| TT Cup (2023) | 06/11 18:15 | - | Heino Kruusement v Philip Kharchenko | L | 0-3 | |
| TT Cup (2023) | 06/11 17:15 | - | Heino Kruusement v Mikk Vaikla | W | 3-2 | |
| TT Cup (2023) | 06/11 16:15 | - | Heino Kruusement v Philip Kharchenko | W | 3-2 | |
| TT Cup (2023) | 06/11 15:15 | - | Heino Kruusement v Marko Viidas | L | 0-3 | |
| TT Cup (2023) | 06/05 18:15 | - | Sergei Pogorelski v Heino Kruusement | W | 2-3 | |
| TT Cup (2023) | 06/05 17:15 | - | Aleksei Repin v Heino Kruusement | L | 3-0 | |
| TT Cup (2023) | 06/05 16:45 | - | Marko Viidas v Heino Kruusement | L | 3-1 | |
| TT Cup (2023) | 06/05 15:45 | - | Heino Kruusement v Sergei Pogorelski | L | 0-3 | |
| TT Cup (2023) | 06/04 09:15 | - | Heino Kruusement v Mikk Vaikla | L | 0-3 | |
| TT Cup (2023) | 06/04 08:15 | - | Maksim Sharofost v Heino Kruusement | L | 3-0 | |
| TT Cup (2023) | 06/04 07:15 | - | Heino Kruusement v Philip Kharchenko | W | 3-1 | |
| TT Cup (2023) | 06/04 05:45 | - | Mikk Vaikla v Heino Kruusement | W | 0-3 | |
| TT Cup (2023) | 05/29 18:45 | - | Heino Kruusement v Valerii Ignatev | W | 3-2 | |
| TT Cup (2023) | 05/29 17:45 | - | Heino Kruusement v Gerrit Hallmagi | W | 3-0 | |
| TT Cup (2023) | 05/29 16:15 | - | Valerii Ignatev v Heino Kruusement | W | 1-3 | |
| TT Cup (2023) | 05/29 15:45 | - | Vladimir Sastin v Heino Kruusement | W | 0-3 | |
| TT Cup (2023) | 05/19 18:15 | - | Philip Kharchenko v Heino Kruusement | W | 2-3 | |
| TT Cup (2023) | 05/19 17:15 | - | Heino Kruusement v Marko Mannik | L | 2-3 | |
| TT Cup (2023) | 05/19 16:15 | - | Heino Kruusement v Dmitri Krasnov | L | 0-3 | |
| TT Cup (2023) | 05/19 15:15 | - | Heino Kruusement v Philip Kharchenko | L | 0-3 | |
| TT Cup (2023) | 05/05 18:15 | - | Heino Kruusement v Varmo Onton | W | 3-0 | |
| TT Cup (2023) | 05/05 17:45 | - | Heino Kruusement v Varmo Onton | W | 3-1 | |
| TT Cup (2023) | 05/05 16:15 | - | Erik Trofimov v Heino Kruusement | W | 2-3 | |
| TT Cup (2023) | 05/05 15:45 | - | Dmitri Kuznetsov v Heino Kruusement | L | 3-0 | |
| TT Cup (2023) | 05/02 18:15 | - | Heino Kruusement v Sander Taaber | W | 3-2 | |
| TT Cup (2023) | 05/02 17:15 | - | Heino Kruusement v Dmitri Krasnov | L | 1-3 | |
| TT Cup (2023) | 05/02 16:15 | - | Heino Kruusement v Elvis Libene | L | 0-3 | |
| TT Cup (2023) | 05/02 15:15 | - | Heino Kruusement v Sander Taaber | W | 3-0 | |
| TT Cup (2023) | 04/29 08:45 | - | Dmitri Kuznetsov v Heino Kruusement | L | 3-2 | |
| TT Cup (2023) | 04/29 07:45 | - | Philip Kharchenko v Heino Kruusement | W | 1-3 |