| TT Cup (2023) | 2023/08/02 05:45 | Kalle Kask v Mart Ojamaa | L | 2-3 |
| TT Cup (2023) | 2023/07/20 08:45 | Rene Riomar v Kalle Kask | L | 3-0 |
| TT Cup (2023) | 2023/07/20 07:45 | Kalle Kask v Stanislav Fjodorov | L | 0-3 |
| TT Cup (2023) | 2023/07/20 06:45 | Meelis Apsolon v Kalle Kask | L | 3-1 |
| TT Cup (2023) | 2023/07/20 06:15 | Rene Riomar v Kalle Kask | L | 3-0 |
| TT Cup (2023) | 2023/07/12 08:45 | Martin Pakk v Kalle Kask | L | 3-1 |
| TT Cup (2023) | 2023/07/12 07:45 | Yuto Kobayashi v Kalle Kask | L | 3-1 |
| TT Cup (2023) | 2023/07/12 07:15 | Martin Pakk v Kalle Kask | L | 3-0 |
| TT Cup (2023) | 2023/08/02 06:15 | Valdek Putkemaa v Raul Pirson | W | 0-3 |
| TT Cup (2023) | 2023/07/20 18:45 | Raul Pirson v Dmitry Fomichenko | W | 3-2 |
| TT Cup (2023) | 2023/07/20 17:15 | Raul Pirson v Brunold Oja | W | 3-1 |
| TT Cup (2023) | 2023/07/20 16:15 | Raul Pirson v Dmitry Fomichenko | W | 3-2 |
| TT Cup (2023) | 2023/07/20 15:15 | 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 |