| | Heat | Dash | B Feature | A Feature |
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| 5/17/2009 | Brighton Speedway - Brighton, ON Make up of PP'd race from May 9th 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 1st | - | - | 11th |
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| 5/23/2009 | Southern Ontario Motor Speedway - Merlin, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 2nd | - | - | 11th |
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| 6/6/2009 | Brighton Speedway - Brighton, ON 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 3rd | - | - | 2nd |
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| 6/12/2009 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged: ASCS Sprints on Dirt | Results | | Keith Dempster (360 Sprints - Winged) | - | - | - | 6th |
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| 7/3/2009 | Ohsweken Speedway - Ohsweken, ON Northern Summer Nationals Round #1 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 4th | - | - | 15th |
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| 7/3/2009 | Oshweken Speedway - Oshweken, ON ASCS Northern Summer Nationals 360 Sprints - Winged: ASCS Patriot Region with ASCS Sprints on Dirt | Results | | Keith Dempster (360 Sprints - Winged) | 4th | - | - | 15th |
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| 7/28/2009 | Ohsweken Speedway - Ohsweken, ON 410 Sprints - Winged: World of Outlaws | Results | | Keith Dempster (410 Sprints - Winged) | 8th | - | 3rd | 16th |
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| 7/29/2009 | Ohsweken Speedway - Ohsweken, ON 410 Sprints - Winged: World of Outlaws | Results | | Keith Dempster (410 Sprints - Winged) | 4th | - | - | 17th |
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| 8/1/2009 | Merrittville Speedway - Thorold, ON 360 Sprints - Winged: ASCS Patriot Region | Results | | Keith Dempster (360 Sprints - Winged) | 3rd | - | - | 11th |
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| 8/14/2009 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged: ASCS Patriot Region | Results | | Keith Dempster (360 Sprints - Winged) | 2nd | - | - | 17th |
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| 8/30/2009 | Humberstone Speedway - Port Colborne, ON 360 Sprints - Winged: ASCS Patriot Region | Results | | Keith Dempster (360 Sprints - Winged) | 7th | - | 3rd | 16th |
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| 9/5/2009 | Brighton Speedway - Brighton, ON Labour Day Classic Night #1 and Quebec Sprint Car Nationals #3 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 1st | 5th | - | 18th (DNF) |
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| 9/6/2009 | Brighton Speedway - Brighton, ON Labour Day Classic Night #2 and Quebec Sprint Car Nationals #4 360 Sprints - Winged: Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 3rd | - | - | 2nd |
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| 10/19/2009 | Brockville Ontario Speedway - Elizabethtown, ON King of St. Lawrence (no points) 360 Sprints - Winged: ASCS Patriot Region with Southern Ontario Sprints | Results | | Keith Dempster (360 Sprints - Winged) | 2nd | 3rd | - | 9th |
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