| TT Cup (2023) | 08/17 18:15 | - | Dmitri Kuznetsov v Markus-Oliver Annuk | W | 2-3 | |
| TT Cup (2023) | 08/17 17:15 | - | Markus-Oliver Annuk v Dmitri Krasnov | L | 2-3 | |
| TT Cup (2023) | 08/17 16:15 | - | Markus-Oliver Annuk v Dmitri Kuznetsov | L | 1-3 | |
| TT Cup (2023) | 08/17 15:15 | - | Markus-Oliver Annuk v Daljus Kregzde | L | 2-3 | |
| TT Cup (2023) | 08/15 18:45 | - | Markus-Oliver Annuk v Sander Taaber | L | 1-3 | |
| TT Cup (2023) | 08/15 17:45 | - | Markus-Oliver Annuk v Daljus Kregzde | W | 3-2 | |
| TT Cup (2023) | 08/15 16:15 | - | Tristan Pugi v Markus-Oliver Annuk | L | 3-1 | |
| TT Cup (2023) | 08/15 15:45 | - | Sander Taaber v Markus-Oliver Annuk | W | 0-3 | |
| TT Cup (2023) | 08/13 08:45 | - | Dmitri Krasnov v Markus-Oliver Annuk | L | 3-1 | |
| TT Cup (2023) | 08/13 07:45 | - | Markus-Oliver Annuk v Daljus Kregzde | L | 0-3 | |
| TT Cup (2023) | 08/13 06:45 | - | Dmitri Krasnov v Markus-Oliver Annuk | L | 3-2 | |
| TT Cup (2023) | 08/13 06:15 | - | Philip Kharchenko v Markus-Oliver Annuk | L | 3-1 | |
| TT Cup (2023) | 08/02 18:15 | - | Marko Mannik v Markus-Oliver Annuk | L | 3-0 | |
| TT Cup (2023) | 08/02 17:15 | - | Varmo Onton v Markus-Oliver Annuk | L | 3-2 | |
| TT Cup (2023) | 08/02 16:45 | - | Philip Kharchenko v Markus-Oliver Annuk | L | 3-1 | |
| TT Cup (2023) | 08/02 15:45 | - | Markus-Oliver Annuk v Marko Mannik | L | 2-3 |