| TT Cup (2023) | 2023/11/13 16:15 | Toivo Tuisk v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/10/19 15:45 | Oliver Ollman v Toivo Tuisk | W | 3-2 |
| TT Cup (2023) | 2023/10/13 17:45 | Toivo Tuisk v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/08/25 18:45 | Toivo Tuisk v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/08/25 17:45 | Toivo Tuisk v Oliver Ollman | L | 3-1 |
| TT Cup (2023) | 2023/08/07 15:15 | Oliver Ollman v Toivo Tuisk | W | 3-0 |
| TT Cup (2023) | 2023/07/26 18:15 | Oliver Ollman v Toivo Tuisk | W | 3-1 |
| TT Cup (2023) | 2023/07/26 17:45 | Toivo Tuisk v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/11/20 16:15 | Oliver Ollman v Valdek Putkemaa | W | 3-0 |
| TT Cup (2023) | 2023/11/13 19:50 | Oliver Ollman v Raul Pirson | W | 3-0 |
| TT Cup (2023) | 2023/11/13 18:45 | Raul Pirson v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/11/13 17:45 | Oliver Ollman v Heino Laidmaa | W | 3-1 |
| TT Cup (2023) | 2023/11/13 16:15 | Toivo Tuisk v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/10/30 19:50 | Oliver Ollman v Madis Vaarpu | W | 3-0 |
| TT Cup (2023) | 2023/10/30 18:15 | Madis Vaarpu v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/10/30 17:45 | Konstantin Akimov v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/11/20 16:45 | Raul Pirson v Toivo Tuisk | W | 1-3 |
| TT Cup (2023) | 2023/11/13 19:20 | Toivo Tuisk v Heino Laidmaa | W | 3-2 |
| TT Cup (2023) | 2023/11/13 18:15 | Toivo Tuisk v Heino Laidmaa | W | 3-1 |
| TT Cup (2023) | 2023/11/13 17:15 | Toivo Tuisk v Raul Pirson | L | 1-3 |
| TT Cup (2023) | 2023/11/13 16:15 | Toivo Tuisk v Oliver Ollman | L | 2-3 |
| TT Cup (2023) | 2023/10/19 18:25 | Toivo Tuisk v Dmitry Fomichenko | W | 3-0 |
| TT Cup (2023) | 2023/10/19 17:45 | Toivo Tuisk v Dmitry Fomichenko | L | 2-3 |
| TT Cup (2023) | 2023/10/19 16:15 | Aleksandr Sokirjanski v Toivo Tuisk | W | 1-3 |