| TT Cup (2023) | 2023/03/17 06:45 | Kalle Kask v Yuto Kobayashi | W | 3-2 |
| TT Cup (2023) | 2023/02/03 08:15 | Yuto Kobayashi v Kalle Kask | W | 2-3 |
| TT Cup (2023) | 2023/03/17 09:15 | Kalle Kask v Johannes Kant | W | 3-0 |
| TT Cup (2023) | 2023/03/17 07:15 | Kalle Kask v Valdek Putkemaa | W | 3-0 |
| TT Cup (2023) | 2023/03/17 06:45 | Kalle Kask v Yuto Kobayashi | W | 3-2 |
| TT Cup (2023) | 2023/02/03 10:15 | Stanislav Kruti v Kalle Kask | L | 3-0 |
| TT Cup (2023) | 2023/02/03 08:45 | Johannes Kant v Kalle Kask | W | 0-3 |
| TT Cup (2023) | 2023/02/03 08:15 | Yuto Kobayashi v Kalle Kask | W | 2-3 |
| TT Cup (2023) | 2023/02/03 07:15 | Kalle Kask v Stanislav Kruti | L | 0-3 |
| TT Cup (2023) | 2023/01/27 09:45 | Valdek Putkemaa v Kalle Kask | L | 3-0 |
| TT Cup (2023) | 2023/03/17 08:45 | Valdek Putkemaa v Yuto Kobayashi | W | 2-3 |
| TT Cup (2023) | 2023/03/17 08:15 | Yuto Kobayashi v Johannes Kant | W | 3-1 |
| TT Cup (2023) | 2023/03/17 06:45 | Kalle Kask v Yuto Kobayashi | L | 3-2 |
| TT Cup (2023) | 2023/03/08 19:45 | Stanislav Kruti v Yuto Kobayashi | W | 0-3 |
| TT Cup (2023) | 2023/03/08 18:45 | Stanislav Kruti v Yuto Kobayashi | L | 3-1 |
| TT Cup (2023) | 2023/03/08 17:45 | Yuto Kobayashi v Dmitry Fomichenko | W | 3-2 |
| TT Cup (2023) | 2023/03/08 16:15 | Oleg Gussarov v Yuto Kobayashi | W | 0-3 |
| TT Cup (2023) | 2023/02/23 10:15 | Yuto Kobayashi v Mart Ojamaa | L | 2-3 |