Stadium: Estonia 2
| TT Cup (2023) | 2023/12/22 12:15 | Oliver Ollman v Martin Pakk | W | 3-1 |
| TT Cup (2023) | 2023/12/22 11:15 | Oliver Ollman v Yuto Kobayashi | L | 2-3 |
| TT Cup (2023) | 2023/12/13 14:30 | Oliver Ollman v Jaanus Lokotar | L | 1-3 |
| TT Cup (2023) | 2023/12/13 13:45 | Jaanus Lokotar v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/12/13 12:45 | Oliver Ollman v Mart Martin | L | 0-3 |
| TT Cup (2023) | 2023/12/13 11:15 | Stanislav Kruti v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/12/11 19:55 | Oliver Ollman v Toivo Tuisk | W | 3-0 |
| TT Cup (2023) | 2023/12/11 18:45 | Toivo Tuisk v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/12/22 12:45 | Yuto Kobayashi v Jevgeni Sikorski | L | 3-1 |
| TT Cup (2023) | 2023/12/22 11:45 | Jevgeni Sikorski v Martin Pakk | L | 1-3 |
| TT Cup (2023) | 2023/11/02 14:15 | Jevgeni Sikorski v Mart Ojamaa | L | 1-3 |
| TT Cup (2023) | 2023/11/02 13:15 | Martin Pakk v Jevgeni Sikorski | L | 3-2 |
| TT Cup (2023) | 2023/11/02 12:45 | Madis Vaarpu v Jevgeni Sikorski | L | 3-2 |
| TT Cup (2023) | 2023/11/02 11:45 | Jevgeni Sikorski v Mart Ojamaa | W | 3-2 |
| TT Cup (2023) | 2023/03/12 10:15 | Toivo Tuisk v Jevgeni Sikorski | L | 3-2 |
| TT Cup (2023) | 2023/03/12 08:45 | Heldur Nermann v Jevgeni Sikorski | W | 2-3 |