| TT Cup (2023) | 2023/07/04 17:45 | Enno Vinne v Raul Pirson | L | 1-3 |
| TT Cup (2023) | 2023/06/12 17:15 | Enno Vinne v Raul Pirson | W | 3-0 |
| TT Cup (2023) | 2023/07/04 18:15 | Heino Laidmaa v Enno Vinne | L | 3-1 |
| TT Cup (2023) | 2023/07/04 17:45 | Enno Vinne v Raul Pirson | L | 1-3 |
| TT Cup (2023) | 2023/07/04 16:15 | Vadim Strogov v Enno Vinne | W | 1-3 |
| TT Cup (2023) | 2023/07/04 15:45 | Heino Laidmaa v Enno Vinne | L | 3-2 |
| TT Cup (2023) | 2023/06/28 18:15 | Yuto Kobayashi v Enno Vinne | L | 3-1 |
| TT Cup (2023) | 2023/06/28 17:45 | Enno Vinne v Yuto Kobayashi | L | 0-3 |
| TT Cup (2023) | 2023/06/28 16:15 | Oliver Ollman v Enno Vinne | L | 3-1 |
| TT Cup (2023) | 2023/06/28 15:45 | Toivo Tuisk v Enno Vinne | L | 3-1 |
| TT Cup (2023) | 2023/08/16 18:15 | Raul Pirson v Oliver Ollman | L | 0-3 |
| TT Cup (2023) | 2023/08/16 17:15 | Raul Pirson v Heino Laidmaa | L | 0-3 |
| TT Cup (2023) | 2023/08/16 16:15 | Raul Pirson v Mart Martin | L | 2-3 |
| TT Cup (2023) | 2023/08/16 15:15 | Raul Pirson v Oliver Ollman | W | 3-0 |
| TT Cup (2023) | 2023/08/11 13:45 | Johannes Kant v Raul Pirson | L | 3-2 |
| TT Cup (2023) | 2023/08/11 12:45 | Johannes Kant v Raul Pirson | L | 3-1 |
| TT Cup (2023) | 2023/08/11 11:45 | Raul Pirson v Valdek Putkemaa | W | 3-0 |
| TT Cup (2023) | 2023/08/11 10:15 | Mart Ojamaa v Raul Pirson | W | 0-3 |