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| 4/3/2021 | Slinger Super Speedway - Slinger, WI 2020 Awards Banquet/ 2021 Registration Asphalt Late Models, Asphalt Super Late Models, Asphalt Mini Stocks, Sportsmans, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Sport Mods, Asphalt Figure 8 Stock Cars, Asphalt Sport Trucks, Sport Compact, Outlaw Hobby Stocks, Honda Challenge, Figure 8 - FWD-Open | Results | | Carl Benn (Asphalt 4-Cylinders) | - | - | - | - | | Carl Benn (Asphalt Sport Mods) | - | - | - | - |
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| 4/25/2021 | Slinger Super Speedway - Slinger, WI Big 8 Series 88 Asphalt Late Models, Sportsmans, Asphalt 4-Cylinders, Asphalt Sport Mods, Asphalt Figure 8 Stock Cars, Sport Compact | Results | | Carl Benn (Asphalt Sport Mods) | 4th | - | - | 4th |
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| 5/8/2021 | Dells Raceway Park - Wisconsin Dells, WI Midwest Lifestyles Construction 59th Season Opener 6pm Asphalt Late Models, Midwest Modifieds, Bandits, Asphalt Sportsman Late Models | Results | | Carl Benn (Midwest Modifieds) | - | 8th | - | 14th |
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| 5/22/2021 | Dells Raceway Park - Wisconsin Dells, WI Southern Aprons Challenge Night-Tribute to Johnny Ziegler-Full Program of Racing 6pm Asphalt Late Models, Midwest Modifieds, Pro Legends, Asphalt Pure Stocks | Results | | Carl Benn (Midwest Modifieds) | - | - | - | - |
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| 5/29/2021 | Dells Raceway Park - Wisconsin Dells, WI Lyle Nabbefeldt 55 Tribute Night-CWRA Super Late Models 6pm Stock Cars, Bandits, Young Guns, Pro Legends, Asphalt Sportsman Late Models, Generic 1 | Results | | Carl Benn (Bandits) | 3rd | - | - | 14th |
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| 5/30/2021 | Slinger Super Speedway - Slinger, WI EH Wolf & Sons FIREWORKS!! Asphalt Super Late Models, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Sport Compact, Honda Challenge | Results | | Carl Benn (Asphalt 4-Cylinders) | 10th | - | - | 1st |
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| 7/4/2021 | Slinger Super Speedway - Slinger, WI Mopar Night Asphalt Late Models, Sportsmans, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Sport Mods, Asphalt Figure 8 Stock Cars, Honda Challenge | Results | | Carl Benn (Asphalt Sport Mods) | 5th | - | - | 7th (DNF) |
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| 7/11/2021 | Slinger Super Speedway - Slinger, WI Small Car Nationals Asphalt Mini Stocks, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Sport Trucks, Muscle Car, Sport Compact, Honda Challenge, Figure 8 - FWD-Open | Results | | Carl Benn (Asphalt 4-Cylinders) | 8th | - | - | 10th (DNF) |
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| 7/18/2021 | Slinger Super Speedway - Slinger, WI Milwaukee Semper Fidelis All American Race Asphalt Late Models, Asphalt Super Late Models, Sportsmans, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Figure 8 Stock Cars | Results | | Carl Benn (Asphalt 4-Cylinders) | 3rd | - | - | 2nd |
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| 7/25/2021 | Slinger Super Speedway - Slinger, WI Hog Night PLUS Kids Bike Night Asphalt Late Models, Asphalt Super Late Models, Sportsmans, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Sport Compact | Results | | Carl Benn (Asphalt 4-Cylinders) | 3rd | - | - | 1st |
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| 8/1/2021 | Slinger Super Speedway - Slinger, WI Obermeyer’s 41 Auto Body Hot Rod Night & Car Show Asphalt Late Models, Asphalt Super Late Models, Outlaws, Asphalt 4-Cylinders, Asphalt Sport Mods, Asphalt Figure 8 Stock Cars | Results | | Carl Benn (Asphalt Sport Mods) | 2nd | - | - | 5th |
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| 8/15/2021 | Slinger Super Speedway - Slinger, WI Carl Wegner Memorial PLUS Make A Wish Night Asphalt Late Models, Asphalt Super Late Models, Sportsmans, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Figure 8 Stock Cars | Results | | Carl Benn (Asphalt 4-Cylinders) | 7th | - | - | 14th |
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| 8/22/2021 | Slinger Super Speedway - Slinger, WI Memorial Go-Kart Tribute Night Asphalt Late Models, Pro Legends, Asphalt Street Stocks, Sport Compact, Figure 8 - FWD-Open | Results | | Carl Benn (Sport Compact) | 3rd | - | - | 3rd | | Carl Benn (Figure 8 - FWD-Open) | - | - | - | 3rd |
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| 8/29/2021 | Slinger Super Speedway - Slinger, WI Milwaukee Tools Presents a Night at the Races Asphalt Super Late Models, Sportsmans, Outlaws, Asphalt 4-Cylinders, Asphalt Sport Mods, Asphalt Figure 8 Stock Cars | Results | | Carl Benn (Asphalt Sport Mods) | 4th | - | - | 4th |
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| 9/5/2021 | Slinger Super Speedway - Slinger, WI Labor Day Celebration FIREWORKS Asphalt Late Models, Asphalt Super Late Models, Sportsmans, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Sport Compact | Results | | Carl Benn (Asphalt 4-Cylinders) | 7th | - | - | 4th |
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| 9/12/2021 | Slinger Super Speedway - Slinger, WI Championship Sunday Asphalt Late Models, Asphalt Mini Stocks, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Muscle Car | Results | | Carl Benn (Asphalt 4-Cylinders) | - | - | - | 1st |
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| 9/19/2021 | Slinger Super Speedway - Slinger, WI Wisconsin Invitational Bracket Generic 2, Honda Challenge | Results | | Carl Benn (Generic 2) | - | - | - | 16th | | Carl Benn (Honda Challenge) | 4th | - | - | 3rd | | Carl Benn (Full Size Cars) | 6th (DNF) | - | - | 5th |
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