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| 5/29/2021 | Whittemore Speedway - Whittemore, MI Opening Night Street Stocks, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 5th | - | - | 14th | | Jacob Wooster (Pure Stock) | - | - | - | - |
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| 6/12/2021 | Whittemore Speedway - Whittemore, MI Kids Bike Races Asphalt Economy Trucks, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 2nd | - | - | - |
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| 6/19/2021 | Whittemore Speedway - Whittemore, MI Classic Car Show Pro Legends, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 3rd | - | - | 12th |
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| 7/3/2021 | Whittemore Speedway - Whittemore, MI GOOGY 50 & FIREWORKS Street Stocks, Asphalt Economy Trucks, Asphalt Mini Stock, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 6th | - | - | 19th | | Jacob Wooster (Pure Stock) | - | - | - | - |
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| 7/10/2021 | Whittemore Speedway - Whittemore, MI Autograph Night Asphalt Economy Trucks, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 7th | - | - | 12th |
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| 8/7/2021 | Whittemore Speedway - Whittemore, MI Stay Tuned Street Stocks, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 2nd | - | - | 10th |
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| 8/14/2021 | Whittemore Speedway - Whittemore, MI Mechanics Race Street Stocks, Asphalt Economy Trucks, Asphalt Mini Stock, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 9th | - | - | 11th |
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| 8/28/2021 | Whittemore Speedway - Whittemore, MI Championship Night #1 Street Stocks, Asphalt Economy Trucks, Asphalt Mini Stock, Pro Late Model | Results | | Jacob Wooster (Asphalt Mini Stock) | 10th | - | - | 10th |
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| 9/4/2021 | Whittemore Speedway - Whittemore, MI Championship Night #2 & Mod Special Pro Legends, Asphalt Economy Trucks, Asphalt Small Block Modifieds, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 5th | - | - | 14th |
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| 9/18/2021 | Whittemore Speedway - Whittemore, MI Invitational Day #2 Street Stocks, Pro Legends, Asphalt Economy Trucks, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 6th | - | - | - |
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