| 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 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 (2022) | 2022/04/23 15:45 | Anton Kukeste v Enno Vinne | L | 3-1 |
| TT Cup (2023) | 2023/06/01 07:11 | Heino Laidmaa v Oleg Gussarov | L | 3-2 |
| TT Cup (2023) | 2023/06/01 06:55 | Heino Laidmaa v Oleg Gussarov | L | 3-2 |
| TT Cup (2023) | 2023/06/01 05:45 | Vadim Strogov v Oleg Gussarov | L | 3-2 |
| 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 |