| Result | Tournament |
|---|---|
| Louis Fazekas defeated Chris Penny | 2009 Canadian Championships 9-Ball |
| Chris Penny defeated Ashley Nowlan | 2009 Canadian Championships 9-Ball |
| Brian White defeated Chris Penny | 2009 Canadian Championships 9-Ball |
| Raymond Cruz defeated Chris Penny | 2009 Canadian Championships 10-Ball |
| Jason Klatt defeated Chris Penny | 2009 Canadian Championships 10-Ball |
| Edwin Montal defeated Chris Penny | 2008 Canadian Championships 9-Ball |
| Jason Thomas defeated Chris Penny | 2008 Canadian Championships 9-Ball |
| Andrew Attard defeated Chris Penny | 2006 Canadian Championships 9-Ball |
| Fabian Louison defeated Chris Penny | 2006 Canadian Championships 9-Ball |
| Mike Isaak defeated Chris Penny | 2005 Canadian Championships 9-Ball |
| Chris Penny defeated Darrell Canning | 2005 Canadian Championships 9-Ball |
| Jeff White defeated Chris Penny | 2005 Canadian Championships 9-Ball |