Stadium: Estonia 1
| TT Cup (2023) | 2023/03/07 19:15 | Vootele Vaher v Oliver Ollman | W | 3-0 |
| TT Cup (2023) | 2023/03/07 18:45 | Vootele Vaher v Oliver Ollman | W | 3-2 |
| TT Cup (2023) | 2023/02/09 19:15 | Vootele Vaher v Oliver Ollman | L | 2-3 |
| TT Cup (2023) | 2023/02/09 17:15 | Oliver Ollman v Vootele Vaher | W | 1-3 |
| TT Cup (2023) | 2023/01/28 12:45 | Vootele Vaher v Oliver Ollman | W | 3-0 |
| TT Cup (2023) | 2023/03/07 19:15 | Vootele Vaher v Oliver Ollman | W | 3-0 |
| TT Cup (2023) | 2023/03/07 18:45 | Vootele Vaher v Oliver Ollman | W | 3-2 |
| TT Cup (2023) | 2023/03/07 17:15 | Martin Salong v Vootele Vaher | L | 3-2 |
| TT Cup (2023) | 2023/03/07 16:45 | Valerii Ignatev v Vootele Vaher | L | 3-0 |
| TT Cup (2023) | 2023/02/17 19:45 | Tanel Lampe v Vootele Vaher | L | 3-1 |
| TT Cup (2023) | 2023/02/17 18:15 | Martin Salong v Vootele Vaher | W | 0-3 |
| TT Cup (2023) | 2023/02/17 17:45 | Toivo Tuisk v Vootele Vaher | W | 2-3 |
| TT Cup (2023) | 2023/02/17 16:45 | Vootele Vaher v Tanel Lampe | L | 2-3 |
| TT Cup (2023) | 2023/03/29 09:15 | Stanislav Kruti v Oliver Ollman | L | 3-0 |
| TT Cup (2023) | 2023/03/29 07:45 | Vincent Oberle v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/03/29 07:15 | Martin Pakk v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/03/29 06:15 | Oliver Ollman v Stanislav Kruti | L | 2-3 |
| 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 |