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| 4/24/2021 | Shawano Speedway - Shawano, WI Regular Points Night-Dirt Kings Weather Date Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 16th |
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| 5/1/2021 | Shawano Speedway - Shawano, WI Regular Points Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 5th | - | - | 6th |
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| 5/8/2021 | Shawano Speedway - Shawano, WI Regular Points Night - Spectator Eliminators Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 1st | - | - | 5th |
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| 5/15/2021 | Shawano Speedway - Shawano, WI Regular Points Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Rain Out |
| 5/16/2021 | Wilmot Raceway - Wilmot, WI Lightning Sprints: IRA Lightning Sprints Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Dirt Late Models | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | 13th |
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| 5/22/2021 | Shawano Speedway - Shawano, WI Line-X Extreme Coatings on Clintonville Modified Special $1000 to Win Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 4th | - | - | 7th |
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| 5/29/2021 | Shawano Speedway - Shawano, WI Regular Points Night - Spectator Eliminators Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 4th | - | - | 8th |
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| 6/5/2021 | Shawano Speedway - Shawano, WI Ladies Night - first 200 women get in Free Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 3rd |
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| 6/12/2021 | 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) | 8th | - | - | DNS |
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| 6/17/2021 | Cedar Lake Speedway - New Richmond, WI 22nd Annual Masters A Modifieds, Dirt Late Models, USRA Modifieds, USRA Late Models | Results | | Joel Bennett (Dirt Late Models) | 6th | - | 10th | - |
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| 6/18/2021 | Cedar Lake Speedway - New Richmond, WI 22nd Annual Masters A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Late Models, WISSOTA Modifieds | Results | | Joel Bennett (Dirt Late Models) | 6th | - | 8th | - |
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| 6/19/2021 | Cedar Lake Speedway - New Richmond, WI 22nd Annual Masters Limited Sprints - Winged: Upper Midwest Sprint Car Series A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Late Models, WISSOTA Modifieds | Results | | Joel Bennett (Dirt Late Models) | 8th | - | 14th (DNF) | - |
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| 7/9/2021 | Mississippi Thunder Speedway - Fountain City, WI Firecracker 40 Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | 7th |
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| 7/10/2021 | Shawano Speedway - Shawano, WI Kid's Coin Drop Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 5th | - | - | 9th |
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| 7/17/2021 | Shawano Speedway - Shawano, WI Halloween on the Half Mile Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 5th | - | - | 5th |
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| 7/23/2021 | Shawano Speedway - Shawano, WI Mid-Summer Classic Stock Cars, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 6th |
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| 7/24/2021 | Shawano Speedway - Shawano, WI Mid-Summer Classic Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 4th | - | - | 5th |
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| 7/31/2021 | Shawano Speedway - Shawano, WI Racing for a Reason Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | - | - | - | - |
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| 8/14/2021 | Shawano Speedway - Shawano, WI Corn Roast Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 3rd | - | - | 9th |
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| 8/20/2021 | Mississippi Thunder Speedway - Fountain City, WI Rumble by the River 40 Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Joel Bennett (Dirt Late Models) | 6th | - | - | 13th |
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| 8/21/2021 | Shawano Speedway - Shawano, WI Regular Points Night - Spectator Eliminators Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 6th | - | - | 11th |
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| 9/4/2021 | Shawano Speedway - Shawano, WI Championship Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Joel Bennett (Dirt Late Models) | 4th | - | - | 5th |
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| 9/11/2021 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Dirt Late Models, Hornets | Results | | Joel Bennett (Dirt Late Models) | 2nd | - | - | - |
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