| TT Cup (2023) | 2023/08/22 18:45 | Mart Martin v Oliver Ollman | L | 3-0 |
| TT Cup (2023) | 2023/08/22 15:15 | Mart Martin v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/08/16 17:45 | Mart Martin v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/08/07 18:45 | Mart Martin v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/08/07 17:15 | Oliver Ollman v Mart Martin | L | 2-3 |
| TT Cup (2023) | 2023/10/30 19:50 | Oliver Ollman v Madis Vaarpu | W | 3-0 |
| TT Cup (2023) | 2023/10/30 18:15 | Madis Vaarpu v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/10/30 17:45 | Konstantin Akimov v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/10/30 16:45 | Oliver Ollman v Eduard Pukkonen | W | 3-2 |
| TT Cup (2023) | 2023/10/27 18:50 | Mati Krusel v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/10/27 17:15 | Oliver Ollman v Mati Krusel | L | 1-3 |
| TT Cup (2023) | 2023/10/27 16:15 | Oliver Ollman v Heino Laidmaa | W | 3-1 |
| TT Cup (2023) | 2023/10/27 15:15 | Oliver Ollman v Valdek Putkemaa | W | 3-1 |
| TT Cup (2023) | 2023/10/31 14:55 | Mart Martin v Grigori Maltizov | L | 1-3 |
| TT Cup (2023) | 2023/10/31 13:15 | Mart Martin v Yevhenii Cherkashyn | W | 3-2 |
| TT Cup (2023) | 2023/10/31 12:15 | Mart Martin v Grigori Maltizov | W | 3-1 |
| TT Cup (2023) | 2023/10/31 11:15 | Mart Martin v Jaanus Lokotar | L | 2-3 |
| TT Cup (2023) | 2023/10/27 13:50 | Yevhenii Cherkashyn v Mart Martin | L | 3-2 |
| TT Cup (2023) | 2023/10/27 12:15 | Mart Martin v Yevhenii Cherkashyn | L | 2-3 |
| TT Cup (2023) | 2023/10/27 11:15 | Mart Martin v Grigori Maltizov | W | 3-1 |
| TT Cup (2023) | 2023/10/27 10:15 | Mart Martin v Edvinas Tamashauskas | W | 3-1 |