| TT Cup (2023) | 2023/06/01 06:45 | Vadim Strogov v Heino Laidmaa | W | 1-3 |
| TT Cup (2023) | 2023/06/01 06:15 | Vadim Strogov v Heino Laidmaa | L | 3-0 |
| TT Cup (2023) | 2023/05/30 13:15 | Heino Laidmaa v Johannes Kant | L | 2-3 |
| TT Cup (2023) | 2023/05/30 12:45 | Heino Laidmaa v Heldur Nermann | L | 1-3 |
| TT Cup (2023) | 2023/05/30 11:15 | Yuto Kobayashi v Heino Laidmaa | L | 3-0 |
| TT Cup (2023) | 2023/05/30 10:45 | Johannes Kant v Heino Laidmaa | W | 0-3 |
| TT Cup (2023) | 2023/05/27 13:15 | Heino Laidmaa v Vootele Vaher | L | 1-3 |
| TT Cup (2023) | 2023/05/27 12:15 | Meelis Apsolon v Heino Laidmaa | L | 3-0 |
| 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 |
| 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 |