| | Heat | Dash | B Feature | A Feature |
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| 5/18/2019 | Land of Legends - Canandaigua, NY $750 to win 305 Sprints - Winged: CRSA Sprint Cars | Results | | Dan Bennett (305 Sprints - Winged) | 9th | - | - | 9th |
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| 5/27/2019 | Weedsport Speedway - Weedsport, NY Heroes Remembered $1,000 to win/160 to start! Presented by Mid-State Basement Authorities 305 Sprints - Winged, Dirt Big Block Modifieds | Results | | Dan Bennett (305 Sprints - Winged) | 5th | - | - | 10th |
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| 5/31/2019 | Ransomville Speedway - Ransomville, NY Averdi Storage Containers, All Metal Works and Just Signs presents the Patriot Sprints! 360 Sprints - Winged: PST-Patriot Sprint Tour DIRTcar Sportsmans, Factory Stocks, Sportsmans, Street Stocks | Results | | Dan Bennett (360 Sprints - Winged) | 6th | 3rd | - | 10th |
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| 6/9/2019 | Weedsport Speedway - Weedsport, NY 410 Sprints - Winged: All Star Circuit of Champions | Results | | Dan Bennett (410 Sprints - Winged) | 8th | - | 6th | 24th |
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| 6/22/2019 | Land of Legends - Canandaigua, NY 360 Sprints - Winged: PST-Patriot Sprint Tour | Results | | Dan Bennett (360 Sprints - Winged) | 6th | - | - | 18th |
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| 7/20/2019 | Land of Legends - Canandaigua, NY $750 to win 305 Sprints - Winged | Results | | Dan Bennett (305 Sprints - Winged) | 4th | - | - | 9th |
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| 7/26/2019 | Freedom Speedway - Delevan, NY | Results | | Dan Bennett (360 Sprints - Winged) | - | - | - | 19th |
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| 9/6/2019 | Land of Legends - Canandaigua, NY New York Nationals 360 Sprints - Winged: PST-Patriot Sprint Tour 305 Sprints - Winged | Results | | Dan Bennett (305 Sprints - Winged) | 1st | - | - | 2nd |
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| 9/7/2019 | Land of Legends - Canandaigua, NY New York Nationals - $1,000 to win 360 Sprints - Winged: PST-Patriot Sprint Tour 305 Sprints - Winged | Results | | Dan Bennett (305 Sprints - Winged) | 5th | - | - | 10th |
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