| TT Cup (2023) | 2023/07/04 16:45 | Raul Pirson v Heino Laidmaa | W | 3-1 |
| TT Cup (2023) | 2023/07/10 18:15 | Raul Pirson v Aleksandr Sokirjanski | W | 3-1 |
| TT Cup (2023) | 2023/07/10 17:45 | Raul Pirson v Oliver Ollman | L | 0-3 |
| TT Cup (2023) | 2023/07/10 16:15 | Toivo Tuisk v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/07/10 15:45 | Aleksandr Sokirjanski v Raul Pirson | W | 0-3 |
| TT Cup (2023) | 2023/07/04 18:45 | Vadim Strogov v Raul Pirson | W | 0-3 |
| TT Cup (2023) | 2023/07/04 17:45 | Enno Vinne v Raul Pirson | W | 1-3 |
| TT Cup (2023) | 2023/07/04 16:45 | Raul Pirson v Heino Laidmaa | W | 3-1 |
| TT Cup (2023) | 2023/07/04 15:15 | Vadim Strogov v Raul Pirson | L | 3-1 |
| TT Cup (2023) | 2023/07/13 18:45 | Dmitry Fomichenko v Heino Laidmaa | L | 3-2 |
| TT Cup (2023) | 2023/07/13 17:15 | Heino Laidmaa v Aleksandr Sokirjanski | W | 3-1 |
| TT Cup (2023) | 2023/07/13 16:15 | Heino Laidmaa v Dmitry Fomichenko | L | 1-3 |
| TT Cup (2023) | 2023/07/13 15:15 | Heino Laidmaa v Oleg Gussarov | W | 3-0 |
| TT Cup (2023) | 2023/07/04 18:15 | Heino Laidmaa v Enno Vinne | W | 3-1 |
| TT Cup (2023) | 2023/07/04 17:15 | Vadim Strogov v Heino Laidmaa | L | 3-1 |
| TT Cup (2023) | 2023/07/04 16:45 | Raul Pirson v Heino Laidmaa | L | 3-1 |
| TT Cup (2023) | 2023/07/04 15:45 | Heino Laidmaa v Enno Vinne | W | 3-2 |