| 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) | 2023/01/21 13:15 | Oliver Ollman v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/01/09 10:15 | Oliver Ollman v Raul Pirson | W | 1-3 |
| TT Cup (2023) | 2023/01/09 07:45 | Raul Pirson v Oliver Ollman | L | 1-3 |
| TT Cup (2023) | 2023/01/04 09:45 | Oliver Ollman v Raul Pirson | L | 3-1 |
| TT Cup (2023) | 2023/01/04 09:15 | Raul Pirson v Oliver Ollman | L | 1-3 |
| TT Cup (2023) | 2023/02/20 07:45 | Vincent Oberle v Raul Pirson | W | 2-3 |
| TT Cup (2023) | 2023/02/20 07:15 | Valdek Putkemaa v Raul Pirson | W | 1-3 |
| TT Cup (2023) | 2023/02/15 10:15 | Raul Pirson v Mart Ojamaa | L | 1-3 |
| TT Cup (2023) | 2023/02/15 09:15 | Raul Pirson v Mart Ojamaa | L | 1-3 |
| TT Cup (2023) | 2023/02/15 07:45 | Vadim Strogov v Raul Pirson | W | 2-3 |
| TT Cup (2023) | 2023/02/15 07:15 | Valdek Putkemaa v Raul Pirson | W | 0-3 |
| TT Cup (2023) | 2023/02/13 10:15 | Valdek Putkemaa v Raul Pirson | L | 3-1 |
| TT Cup (2023) | 2023/02/13 08:45 | Raul Pirson v Valdek Putkemaa | W | 3-2 |
| TT Cup (2023) | 2023/02/20 08:15 | Oliver Ollman v Valdek Putkemaa | W | 3-2 |
| TT Cup (2023) | 2023/02/20 06:45 | Vincent Oberle v Oliver Ollman | L | 3-1 |
| TT Cup (2023) | 2023/02/13 09:45 | Oliver Ollman v Mart Ojamaa | W | 3-1 |
| TT Cup (2023) | 2023/02/13 09:15 | Mart Ojamaa v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/02/13 08:15 | Oliver Ollman v Valdek Putkemaa | L | 0-3 |
| TT Cup (2023) | 2023/02/13 06:45 | Raul Pirson v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/02/09 19:15 | Vootele Vaher v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/02/09 18:15 | Oliver Ollman v Aleksandr Dulov | L | 0-3 |