| TT Cup (2023) | 2023/03/23 10:15 | Oliver Ollman v Vincent Oberle | L | 0-3 |
| TT Cup (2023) | 2023/03/23 09:15 | Raul Pirson v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/03/23 08:15 | Oliver Ollman v Mart Ojamaa | W | 3-1 |
| TT Cup (2023) | 2023/03/23 06:45 | Vincent Oberle v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/03/15 10:15 | Raul Pirson v Oliver Ollman | L | 3-1 |
| 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 |