| TT Cup (2023) | 2023/01/31 09:45 | Oliver Ollman v Ermo Veelain | W | 3-1 |
| TT Cup (2023) | 2023/01/31 09:15 | Oliver Ollman v Ermo Veelain | W | 3-1 |
| TT Cup (2023) | 2023/01/10 11:45 | Ermo Veelain v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/03/06 06:45 | Vincent Oberle v Oliver Ollman | W | 0-3 |
| TT Cup (2023) | 2023/02/28 10:15 | Oliver Ollman v Mart Ojamaa | W | 3-0 |
| TT Cup (2023) | 2023/02/28 09:15 | Oliver Ollman v Raul Pirson | W | 3-0 |
| TT Cup (2023) | 2023/02/28 07:45 | Mart Ojamaa v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/02/28 07:15 | Valdek Putkemaa v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/02/20 09:45 | Oliver Ollman v Valdek Putkemaa | L | 1-3 |
| TT Cup (2023) | 2023/02/20 09:15 | Raul Pirson v Oliver Ollman | L | 3-1 |
| TT Cup (2023) | 2023/02/20 08:15 | Oliver Ollman v Valdek Putkemaa | W | 3-2 |
| TT Cup (2023) | 2023/03/06 07:15 | Ermo Veelain v Raul Pirson | L | 2-3 |
| TT Cup (2023) | 2023/02/21 14:45 | Ermo Veelain v Madis Vaarpu | L | 2-3 |
| TT Cup (2023) | 2023/02/21 13:15 | Andrei Romanov v Ermo Veelain | W | 0-3 |
| TT Cup (2023) | 2023/02/21 12:45 | Madis Vaarpu v Ermo Veelain | W | 2-3 |
| TT Cup (2023) | 2023/02/21 11:45 | Ermo Veelain v Heldur Nermann | W | 3-0 |
| TT Cup (2023) | 2023/01/31 09:45 | Oliver Ollman v Ermo Veelain | L | 3-1 |
| TT Cup (2023) | 2023/01/31 09:15 | Oliver Ollman v Ermo Veelain | L | 3-1 |
| TT Cup (2023) | 2023/01/31 08:15 | Ermo Veelain v Mart Ojamaa | L | 1-3 |