Truck, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 7/6/2019 | Adams County Speedway - Corning, IA Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Charlie McKenna (Dirt Super Late Models) | 7th | - | 1st | 12th |
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| 7/11/2019 | Marshalltown Speedway - Marshalltown, IA Haverhill Social Club Casey’s General Stores Night Fast Shafts Dale DeFrance / Bill Davis Memorial Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Dwarf | Results | | Charlie McKenna (Dirt Late Models) | 3rd | - | - | 8th |
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| 7/13/2019 | Hamilton County Speedway - Webster City, IA Firefighters Appreciation Night Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 3rd | - | - | 1st |
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| 7/18/2019 | I-80 Speedway - Greenwood, NE Silver Dollar Nationals Malvern Bank Go50 Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series A Modifieds, Pro Late Model | Results | | Charlie McKenna (Dirt Super Late Models) | 3rd | - | - | 21st |
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| 7/20/2019 | Hamilton County Speedway - Webster City, IA Racer Appreciation Night Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 4th | - | - | 4th |
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| 7/24/2019 | Hamilton County Speedway - Webster City, IA Wild Card Races Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 1st | - | - | 1st |
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| 7/26/2019 | Crawford County Speedway - Denison, IA Fair Races - Featuring SLMR Late Models + Vintage Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Charlie McKenna (Dirt Super Late Models) | 8th | - | - | 10th |
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| 7/27/2019 | Hamilton County Speedway - Webster City, IA Weekly Racing Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Charlie McKenna (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 8/3/2019 | Adams County Speedway - Corning, IA Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Charlie McKenna (Dirt Super Late Models) | 9th | - | 4th | 6th |
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| 8/21/2019 | 300 Raceway - Farley, IA 42nd Annual Yankee Dirt Track Classic Dirt Super Late Models, Stock Cars, A Modifieds, B Modifieds, Generic 1 | Results | | Charlie McKenna (Generic 1) | - | - | - | - |
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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 | | Charlie McKenna (Dirt Super Late Models) | 2nd | - | - | 10th |
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| 8/23/2019 | 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 | | Charlie McKenna (Dirt Super Late Models) | - | 1st | - | 21st |
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| 9/2/2019 | Boone Speedway - Boone, IA IMCA Late Models: Deery Brothers Summer Series Hobby Stocks, B Modifieds | Results | | Charlie McKenna (IMCA Late Models) | 9th | - | 7th | - |
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| 9/12/2019 | Knoxville Raceway - Knoxville, IA Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Charlie McKenna (Dirt Super Late Models) | 5th | - | 8th | - |
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| 9/13/2019 | Knoxville Raceway - Knoxville, IA Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Charlie McKenna (Dirt Super Late Models) | 8th | - | 13th | - |
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| 9/14/2019 | Knoxville Raceway - Knoxville, IA Mobile Tech 22 (The Road to Knoxville) Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series | Results | | Charlie McKenna (Dirt Super Late Models) | 7th | - | - | 21st |
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| 10/18/2019 | Hamilton County Speedway - Webster City, IA Bruce Sommerfeld Memorial Race Dirt Super Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars | Results | | Charlie McKenna (Dirt Super Late Models) | 2nd | - | - | 1st |
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