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| 8/5/2020 | New London-Waterford Speedbowl - Waterford, CT Wild n Wacky Wednesday Bandits, Pro Legends, Hornets, Sport Compact | Results | | Corey Caddick (Pro Legends) | 3rd | - | - | 6th | | Corey Caddick (Sport Compact) | 3rd | - | - | 10th |
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| 8/8/2020 | New London-Waterford Speedbowl - Waterford, CT MRS WELCOME BACK 100 Asphalt Small Block Modifieds: Modified Racing Series Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Corey Caddick (Masters Legends) | 6th | - | - | 8th |
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| 8/12/2020 | New London-Waterford Speedbowl - Waterford, CT Bandits, Pro Legends, Hornets, Sport Compact | Results | | Corey Caddick (Pro Legends) | 9th | - | - | 17th |
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| 8/15/2020 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Street Stocks, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Corey Caddick (Masters Legends) | 2nd | - | - | 3rd |
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| 8/22/2020 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Street Stocks, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Corey Caddick (Masters Legends) | 4th | - | - | 5th |
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| 8/26/2020 | New London-Waterford Speedbowl - Waterford, CT Bandits, Pro Legends, Hornets, Sport Compact | Results | | Corey Caddick (Sport Compact) | 4th | - | - | 3rd |
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| 9/5/2020 | New London-Waterford Speedbowl - Waterford, CT The 2nd Annual Bubby Brouwer Memorial SK Lite Race Asphalt Late Models, Sportsmans, Asphalt Street Stocks, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt Mini Trucks, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Corey Caddick (Asphalt 4 cyl Modifieds) | 6th | - | - | 7th |
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| 9/9/2020 | New London-Waterford Speedbowl - Waterford, CT Wild n Wacky Wednesday with Vintage Midget Racing Bandits, Pro Legends, Hornets, Sport Compact | Results | | Corey Caddick (Sport Compact) | 2nd | - | - | 2nd |
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| 9/12/2020 | New London-Waterford Speedbowl - Waterford, CT The Inaugural John Curry Sr. Memorial Mini-Stock 46 Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Street Stocks, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt Winged Modifieds, Asphalt 4 cyl Modifieds | Results | | Corey Caddick (Masters Legends) | 5th | - | - | 5th | | Corey Caddick (Asphalt 4 cyl Modifieds) | 6th | - | - | 11th |
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| 9/23/2020 | New London-Waterford Speedbowl - Waterford, CT Bandits, Pro Legends, Hornets, Sport Compact | Results | | Corey Caddick (Sport Compact) | 4th | - | - | 17th |
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| 9/26/2020 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Stock Cars, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds | Results | | Corey Caddick (Masters Legends) | 6th | - | - | 10th |
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| 9/30/2020 | New London-Waterford Speedbowl - Waterford, CT Wild n Wacky Championship Night Bandits, Pro Legends, Hornets, Sport Compact | Results | | Corey Caddick (Sport Compact) | 1st | - | - | 19th |
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| 10/7/2020 | New London-Waterford Speedbowl - Waterford, CT Bandits, Pro Legends, Hornets, Sport Compact | Results | | Corey Caddick (Sport Compact) | - | - | - | 1st |
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| 10/17/2020 | New London-Waterford Speedbowl - Waterford, CT Asphalt Late Models, Sportsmans, Masters Legends, Asphalt Street Stocks, Asphalt Mini Stock, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Asphalt Sport Trucks | Results | | Corey Caddick (Masters Legends) | 4th | - | - | 6th |
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| 10/24/2020 | New London-Waterford Speedbowl - Waterford, CT Masters Legends, Asphalt Stock Cars, Asphalt Street Stocks, Asphalt Mini Trucks, Asphalt Sport Trucks | Results | | Corey Caddick (Masters Legends) | 5th | - | - | 9th |
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