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| 4/17/2021 | Shawano Speedway - Shawano, WI Dirt Kings Late Model Series Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Harley Simon (Stock Cars) | 3rd | - | - | 12th |
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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 | | Harley Simon (Stock Cars) | 7th | - | 1st | 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 | | Harley Simon (Stock Cars) | 4th | - | - | 12th |
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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 | | Harley Simon (Stock Cars) | 6th | - | 2nd | 12th |
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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 |
| 5/22/2021 | 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 | | Harley Simon (Stock Cars) | 4th | - | - | 15th |
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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 | | Harley Simon (Stock Cars) | 5th | - | - | 21st (DNF) |
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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 | | Harley Simon (Stock Cars) | 2nd | - | - | 7th |
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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 | | Harley Simon (Stock Cars) | 5th | - | - | 14th |
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| 6/19/2021 | Shawano Speedway - Shawano, WI Hall of Fame Night - Ed Bertram/George Giesen Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Harley Simon (Stock Cars) | 6th | - | - | 13th |
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| 7/3/2021 | Shawano Speedway - Shawano, WI Tribute to the Veterans Stock Cars, A Modifieds, B Modifieds, Dirt 4 cyl Modifieds | Results | | Harley Simon (Stock Cars) | 3rd | - | - | 8th |
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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 | | Harley Simon (Stock Cars) | 7th | - | - | DNS |
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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 | | Harley Simon (Stock Cars) | 5th | - | - | 8th |
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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 | | Harley Simon (Stock Cars) | 6th | - | - | 25th (DNF) |
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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 | | Harley Simon (Stock Cars) | - | - | - | - |
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| 8/3/2021 | Outagamie Speedway - Seymour, WI FVP Platinum Batteries Showdown featuring the Morton Buildings World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models IMCA Modified, IMCA Stock Car | Results | | Harley Simon (IMCA Stock Car) | 8th | - | - | 10th |
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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 | | Harley Simon (Stock Cars) | 5th | - | - | 16th (DNF) |
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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 | | Harley Simon (Stock Cars) | 6th (DNF) | - | - | 15th |
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