| | Heat | Dash | B Feature | A Feature |
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| 5/2/2021 | Monadnock Speedway - Winchester, NH Spring Dash II Asphalt Late Models, Stock Cars, A Modifieds, Street Stocks, Pro Legends, Enduro | Results | | Rupert Thompson (Street Stocks) | - | - | - | 5th |
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| 5/8/2021 | Monadnock Speedway - Winchester, NH John Zellman Memorial - Pack The Stands Anniversary Celebration Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, Hobby Stocks, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 6th | - | - | 3rd |
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| 5/15/2021 | Monadnock Speedway - Winchester, NH NASCAR Weekly Racing Series Event Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks | Results | | Rupert Thompson (Street Stocks) | 3rd | - | - | 6th |
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| 5/22/2021 | Monadnock Speedway - Winchester, NH Dean Smith Memorial - LMS Race for the Ring Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 4th | - | - | 5th |
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| 6/5/2021 | Monadnock Speedway - Winchester, NH Milton CAT 100 Asphalt Small Block Modifieds: Modified Racing Series Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 7th | - | - | 14th |
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| 6/12/2021 | Monadnock Speedway - Winchester, NH NHSTRA Modified Quest for the Cup Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks | Results | | Rupert Thompson (Street Stocks) | 3rd | - | - | 4th |
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| 6/19/2021 | Monadnock Speedway - Winchester, NH Teddy Bear Pool Street Stock Triple Crown Factory Stocks, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 1st | - | - | 15th |
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| 7/10/2021 | Monadnock Speedway - Winchester, NH Mini Stock Battle for the Belt Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | - | - | - | 4th |
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| 7/24/2021 | Monadnock Speedway - Winchester, NH Iron Mike Memorial Midgets, Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 3rd | - | - | 2nd |
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| 8/7/2021 | Monadnock Speedway - Winchester, NH NHSTRA Modified 100 & Six Shooters Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Street Stocks | Results | | Rupert Thompson (Street Stocks) | 1st | - | - | 8th |
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| 8/21/2021 | Monadnock Speedway - Winchester, NH Teddy Bear Pool Street Stock Triple Crown Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks | Results | | Rupert Thompson (Street Stocks) | - | - | - | 7th |
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| 8/28/2021 | Monadnock Speedway - Winchester, NH Street Stock Battle for The Belt Championship Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, Street Stocks, Asphalt Stock Cars, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 2nd | - | - | 12th |
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| 9/4/2021 | Monadnock Speedway - Winchester, NH Pro 4 Modifieds Paul Roach Memorial Event Asphalt Late Models, Factory Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 2nd | - | - | 12th |
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| 9/11/2021 | Monadnock Speedway - Winchester, NH Gomarlo's Fan Appreciation Day / Open Track party Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 1st | - | - | 3rd |
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| 9/18/2021 | Monadnock Speedway - Winchester, NH Whitcomb 125 Championship presented by Milton Cat Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks, Enduro, Pure Stock | Results | | Rupert Thompson (Street Stocks) | 1st | - | - | 7th |
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