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| 5/8/2021 | New London-Waterford Speedbowl - Waterford, CT Blast Off 2021 Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 2nd | - | - | 3rd |
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| 5/15/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 4th | - | - | 8th |
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| 5/22/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 1st | - | - | 5th |
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| 6/5/2021 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, 600cc Modifieds, Asphalt 4 cyl Modifieds | Results | | Charles Bailey III (Asphalt Late Models) | 2nd | - | - | 5th |
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| 6/19/2021 | New London-Waterford Speedbowl - Waterford, CT Triple Theat Series #1 with ATQMRA (TQ Midgets) Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 3rd | - | - | 5th |
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| 6/26/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday with Pro-4 Mods Asphalt Late Models, Sportsmans, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 2nd | - | - | 4th |
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| 7/17/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday with Street Stock 50 Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Sport Mods, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | - | - | - | 12th |
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| 7/24/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday with Granite State Pro Stock Series Asphalt Late Models, Sportsmans, Asphalt Mini Stock, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 9th | - | - | 4th |
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| 7/31/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday with Open Street Stock 50 Asphalt Late Models, Masters Legends, Asphalt Street Stocks, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 5th | - | - | 14th |
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| 8/7/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday Asphalt Late Models, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds | Results | | Charles Bailey III (Asphalt Late Models) | 5th | - | - | 12th |
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| 8/14/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday with Pro-4 Mods and Compact Enduro Round 3 Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt 4 cyl Modifieds | Results | | Charles Bailey III (Asphalt Late Models) | 9th | - | - | 3rd |
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| 8/21/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday Triple Threat Series #2 Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 5th | - | - | 8th |
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| 9/25/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday Legends Fall Classic Asphalt Late Models, Stock Cars, Sportsmans, Young Guns, Masters Legends, Asphalt Mini Stock, Asphalt Sport Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 6th | - | - | 6th |
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| 10/2/2021 | New London-Waterford Speedbowl - Waterford, CT NLWS Saturday Triple Threat Series Final Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds | Results | | Charles Bailey III (Asphalt Late Models) | 4th | - | - | 6th |
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| 10/16/2021 | New London-Waterford Speedbowl - Waterford, CT The Finale Day #2 Saturday Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Street Stocks, Asphalt Mini Stock, Asphalt Mini Trucks | Results | | Charles Bailey III (Asphalt Late Models) | 1st | - | - | - |
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| 10/17/2021 | New London-Waterford Speedbowl - Waterford, CT The Finale Day #3 Sunday Asphalt Late Models, Sportsmans, Asphalt Mini Stock, 600cc Modifieds, Asphalt 4 cyl Modifieds | Results | | Charles Bailey III (Asphalt Late Models) | - | - | - | 9th |
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