Stadium: Estonia 3
| TT Cup | 2023/12/11 16:15 | Valdek Putkemaa v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/12/07 09:55 | Vootele Vaher v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/12/07 08:45 | Oliver Ollman v Yuto Kobayashi | L | 1-3 |
| TT Cup (2023) | 2023/12/07 07:45 | Oliver Ollman v Vootele Vaher | L | 1-3 |
| TT Cup (2023) | 2023/12/07 06:45 | Oliver Ollman v Edvinas Tamashauskas | W | 3-1 |
| TT Cup (2023) | 2023/12/05 10:25 | Oliver Ollman v Yuto Kobayashi | L | 2-3 |
| TT Cup (2023) | 2023/12/05 08:45 | Vincent Oberle v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/12/05 08:15 | Edvinas Tamashauskas v Oliver Ollman | W | 0-3 |
| TT Cup | 2023/12/11 16:45 | Nikolai Danilov v Toivo Tuisk | L | 1-3 |