| TT Cup (2023) | 2023/05/03 07:45 | Raul Pirson v Oleg Gussarov | L | 3-0 |
| TT Cup (2023) | 2023/01/09 08:45 | Raul Pirson v Oleg Gussarov | L | 3-1 |
| TT Cup (2023) | 2023/06/12 15:15 | Enno Vinne v Oleg Gussarov | L | 3-1 |
| TT Cup (2023) | 2023/06/01 07:11 | Heino Laidmaa v Oleg Gussarov | L | 3-2 |
| TT Cup | 2023/06/01 06:55 | Heino Laidmaa v Oleg Gussarov | L | 3-2 |
| TT Cup | 2023/06/01 05:45 | Vadim Strogov v Oleg Gussarov | L | 3-2 |
| TT Cup (2023) | 2023/05/03 08:45 | Mart Ojamaa v Oleg Gussarov | L | 3-2 |
| TT Cup (2023) | 2023/05/03 07:45 | Raul Pirson v Oleg Gussarov | L | 3-0 |
| TT Cup (2023) | 2023/05/03 07:15 | Martin Pakk v Oleg Gussarov | L | 3-0 |
| TT Cup (2023) | 2023/05/03 06:15 | Oleg Gussarov v Mart Ojamaa | L | 0-3 |
| TT Cup (2023) | 2023/06/12 15:45 | Raul Pirson v Oliver Ollman | L | 1-3 |
| TT Cup (2023) | 2023/06/01 18:15 | Toivo Tuisk v Raul Pirson | L | 3-1 |
| TT Cup (2023) | 2023/06/01 17:45 | Raul Pirson v Toivo Tuisk | L | 0-3 |
| TT Cup (2023) | 2023/06/01 16:15 | Vootele Vaher v Raul Pirson | L | 3-1 |
| TT Cup (2023) | 2023/06/01 15:45 | Oliver Ollman v Raul Pirson | L | 3-1 |
| TT Cup (2023) | 2023/05/03 09:15 | Martin Pakk v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/05/03 07:45 | Raul Pirson v Oleg Gussarov | W | 3-0 |
| TT Cup (2023) | 2023/05/03 06:45 | Raul Pirson v Mart Ojamaa | W | 3-0 |