| TT Cup (2023) | 2023/01/09 07:45 | Raul Pirson v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/01/09 07:15 | Oleg Gussarov v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/01/04 09:45 | Oliver Ollman v Raul Pirson | W | 3-1 |
| TT Cup (2023) | 2023/01/04 09:15 | Raul Pirson v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/01/04 08:15 | Oliver Ollman v Meelis Raaman | L | 0-3 |
| TT Cup (2023) | 2023/01/04 06:45 | Martin Pakk v Oliver Ollman | L | 3-1 |
| TT Cup (2023) | 2023/01/03 14:15 | Oliver Ollman v Indrek Nurmits | W | 3-0 |
| TT Cup (2023) | 2023/01/03 13:15 | Heldur Nermann v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/01/09 08:15 | Yuto Kobayashi v Oleg Gussarov | L | 2-3 |
| TT Cup (2023) | 2023/01/09 06:45 | Raul Pirson v Yuto Kobayashi | L | 3-0 |
| TT Cup (2023) | 2023/01/05 14:15 | Raul Pirson v Yuto Kobayashi | W | 0-3 |
| TT Cup (2023) | 2023/01/05 13:45 | Yuto Kobayashi v Mart Ojamaa | L | 2-3 |
| TT Cup (2023) | 2023/01/05 12:15 | Raul Pirson v Yuto Kobayashi | L | 3-1 |
| TT Cup (2023) | 2023/01/05 11:45 | Stanislav Kruti v Yuto Kobayashi | L | 3-0 |
| TT Cup (2022) | 2022/12/28 14:15 | Yuto Kobayashi v Tarmo All | W | 3-0 |
| TT Cup (2022) | 2022/12/28 13:15 | Andrei Romanov v Yuto Kobayashi | L | 3-2 |