| TT Cup (2023) | 2023/02/13 09:15 | Mart Ojamaa v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/01/31 07:15 | Mart Ojamaa v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/01/10 12:15 | Mart Ojamaa v Oliver Ollman | W | 1-3 |
| TT Cup (2022) | 2022/12/20 10:15 | Mart Ojamaa v Oliver Ollman | W | 2-3 |
| TT Cup (2022) | 2022/12/20 09:15 | Mart Ojamaa v Oliver Ollman | L | 3-0 |
| 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 |
| TT Cup (2023) | 2023/02/07 10:14 | Vincent Oberle v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/02/13 09:15 | Mart Ojamaa v Oliver Ollman | L | 1-3 |
| TT Cup (2023) | 2023/02/13 07:45 | Raul Pirson v Mart Ojamaa | L | 3-1 |
| TT Cup (2023) | 2023/02/13 07:15 | Valdek Putkemaa v Mart Ojamaa | L | 3-2 |
| TT Cup (2023) | 2023/02/06 14:45 | Mart Ojamaa v Raul Pirson | L | 2-3 |
| TT Cup (2023) | 2023/02/06 13:15 | Mart Ojamaa v Madis Vaarpu | W | 3-1 |
| TT Cup (2023) | 2023/02/06 12:15 | Mart Ojamaa v Raul Pirson | W | 3-2 |
| TT Cup (2023) | 2023/02/06 11:15 | Mart Ojamaa v Eduard Pukkonen | W | 3-0 |
| TT Cup (2023) | 2023/02/01 10:15 | Mart Ojamaa v Raul Pirson | L | 2-3 |