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| 4/27/2019 | Shawano Speedway - Shawano, WI Regular race night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | 6th |
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| 5/4/2019 | Shawano Speedway - Shawano, WI Tribute to Gary Effenberger Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 6th | - | - | 7th |
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| 5/24/2019 | Outagamie Speedway - Seymour, WI Dirt Late Models: Dirt Kings Late Model Tour | Results | | Joel Bennett (Dirt Late Models) | 1st | - | - | 20th |
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| 5/25/2019 | Shawano Speedway - Shawano, WI Salute to those who protect us Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 5th | - | - | 7th |
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| 6/1/2019 | Shawano Speedway - Shawano, WI Twig's Beverage Hall of Fame Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 15th |
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| 6/8/2019 | Shawano Speedway - Shawano, WI Reinhart Foods Employee Appreciation Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | 7th |
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| 6/22/2019 | Shawano Speedway - Shawano, WI Tribute to the Go Karters Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 7th |
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| 7/6/2019 | Shawano Speedway - Shawano, WI 22 Shell Night at the Races Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | 8th |
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| 7/13/2019 | Shawano Speedway - Shawano, WI Halloween on the Half Mile/Sall Mar Resort Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 6th | - | - | 10th |
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| 7/19/2019 | Outagamie Speedway - Seymour, WI Dirt Kings Late Models Dirt Late Models: Dirt Kings Late Model Tour | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 6th |
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| 7/27/2019 | Shawano Speedway - Shawano, WI Regular Race Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 8th |
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| 8/10/2019 | Shawano Speedway - Shawano, WI Undy 500/Thrivent-Dean Kaczorowski Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 5th | - | - | 7th |
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| 8/17/2019 | Shawano Speedway - Shawano, WI Backpack Night / Complete Office Supply Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 1st | - | - | 6th |
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| 8/24/2019 | Shawano Speedway - Shawano, WI Mike's Video/Trev's Trailers Salute to the Veteran's Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 4th | - | - | 1st |
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| 8/31/2019 | Shawano Speedway - Shawano, WI Fair Night/Fabiano Bros Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | 16th |
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| 9/7/2019 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Dirt Late Models | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 7th |
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| 9/14/2019 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI 360 Sprints - Winged: Midwest Sprint Car Association Dirt Late Models | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | 10th |
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| 9/21/2019 | Outagamie Speedway - Seymour, WI Dirt Kings Late Models Dirt Late Models: Dirt Kings Late Model Tour | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 13th |
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| 9/26/2019 | 141 Speedway - Maribel, WI 10th Annual Creek Classic Practice Night Dirt Late Models: Dirt Kings Late Model Tour | Results | | Joel Bennett (Dirt Late Models) | 7th | - | - | 16th |
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