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| 5/6/2023 | New London-Waterford Speedbowl - Waterford, CT Blast Off Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 3rd | - | - | 6th |
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| 5/27/2023 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 5th | - | - | 8th |
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| 6/10/2023 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 1st | - | - | 5th |
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| 7/1/2023 | New London-Waterford Speedbowl - Waterford, CT Sportsmans, Masters Legends, Asphalt 4-Cylinders, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 1st | - | - | 3rd |
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| 7/8/2023 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 1st | - | - | 4th |
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| 7/22/2023 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 5th | - | - | 1st |
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| 8/12/2023 | New London-Waterford Speedbowl - Waterford, CT Asphalt Small Block Modifieds: Monaco Modified Tri-Track Series Asphalt Late Models, Sportsmans, Asphalt Mini Stock, Asphalt 4 cyl Modifieds | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | - | - | - | 1st |
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| 8/19/2023 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | - | - | - | 2nd |
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| 9/2/2023 | New London-Waterford Speedbowl - Waterford, CT Speedbowl Saturday Nights with Twin INEX Legend Features Asphalt Late Models, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 5th | - | - | 3rd |
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| 9/9/2023 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 5th | - | - | 3rd |
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| 10/22/2023 | New London-Waterford Speedbowl - Waterford, CT Monaco Modified Tri-Track Series - Haunted Hundred Asphalt Small Block Modifieds: Monaco Modified Tri-Track Series Asphalt Street Stocks, Asphalt 4 cyl Modifieds | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 2nd | - | - | 3rd |
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| 11/4/2023 | New London-Waterford Speedbowl - Waterford, CT Championship Night Asphalt Late Models, Sportsmans, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | John O'Sullivan III (Asphalt 4 cyl Modifieds) | 3rd | - | - | 1st |
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