| TT Cup (2023) | 2023/01/17 06:45 | Yuto Kobayashi v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/01/09 09:15 | Oliver Ollman v Yuto Kobayashi | W | 3-2 |
| TT Cup (2023) | 2023/01/24 07:45 | Oliver Ollman v Raul Pirson | W | 3-2 |
| TT Cup (2023) | 2023/01/24 06:45 | Oliver Ollman v Vincent Oberle | W | 3-2 |
| TT Cup (2023) | 2023/01/21 14:45 | Timo Siim v Oliver Ollman | L | 3-0 |
| TT Cup (2023) | 2023/01/21 13:15 | Oliver Ollman v Raul Pirson | W | 3-2 |
| TT Cup (2023) | 2023/01/21 12:15 | Meelis Kreegi v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/01/21 11:45 | Timo Siim v Oliver Ollman | L | 3-1 |
| TT Cup (2023) | 2023/01/17 10:15 | Oliver Ollman v Elvis Libene | W | 3-0 |
| TT Cup (2023) | 2023/01/17 09:15 | Elvis Libene v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/01/24 08:15 | Vincent Oberle v Yuto Kobayashi | L | 3-1 |
| TT Cup (2023) | 2023/01/24 07:15 | Yuto Kobayashi v Raul Pirson | W | 3-1 |
| TT Cup (2023) | 2023/01/23 14:45 | Yuto Kobayashi v Raul Pirson | W | 3-2 |
| TT Cup (2023) | 2023/01/23 13:15 | Yuto Kobayashi v Meelis Sepp | W | 3-0 |
| TT Cup (2023) | 2023/01/23 12:15 | Yuto Kobayashi v Raul Pirson | W | 3-2 |
| TT Cup (2023) | 2023/01/23 11:15 | Yuto Kobayashi v Andrei Romanov | W | 3-1 |
| TT Cup (2023) | 2023/01/21 09:45 | Heldur Nermann v Yuto Kobayashi | W | 1-3 |
| TT Cup (2023) | 2023/01/21 08:45 | Heldur Nermann v Yuto Kobayashi | L | 3-1 |