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| 4/24/2021 | Monadnock Speedway - Winchester, NH Annual Test & Tune Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Street Stocks, Pure Stock | Results | | Jake Bosse (Pure Stock) | - | - | - | - |
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| 4/30/2021 | Monadnock Speedway - Winchester, NH Spring Dash Practice Session Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, Stock Cars, A Modifieds, Street Stocks, Pro Legends, Dwarf, Asphalt Small Block Modifieds, Pure Stock | Results | | Jake Bosse (Pure Stock) | - | - | - | - |
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| 5/1/2021 | Monadnock Speedway - Winchester, NH Spring Dash - Wonder Casino 100 Factory Stocks, Asphalt Mini Stocks, A Modifieds, Dwarf, Asphalt Stock Cars, Asphalt Small Block Modifieds, Pure Stock | Results | | Jake Bosse (Factory Stocks) | 1st | - | - | 1st | | Jake Bosse (Pure Stock) | 2nd | - | - | 8th |
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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 | | Jake Bosse (Factory Stocks) | 2nd | - | - | 1st | | Jake Bosse (Pure Stock) | 4th | - | - | 7th |
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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 | | Jake Bosse (Pure Stock) | 2nd | - | - | 6th |
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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 | | Jake Bosse (Pure Stock) | 3rd | - | - | 1st |
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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 | | Jake Bosse (Pure Stock) | 2nd | - | - | 6th |
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| 6/26/2021 | Monadnock Speedway - Winchester, NH ISMA Super Modifieds Asphalt Late Models, Factory Stocks, Asphalt Mini Stocks, A Modifieds, Supermodifieds, Pure Stock | Results | | Jake Bosse (Pure Stock) | 2nd | - | - | 4th |
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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 | | Jake Bosse (Pure Stock) | 3rd | - | - | 23rd |
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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 | | Jake Bosse (Pure Stock) | 1st | - | - | 16th |
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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 | | Jake Bosse (Pure Stock) | 4th | - | - | 16th |
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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 | | Jake Bosse (Pure Stock) | 3rd | - | - | 5th |
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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 | | Jake Bosse (Pure Stock) | 3rd | - | - | 10th |
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| 9/25/2021 | Thompson Speedway Motorsports Park - Thompson, CT NE Titan Honda Day Heavy Honda, Junior Honda, Junior Animal, Senior Honda, Senior Animal, Light 160, Heavy 160, Light World Formula, Heavy World Formula, Unrestricted Animal, Blue Rookie, Red Rookie | Results | | Jake Bosse (Heavy 160) | 6th | - | - | - | | Jake Bosse (Heavy World Formula) | - | - | - | - |
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