| TT Cup (2023) | 2023/09/21 15:15 | Heino Laidmaa v Brunold Oja | L | 3-1 |
| TT Cup (2023) | 2023/09/15 18:15 | Raul Pirson v Brunold Oja | W | 2-3 |
| TT Cup (2023) | 2023/09/15 17:15 | Raul Pirson v Brunold Oja | L | 3-0 |
| TT Cup (2023) | 2023/09/15 16:45 | Heino Laidmaa v Brunold Oja | L | 3-0 |
| TT Cup (2023) | 2023/09/15 15:45 | Brunold Oja v Mart Martin | L | 0-3 |
| TT Cup (2023) | 2023/09/05 18:15 | Enno Vinne v Brunold Oja | W | 2-3 |
| TT Cup (2023) | 2023/09/05 17:45 | Brunold Oja v Toivo Tuisk | L | 0-3 |
| TT Cup (2023) | 2023/09/05 16:15 | Raul Pirson v Brunold Oja | L | 3-0 |
| TT Cup (2023) | 2023/09/21 15:45 | Yuto Kobayashi v Toivo Tuisk | W | 3-0 |
| TT Cup (2023) | 2023/09/10 18:15 | Yuto Kobayashi v Meelis Apsolon | W | 3-1 |
| TT Cup (2023) | 2023/09/10 17:45 | Yuto Kobayashi v Stanislav Kruti | L | 0-3 |
| TT Cup (2023) | 2023/09/10 16:15 | Mart Martin v Yuto Kobayashi | L | 3-1 |
| TT Cup (2023) | 2023/09/10 15:45 | Meelis Apsolon v Yuto Kobayashi | W | 2-3 |
| TT Cup (2023) | 2023/07/27 13:15 | Lauri Ulla v Yuto Kobayashi | L | 3-1 |
| TT Cup (2023) | 2023/07/27 12:15 | Grigori Maltizov v Yuto Kobayashi | L | 3-1 |
| TT Cup (2023) | 2023/07/27 11:45 | Yuto Kobayashi v Lauri Ulla | L | 2-3 |