| Result | Tournament |
|---|---|
| Sam Thistlewhite defeated Ollie Kupoluyi | 2008 PIOS - Event 8 Snooker |
| Simon Seabridge defeated Ollie Kupoluyi | 2008 PIOS - Event 6 Snooker |
| Kris Vincent defeated Ollie Kupoluyi | 2008 PIOS - Event 3 Snooker |
| Gavin Lomax defeated Ollie Kupoluyi | 2008 PIOS - Event 2 Snooker |
| Robert Valiant defeated Ollie Kupoluyi | 2008 PIOS - Event 1 Snooker |
| Ollie Kupoluyi defeated Terry Challenger | 2008 PIOS - Event 1 Snooker |
| Adam Davies defeated Ollie Kupoluyi | 2007 PIOS - Event 5 Snooker |
| Martin O'Donnell defeated Ollie Kupoluyi | 2007 PIOS - Event 4 Snooker |
| Ollie Kupoluyi defeated Arjun Lavingia | 2007 PIOS - Event 4 Snooker |
| Martin O'Donnell defeated Ollie Kupoluyi | 2007 PIOS - Event 4 Snooker |
| Alan Moore defeated Ollie Kupoluyi | 2007 PIOS - Event 3 Snooker |
| Matthew Troath defeated Ollie Kupoluyi | 2007 PIOS - Event 2 Snooker |
| Paul Davison defeated Ollie Kupoluyi | 2007 PIOS - Event 1 Snooker |
| Ian Brumby defeated Ollie Kupoluyi | 2006 PIOS - Event 3 Snooker |
| Gerrit Bij de Leij defeated Ollie Kupoluyi | 2006 PIOS - Event 2 Snooker |
| Gerrit Bij de Leij defeated Ollie Kupoluyi | 2006 PIOS - Event 1 Snooker |
| Andy Symons-Rowe defeated Ollie Kupoluyi | 2005 PIOS - Event 5 Snooker |
| David Fomm-Ward defeated Ollie Kupoluyi | 2005 PIOS - Event 4 Snooker |
| Ollie Kupoluyi defeated Simon Dent | 2005 PIOS - Event 4 Snooker |
| Martin Gould defeated Ollie Kupoluyi | 2005 PIOS - Event 1 Snooker |