| TT Cup (2023) | 2023/06/12 15:15 | Enno Vinne v Oleg Gussarov | W | 3-1 |
| TT Cup (2022) | 2022/08/08 18:15 | Oleg Gussarov v Enno Vinne | W | 2-3 |
| TT Cup (2022) | 2022/08/08 17:45 | Enno Vinne v Oleg Gussarov | L | 0-3 |
| TT Cup (2022) | 2022/08/08 16:45 | Enno Vinne v Johannes Kant | W | 3-2 |
| TT Cup (2022) | 2022/08/08 16:15 | Enno Vinne v Meelis Apsolon | L | 1-3 |
| TT Cup (2022) | 2022/04/23 18:15 | Viljar Laidvee v Enno Vinne | L | 3-0 |
| TT Cup (2022) | 2022/04/23 18:11 | Viljar Laidvee v Enno Vinne | L | 3-0 |
| TT Cup (2022) | 2022/04/23 16:45 | Edvinas Tamashauskas v Enno Vinne | L | 3-0 |
| TT Cup (2023) | 2023/06/12 15:45 | Raul Pirson v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/06/01 18:45 | Vootele Vaher v Oliver Ollman | W | 2-3 |
| TT Cup (2023) | 2023/06/01 17:15 | Vootele Vaher v Oliver Ollman | L | 3-0 |
| TT Cup (2023) | 2023/06/01 16:45 | Toivo Tuisk v Oliver Ollman | W | 1-3 |
| TT Cup (2023) | 2023/06/01 15:45 | Oliver Ollman v Raul Pirson | W | 3-1 |
| 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 |