| TT Cup (2023) | 2023/12/22 14:45 | Yuto Kobayashi v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/12/22 11:15 | Oliver Ollman v Yuto Kobayashi | L | 2-3 |
| TT Cup (2023) | 2023/12/07 08:45 | Oliver Ollman v Yuto Kobayashi | L | 1-3 |
| TT Cup (2023) | 2023/12/05 10:25 | Oliver Ollman v Yuto Kobayashi | L | 2-3 |
| TT Cup (2023) | 2023/12/05 07:15 | Oliver Ollman v Yuto Kobayashi | W | 3-1 |
| TT Cup (2023) | 2023/07/26 15:15 | Yuto Kobayashi v Oliver Ollman | L | 3-1 |
| TT Cup (2023) | 2023/07/01 13:15 | Yuto Kobayashi v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/07/01 10:45 | Yuto Kobayashi v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/06/28 15:15 | Oliver Ollman v Yuto Kobayashi | L | 2-3 |
| TT Cup (2023) | 2023/05/12 10:15 | Oliver Ollman v Yuto Kobayashi | W | 3-1 |
| TT Cup (2023) | 2023/01/24 10:15 | Yuto Kobayashi v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/01/24 08:45 | Oliver Ollman v Yuto Kobayashi | L | 1-3 |
| 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 |