| TT Cup | 01/18 10:30 | - | Oliver Ollmann v Gerrit Hallmagi | L | 0-3 | |
| TT Cup | 01/18 09:15 | - | Oliver Ollmann v Gerrit Hallmagi | W | 3-1 | |
| TT Cup | 01/18 07:45 | - | Vincent Oberle v Oliver Ollmann | W | 2-3 | |
| TT Cup | 01/18 07:15 | - | Martin Pakk v Oliver Ollmann | W | 0-3 | |
| TT Cup | 01/12 14:45 | - | Edvinas Tamashauskas v Oliver Ollmann | L | 3-1 | |
| TT Cup | 01/12 13:45 | - | Yuto Kobayashi v Oliver Ollmann | W | 0-3 | |
| TT Cup | 01/12 12:45 | - | Oliver Ollmann v Edvinas Tamashauskas | L | 2-3 | |
| TT Cup | 01/12 11:15 | - | Stanislav Kruti v Oliver Ollmann | W | 2-3 | |
| TT Cup | 01/11 14:50 | - | Andrus Steinbach v Oliver Ollmann | L | 3-2 | |
| TT Cup | 01/11 13:45 | - | Gerrit Hallmagi v Oliver Ollmann | W | 1-3 | |
| TT Cup | 01/11 12:45 | - | Oliver Ollmann v Yuto Kobayashi | W | 3-1 | |
| TT Cup | 01/11 11:15 | - | Andrus Steinbach v Oliver Ollmann | L | 3-0 | |
| TT Cup | 12/27 14:25 | - | Oliver Ollmann v Stanislav Kruti | W | 3-1 | |
| TT Cup | 12/27 13:15 | - | Oliver Ollmann v Andrus Steinbach | L | 0-3 | |
| TT Cup | 12/27 12:15 | - | Oliver Ollmann v Stanislav Kruti | W | 3-1 | |
| TT Cup | 12/27 11:15 | - | Oliver Ollmann v Mart Martin | L | 0-3 | |
| TT Cup | 12/26 14:55 | - | Oliver Ollmann v Martin Mart | L | 0-3 | |
| TT Cup | 12/26 13:15 | - | Martin Mart v Oliver Ollmann | W | 1-3 | |
| TT Cup | 12/26 12:45 | - | Jaanus Lokotar v Oliver Ollmann | W | 1-3 | |
| TT Cup | 12/26 11:45 | - | Oliver Ollmann v Stanislav Kruti | W | 3-1 | |
| TT Cup | 12/22 14:45 | - | Yuto Kobayashi v Oliver Ollmann | W | 0-3 | |
| TT Cup | 12/22 13:15 | - | Oliver Ollmann v Jevgeni Sikorski | W | 3-0 | |
| TT Cup | 12/22 12:15 | - | Oliver Ollmann v Martin Pakk | W | 3-1 | |
| TT Cup | 12/22 11:15 | - | Oliver Ollmann v Yuto Kobayashi | L | 2-3 | |
| TT Cup | 12/13 14:30 | - | Oliver Ollmann v Jaanus Lokotar | L | 1-3 | |
| TT Cup | 12/13 13:45 | - | Jaanus Lokotar v Oliver Ollmann | W | 2-3 | |
| TT Cup | 12/13 12:45 | - | Oliver Ollmann v Mart Martin | L | 0-3 | |
| TT Cup | 12/13 11:15 | - | Stanislav Kruti v Oliver Ollmann | W | 1-3 | |
| TT Cup | 12/11 19:55 | - | Oliver Ollmann v Toivo Tuisk | W | 3-0 | |
| TT Cup | 12/11 18:45 | - | Toivo Tuisk v Oliver Ollmann | W | 2-3 |