| TT Cup (2023) | 2023/01/03 13:15 | Heldur Nermann v Oliver Ollman | W | 3-2 |
| TT Cup (2022) | 2022/07/16 07:15 | Heldur Nermann v Oliver Ollman | W | 3-0 |
| TT Cup (2022) | 2022/07/09 06:45 | Heldur Nermann v Oliver Ollman | W | 3-2 |
| TT Cup (2022) | 2022/06/18 08:45 | Oliver Ollman v Heldur Nermann | W | 2-3 |
| TT Cup (2022) | 2022/06/18 07:15 | Heldur Nermann v Oliver Ollman | L | 1-3 |
| TT Cup (2023) | 2023/03/15 06:45 | Heldur Nermann v Raul Pirson | L | 1-3 |
| TT Cup (2023) | 2023/03/12 09:45 | Heldur Nermann v Ular Nurmits | W | 3-1 |
| TT Cup (2023) | 2023/03/12 08:45 | Heldur Nermann v Jevgeni Sikorski | L | 2-3 |
| TT Cup (2023) | 2023/03/12 07:45 | Heldur Nermann v Ular Nurmits | W | 3-0 |
| TT Cup (2023) | 2023/03/12 06:45 | Heldur Nermann v Toivo Tuisk | L | 0-3 |
| TT Cup (2023) | 2023/02/21 14:15 | Heldur Nermann v Andrei Romanov | W | 3-1 |
| TT Cup (2023) | 2023/02/21 13:45 | Heldur Nermann v Madis Vaarpu | L | 0-3 |
| TT Cup (2023) | 2023/02/21 12:15 | Andrei Romanov v Heldur Nermann | W | 0-3 |
| TT Cup (2023) | 2023/03/15 07:15 | Ermo Veelain v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/03/13 09:45 | Valdek Putkemaa v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/03/13 08:45 | Oliver Ollman v Raul Pirson | W | 3-0 |
| TT Cup (2023) | 2023/03/13 07:45 | Oliver Ollman v Valdek Putkemaa | L | 2-3 |
| TT Cup (2023) | 2023/03/13 06:45 | Oliver Ollman v Vincent Oberle | L | 1-3 |
| TT Cup (2023) | 2023/03/07 19:15 | Vootele Vaher v Oliver Ollman | L | 3-0 |
| TT Cup (2023) | 2023/03/07 18:45 | Vootele Vaher v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/03/07 17:45 | Oliver Ollman v Valerii Ignatev | L | 2-3 |