| TT Cup | 2023/07/20 18:15 | Heino Laidmaa v Brunold Oja | W | 3-2 |
| TT Cup | 2023/07/20 17:45 | Dmitry Fomichenko v Heino Laidmaa | L | 3-2 |
| TT Cup | 2023/07/20 16:45 | Heino Laidmaa v Brunold Oja | W | 3-0 |
| TT Cup | 2023/07/20 15:15 | Raul Pirson v Heino Laidmaa | L | 3-1 |
| TT Cup | 2023/07/13 18:45 | Dmitry Fomichenko v Heino Laidmaa | L | 3-2 |
| TT Cup | 2023/07/13 17:15 | Heino Laidmaa v Aleksandr Sokirjanski | W | 3-1 |
| TT Cup | 2023/07/13 16:15 | Heino Laidmaa v Dmitry Fomichenko | L | 1-3 |
| TT Cup | 2023/07/13 15:15 | Heino Laidmaa v Oleg Gussarov | W | 3-0 |
| TT Cup | 2023/08/01 13:15 | Andrei Romanov v Ivo Joasoo | L | 3-0 |
| TT Cup | 2023/08/01 12:15 | Madis Vaarpu v Ivo Joasoo | L | 3-1 |
| TT Cup | 2023/08/01 11:45 | Oleg Gussarov v Ivo Joasoo | L | 3-0 |
| TT Cup | 2023/08/01 10:45 | Ivo Joasoo v Andrei Romanov | L | 0-3 |