| TT Cup (2023) | 2023/12/07 07:45 | Oliver Ollman v Vootele Vaher | W | 1-3 |
| TT Cup (2023) | 2023/11/27 09:15 | Oliver Ollman v Vootele Vaher | W | 1-3 |
| TT Cup (2023) | 2023/08/28 16:45 | Oliver Ollman v Vootele Vaher | W | 0-3 |
| TT Cup (2023) | 2023/06/01 18:45 | Vootele Vaher v Oliver Ollman | L | 2-3 |
| TT Cup (2023) | 2023/06/01 17:15 | 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) | 2023/02/09 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 |