| TT Cup (2023) | 2023/01/17 08:15 | Oliver Ollman v Oleg Gussarov | W | 3-0 |
| TT Cup (2023) | 2023/01/09 07:15 | Oleg Gussarov v Oliver Ollman | W | 0-3 |
| TT Cup (2022) | 2022/07/03 05:45 | Oliver Ollman v Oleg Gussarov | L | 0-3 |
| TT Cup (2023) | 2023/05/12 13:45 | Dmitri Donskov v Oliver Ollman | L | 3-0 |
| TT Cup (2023) | 2023/05/12 12:15 | Oliver Ollman v Valdek Putkemaa | W | 3-1 |
| TT Cup (2023) | 2023/05/12 11:15 | Oliver Ollman v Dmitri Donskov | L | 0-3 |
| TT Cup (2023) | 2023/05/12 10:15 | Oliver Ollman v GDPR-802013 | W | 3-1 |
| TT Cup (2023) | 2023/03/29 09:15 | Stanislav Kruti v Oliver Ollman | L | 3-0 |
| TT Cup (2023) | 2023/03/29 07:45 | Vincent Oberle v Oliver Ollman | L | 3-2 |
| TT Cup (2023) | 2023/03/29 07:15 | Martin Pakk v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/03/29 06:15 | Oliver Ollman v Stanislav Kruti | L | 2-3 |
| TT Cup (2023) | 2023/05/03 08:45 | Mart Ojamaa v Oleg Gussarov | L | 3-2 |
| TT Cup (2023) | 2023/05/03 07:45 | Raul Pirson v Oleg Gussarov | L | 3-0 |
| TT Cup (2023) | 2023/05/03 07:15 | Martin Pakk v Oleg Gussarov | L | 3-0 |
| TT Cup (2023) | 2023/05/03 06:15 | Oleg Gussarov v Mart Ojamaa | L | 0-3 |
| TT Cup (2023) | 2023/03/22 19:15 | Martin Salong v Oleg Gussarov | L | 3-1 |
| TT Cup (2023) | 2023/03/22 18:45 | Martin Salong v Oleg Gussarov | L | 3-0 |
| TT Cup (2023) | 2023/03/22 17:45 | Oleg Gussarov v Valerii Ignatev | L | 0-3 |
| TT Cup (2023) | 2023/03/22 16:15 | Aleksandr Dulov v Oleg Gussarov | L | 3-0 |