| 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) | 2023/01/03 12:45 | Raul Pirson v Oliver Ollman | W | 3-2 |
| TT Cup (2023) | 2023/02/07 10:15 | Stanislav Kruti v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/02/07 09:15 | Raul Pirson v Vincent Oberle | W | 3-2 |
| TT Cup (2023) | 2023/02/07 07:45 | Oliver Ollman v Raul Pirson | W | 1-3 |
| TT Cup (2023) | 2023/02/07 07:15 | Stanislav Kruti v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/02/06 14:45 | Mart Ojamaa v Raul Pirson | W | 2-3 |
| TT Cup (2023) | 2023/02/06 13:45 | Raul Pirson v Eduard Pukkonen | W | 3-2 |
| TT Cup (2023) | 2023/02/06 12:15 | Mart Ojamaa v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/02/06 11:45 | Madis Vaarpu v Raul Pirson | W | 2-3 |
| 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 |
| TT Cup (2023) | 2023/02/09 17:15 | Oliver Ollman v Vootele Vaher | L | 1-3 |
| TT Cup (2023) | 2023/02/09 16:15 | Oliver Ollman v Valerii Ignatev | L | 2-3 |
| TT Cup (2023) | 2023/02/07 10:14 | Vincent Oberle v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/02/07 09:45 | Vincent Oberle v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/02/07 08:45 | Oliver Ollman v Stanislav Kruti | L | 1-3 |
| TT Cup (2023) | 2023/02/07 07:45 | Oliver Ollman v Raul Pirson | L | 1-3 |