| 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) | 2023/02/01 09:45 | Heldur Nermann v Andi Maasalu | W | 3-0 |
| TT Cup (2023) | 2023/02/01 09:15 | Raul Pirson v Heldur Nermann | L | 3-2 |
| TT Cup (2023) | 2023/02/01 08:15 | Heldur Nermann v Andi Maasalu | W | 3-0 |
| TT Cup (2023) | 2023/02/01 06:45 | Mart Ojamaa v Heldur Nermann | L | 3-0 |
| TT Cup (2023) | 2023/01/21 09:45 | Heldur Nermann v GDPR-802013 | L | 1-3 |
| TT Cup (2023) | 2023/01/21 08:45 | Heldur Nermann v GDPR-802013 | W | 3-1 |
| TT Cup (2023) | 2023/01/21 07:45 | Heldur Nermann v Elvis Libene | L | 1-3 |
| TT Cup (2023) | 2023/01/21 06:45 | Heldur Nermann v Karl Kukk | L | 1-3 |
| TT Cup (2023) | 2023/02/13 09:45 | Oliver Ollman v Mart Ojamaa | W | 3-1 |
| TT Cup (2023) | 2023/02/13 09:15 | Mart Ojamaa v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/02/13 08:15 | Oliver Ollman v Valdek Putkemaa | L | 0-3 |
| TT Cup (2023) | 2023/02/13 06:45 | Raul Pirson v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/02/09 19:15 | Vootele Vaher v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/02/09 18:15 | Oliver Ollman v Aleksandr Dulov | L | 0-3 |
| TT Cup (2023) | 2023/02/09 17:15 | Oliver Ollman v Vootele Vaher | L | 1-3 |
| TT Cup (2023) | 2023/02/09 16:15 | Oliver Ollman v Valerii Ignatev | L | 2-3 |