| TT Cup (2023) | 11/07 19:20 | - | Aleksandr Sokirjanski v Oleg Gussarov | L | 3-0 | |
| TT Cup (2023) | 11/07 18:15 | - | Oleg Gussarov v Valdek Putkemaa | L | 1-3 | |
| TT Cup (2023) | 11/07 17:15 | - | Oleg Gussarov v Brunold Oja | L | 1-3 | |
| TT Cup (2023) | 11/07 16:15 | - | Oleg Gussarov v Aleksandr Sokirjanski | L | 0-3 | |
| TT Cup (2023) | 10/11 13:45 | - | Mart Ojamaa v Oleg Gussarov | L | 3-0 | |
| TT Cup (2023) | 10/11 12:45 | - | Madis Vaarpu v Oleg Gussarov | W | 0-3 | |
| TT Cup (2023) | 10/11 11:45 | - | Oleg Gussarov v Mart Ojamaa | L | 0-3 | |
| TT Cup (2023) | 10/11 10:15 | - | Martin Pakk v Oleg Gussarov | L | 3-1 | |
| TT Cup (2023) | 08/03 18:15 | - | Oleg Gussarov v Ivo Joasoo | W | 3-1 | |
| TT Cup (2023) | 08/03 17:45 | - | Ivo Joasoo v Oleg Gussarov | W | 0-3 | |
| TT Cup (2023) | 08/03 16:45 | - | Oleg Gussarov v Heino Laidmaa | L | 0-3 | |
| TT Cup (2023) | 08/03 15:15 | - | Aleksandr Sokirjanski v Oleg Gussarov | L | 3-0 | |
| TT Cup (2023) | 08/01 13:45 | - | Madis Vaarpu v Oleg Gussarov | L | 3-0 | |
| TT Cup (2023) | 08/01 12:45 | - | Andrei Romanov v Oleg Gussarov | W | 2-3 | |
| TT Cup (2023) | 08/01 11:45 | - | Oleg Gussarov v Ivo Joasoo | W | 3-0 | |
| TT Cup (2023) | 08/01 10:15 | - | Madis Vaarpu v Oleg Gussarov | L | 3-2 | |
| TT Cup (2023) | 07/25 13:45 | - | Madis Vaarpu v Oleg Gussarov | W | 0-3 | |
| TT Cup (2023) | 07/25 12:45 | - | Oleg Gussarov v Aldu Tigane | W | 3-0 | |
| TT Cup (2023) | 07/25 11:15 | - | Andrei Romanov v Oleg Gussarov | W | 2-3 | |
| TT Cup (2023) | 07/25 10:45 | - | Madis Vaarpu v Oleg Gussarov | L | 3-2 | |
| TT Cup (2023) | 07/13 18:15 | - | Aleksandr Sokirjanski v Oleg Gussarov | W | 1-3 | |
| TT Cup (2023) | 07/13 17:45 | - | Dmitry Fomichenko v Oleg Gussarov | W | 2-3 | |
| TT Cup (2023) | 07/13 16:45 | - | Oleg Gussarov v Aleksandr Sokirjanski | L | 0-3 | |
| TT Cup (2023) | 07/13 15:15 | - | Heino Laidmaa v Oleg Gussarov | L | 3-0 | |
| TT Cup (2023) | 06/28 09:15 | - | Oleg Gussarov v Heldur Nermann | L | 0-3 | |
| TT Cup (2023) | 06/28 07:45 | - | Andi Maasalu v Oleg Gussarov | W | 2-3 | |
| TT Cup (2023) | 06/28 07:15 | - | Heldur Nermann v Oleg Gussarov | W | 1-3 | |
| TT Cup (2023) | 06/28 06:15 | - | Oleg Gussarov v Aldu Tigane | W | 3-1 | |
| TT Cup (2023) | 06/12 18:15 | - | Raul Pirson v Oleg Gussarov | L | 3-1 | |
| TT Cup (2023) | 06/12 17:45 | - | Oliver Ollman v Oleg Gussarov | L | 3-0 |