| TT Cup (2023) | 2023/03/15 09:15 | Oliver Ollman v Raul Pirson | W | 0-3 |
| TT Cup (2023) | 2023/03/13 08:45 | Oliver Ollman v Raul Pirson | L | 3-0 |
| TT Cup (2023) | 2023/03/06 09:15 | Raul Pirson v Oliver Ollman | L | 1-3 |
| TT Cup (2023) | 2023/02/28 09:15 | Oliver Ollman v Raul Pirson | L | 3-0 |
| TT Cup (2023) | 2023/02/20 09:15 | Raul Pirson v Oliver Ollman | W | 3-1 |
| TT Cup (2023) | 2023/02/13 06:45 | Raul Pirson v Oliver Ollman | L | 1-3 |
| TT Cup (2023) | 2023/02/07 07:45 | Oliver Ollman v Raul Pirson | W | 1-3 |
| TT Cup (2023) | 2023/01/24 07:45 | Oliver Ollman v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/03/15 09:15 | Oliver Ollman v Raul Pirson | W | 0-3 |
| TT Cup (2023) | 2023/03/15 08:15 | Raul Pirson v Ermo Veelain | L | 1-3 |
| TT Cup (2023) | 2023/03/15 06:45 | Heldur Nermann v Raul Pirson | W | 1-3 |
| TT Cup (2023) | 2023/03/13 10:15 | Raul Pirson v Vincent Oberle | L | 0-3 |
| TT Cup (2023) | 2023/03/13 08:45 | Oliver Ollman v Raul Pirson | L | 3-0 |
| TT Cup (2023) | 2023/03/13 08:15 | Vincent Oberle v Raul Pirson | W | 1-3 |
| TT Cup (2023) | 2023/03/13 07:15 | Raul Pirson v Valdek Putkemaa | W | 3-2 |
| TT Cup (2023) | 2023/03/10 14:15 | Raul Pirson v Dmitry Fomichenko | W | 3-0 |
| TT Cup (2023) | 2023/03/15 09:15 | Oliver Ollman v Raul Pirson | L | 0-3 |
| TT Cup (2023) | 2023/03/15 07:45 | Heldur Nermann v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/03/15 07:15 | Ermo Veelain v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/03/13 09:45 | Valdek Putkemaa v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/03/13 08:45 | Oliver Ollman v Raul Pirson | W | 3-0 |
| TT Cup (2023) | 2023/03/13 07:45 | Oliver Ollman v Valdek Putkemaa | L | 2-3 |
| TT Cup (2023) | 2023/03/13 06:45 | Oliver Ollman v Vincent Oberle | L | 1-3 |
| TT Cup (2023) | 2023/03/07 19:15 | Vootele Vaher v Oliver Ollman | L | 3-0 |