| TT Cup (2023) | 11/27 20:45 | - | Stanislav Kruti v Heino Laidmaa | L | 3-1 | |
| TT Cup (2023) | 11/27 19:45 | - | Toivo Tuisk v Heino Laidmaa | W | 0-3 | |
| TT Cup (2023) | 11/27 18:45 | - | Heino Laidmaa v Stanislav Kruti | L | 1-3 | |
| TT Cup (2023) | 11/27 17:15 | - | Raul Pirson v Heino Laidmaa | W | 0-3 | |
| TT Cup (2023) | 11/23 19:55 | - | Toivo Tuisk v Heino Laidmaa | W | 2-3 | |
| TT Cup (2023) | 11/23 18:15 | - | Valdek Putkemaa v Heino Laidmaa | W | 0-3 | |
| TT Cup (2023) | 11/23 17:45 | - | Dmitry Fomichenko v Heino Laidmaa | W | 0-3 | |
| TT Cup (2023) | 11/23 16:45 | - | Heino Laidmaa v Toivo Tuisk | L | 0-3 | |
| TT Cup (2023) | 11/16 19:55 | - | Dmitry Fomichenko v Heino Laidmaa | W | 1-3 | |
| TT Cup (2023) | 11/16 18:15 | - | Valdek Putkemaa v Heino Laidmaa | W | 1-3 | |
| TT Cup (2023) | 11/16 17:45 | - | Dmitry Fomichenko v Heino Laidmaa | L | 3-0 | |
| TT Cup (2023) | 11/16 16:45 | - | Heino Laidmaa v Brunold Oja | W | 3-2 | |
| TT Cup (2023) | 11/13 19:20 | - | Toivo Tuisk v Heino Laidmaa | L | 3-2 | |
| TT Cup (2023) | 11/13 18:15 | - | Toivo Tuisk v Heino Laidmaa | L | 3-1 | |
| TT Cup (2023) | 11/13 17:45 | - | Oliver Ollman v Heino Laidmaa | L | 3-1 | |
| TT Cup (2023) | 11/13 16:45 | - | Heino Laidmaa v Raul Pirson | W | 3-2 | |
| TT Cup (2023) | 10/27 18:20 | - | Valdek Putkemaa v Heino Laidmaa | L | 3-2 | |
| TT Cup (2023) | 10/27 17:45 | - | Heino Laidmaa v Valdek Putkemaa | L | 1-3 | |
| TT Cup (2023) | 10/27 16:15 | - | Oliver Ollman v Heino Laidmaa | L | 3-1 | |
| TT Cup (2023) | 10/27 15:45 | - | Mati Krusel v Heino Laidmaa | L | 3-0 | |
| TT Cup (2023) | 10/13 18:20 | - | Toivo Tuisk v Heino Laidmaa | W | 2-3 | |
| TT Cup (2023) | 10/13 17:15 | - | Dmitry Fomichenko v Heino Laidmaa | W | 1-3 | |
| TT Cup (2023) | 10/13 16:45 | - | Oliver Ollman v Heino Laidmaa | L | 3-2 | |
| TT Cup (2023) | 10/13 15:45 | - | Heino Laidmaa v Toivo Tuisk | L | 0-3 | |
| TT Cup (2023) | 10/06 18:20 | - | Heino Laidmaa v Dmitry Fomichenko | L | 0-3 | |
| TT Cup (2023) | 10/06 17:15 | - | Heino Laidmaa v Dmitry Fomichenko | W | 3-1 | |
| TT Cup (2023) | 10/06 16:15 | - | Heino Laidmaa v Valdek Putkemaa | L | 1-3 | |
| TT Cup (2023) | 10/06 15:15 | - | Heino Laidmaa v Oliver Ollman | L | 2-3 | |
| TT Cup (2023) | 09/21 18:15 | - | Heino Laidmaa v Brunold Oja | W | 3-0 | |
| TT Cup (2023) | 09/21 17:15 | - | Heino Laidmaa v Yuto Kobayashi | L | 1-3 |