| | Heat | Dash | B Feature | A Feature |
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| 5/17/2014 | Brighton Speedway - Brighton, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 2nd | - | - | 6th |
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| 5/18/2014 | Humberstone Speedway - Port Colborne, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 5th | - | - | 11th |
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| 5/23/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, Economy Sprints - Winged, Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 6th |
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| 5/30/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 7th |
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| 6/6/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 10th |
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| 6/14/2014 | Brighton Speedway - Brighton, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 2nd | - | - | 3rd |
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| 6/15/2014 | Humberstone Speedway - Port Colborne, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 1st | - | - | 14th |
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| 6/20/2014 | Ohsweken Speedway - Ohsweken, ON $2000 Win (PST/Corr Pak Challenge) 360 Sprints - Winged: PST-Patriot Sprint Tour Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | 8th | - | 6th | 20th |
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| 7/4/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged: Southern Ontario Sprints Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | 5th | - | - | 24th (DNF) |
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| 7/5/2014 | South Buxton Raceway - Merlin, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 5th | - | - | 7th |
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| 7/11/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 7th |
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| 7/12/2014 | Brighton Speedway - Brighton, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 2nd | - | - | 3rd |
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| 7/18/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, Economy Sprints - Winged, Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 7th |
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| 7/29/2014 | Ohsweken Speedway - Ohsweken, ON 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged, Pure Stock | Results | | Keith Dempster (410 Sprints - Winged) | 7th | - | 2nd | 22nd |
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| 8/2/2014 | South Buxton Raceway - Merlin, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 3rd | - | - | 2nd |
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| 8/9/2014 | Brighton Speedway - Brighton, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 5th | - | - | 17th |
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| 8/15/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 5th |
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| 8/22/2014 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 7th |
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| 8/23/2014 | Brockville Ontario Speedway - Elizabethtown, ON 360 Sprints - Winged: PST-Patriot Sprint Tour | Results | | Keith Dempster (360 Sprints - Winged) | 4th | - | - | 7th |
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| 8/24/2014 | Cornwall Motor Speedway - Cornwall, ON 360 Sprints - Winged: PST-Patriot Sprint Tour | Results | | Keith Dempster (360 Sprints - Winged) | 5th | - | - | 13th |
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| 8/30/2014 | Brighton Speedway - Brighton, ON Labour Day Classic Night #1 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 2nd | - | - | 5th |
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| 8/31/2014 | Brighton Speedway - Brighton, ON Labour Day Classic Night #2 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 3rd | - | - | 1st |
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| 9/12/2014 | Ohsweken Speedway - Ohsweken, ON Night before the Nationals 360 Sprints - Winged: NRA Sprint Invaders with Southern Ontario Sprints, PST-Patriot Sprint Tour, SOD-Sprints On Dirt (360s) | Results | | Keith Dempster (360 Sprints - Winged) | 6th | - | - | - |
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| 9/13/2014 | Ohsweken Speedway - Ohsweken, ON 10th Annual Canadian Sprint Car Nationals 360 Sprints - Winged: NRA Sprint Invaders with Southern Ontario Sprints, PST-Patriot Sprint Tour, SOD-Sprints On Dirt (360s) Pure Stock | Results | | Keith Dempster (360 Sprints - Winged) | 8th | - | 9th | - |
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