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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 | | Kyle Phillips (360 Sprints - Winged) | 5th | 1st | - | 15th |
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| 7/6/2019 | Brighton Speedway - Brighton, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Kyle Phillips (360 Sprints - Winged) | 4th | 4th | - | 13th |
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| 7/27/2019 | Brighton Speedway - Brighton, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Kyle Phillips (360 Sprints - Winged) | 6th | - | - | 17th (DNF) |
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| 8/23/2019 | Ohsweken Speedway - Ohsweken, ON Gale's Auto Aftermarket presents Cash Blast 50 $2000 to Win Thunder Stocks 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Kyle Phillips (360 Sprints - Winged) | 8th | - | 7th | - |
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| 8/31/2019 | Brighton Speedway - Brighton, ON Labour Day Classic 360 Sprints - Winged: Southern Ontario Sprints | Results | | Kyle Phillips (360 Sprints - Winged) | 4th | - | - | 20th |
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| 9/7/2019 | Merrittville Speedway - Thorold, ON SOS Championship Night 360 Sprints - Winged: Southern Ontario Sprints | Results | | Kyle Phillips (360 Sprints - Winged) | 1st | - | - | 13th |
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