| TT Cup | 2023/06/01 18:45 | Vootele Vaher v Oliver Ollman | W | 2-3 |
| TT Cup | 2023/06/01 17:15 | Vootele Vaher v Oliver Ollman | L | 3-0 |
| TT Cup | 2023/03/07 19:15 | Vootele Vaher v Oliver Ollman | L | 3-0 |
| TT Cup | 2023/03/07 18:45 | Vootele Vaher v Oliver Ollman | L | 3-2 |
| TT Cup | 2023/02/09 19:15 | Vootele Vaher v Oliver Ollman | W | 2-3 |
| TT Cup | 2023/02/09 17:15 | Oliver Ollman v Vootele Vaher | L | 1-3 |
| TT Cup | 2023/01/28 12:45 | Vootele Vaher v Oliver Ollman | L | 3-0 |
| TT Cup | 2023/08/28 15:15 | Raul Pirson v Oliver Ollman | L | 3-2 |
| TT Cup | 2023/08/25 18:45 | Toivo Tuisk v Oliver Ollman | W | 0-3 |
| TT Cup | 2023/08/25 17:45 | Toivo Tuisk v Oliver Ollman | L | 3-1 |
| TT Cup | 2023/08/25 16:45 | Oliver Ollman v Raul Pirson | W | 3-1 |
| TT Cup | 2023/08/25 15:15 | Aleksandr Sokirjanski v Oliver Ollman | W | 0-3 |
| TT Cup | 2023/08/22 18:45 | Mart Martin v Oliver Ollman | L | 3-0 |
| TT Cup | 2023/08/22 17:45 | Raul Pirson v Oliver Ollman | W | 0-3 |
| TT Cup | 2023/08/22 16:45 | Oliver Ollman v Enno Vinne | W | 3-1 |
| TT Cup | 2023/08/28 15:45 | Vootele Vaher v Heino Laidmaa | W | 3-1 |
| TT Cup | 2023/06/01 18:45 | Vootele Vaher v Oliver Ollman | L | 2-3 |
| TT Cup | 2023/06/01 17:15 | Vootele Vaher v Oliver Ollman | W | 3-0 |
| TT Cup | 2023/06/01 16:15 | Vootele Vaher v Raul Pirson | W | 3-1 |
| TT Cup | 2023/06/01 15:15 | Vootele Vaher v Toivo Tuisk | W | 3-0 |
| TT Cup | 2023/05/27 13:15 | Heino Laidmaa v Vootele Vaher | W | 1-3 |
| TT Cup | 2023/05/27 12:45 | Vootele Vaher v Martin Salong | L | 2-3 |
| TT Cup | 2023/05/27 11:15 | Meelis Apsolon v Vootele Vaher | W | 1-3 |