| TT Cup (2023) | 05/12 10:15 | - | Oliver Ollman v Yuto Kobayashi | L | 3-1 | |
| TT Cup (2023) | 05/08 08:45 | - | Yuto Kobayashi v Mart Ojamaa | W | 3-2 | |
| TT Cup (2023) | 05/08 08:15 | - | Mart Ojamaa v Yuto Kobayashi | W | 1-3 | |
| TT Cup (2023) | 05/08 07:15 | - | Yuto Kobayashi v Valdek Putkemaa | L | 0-3 | |
| TT Cup (2023) | 05/08 05:45 | - | Vincent Oberle v Yuto Kobayashi | L | 3-2 | |
| TT Cup (2023) | 04/04 07:45 | - | Vootele Vaher v Yuto Kobayashi | - | Cancelled | |
| TT Cup (2023) | 04/04 07:15 | - | Oliver Ollman v Yuto Kobayashi | - | Cancelled | |
| TT Cup (2023) | 04/04 06:15 | - | Yuto Kobayashi v Vincent Oberle | - | Cancelled | |
| TT Cup (2023) | 04/01 13:15 | - | Yuto Kobayashi v Dmitry Fomichenko | W | 3-1 | |
| TT Cup (2023) | 04/01 12:15 | - | Yuto Kobayashi v Meelis Apsolon | L | 2-3 | |
| TT Cup (2023) | 04/01 11:15 | - | Yuto Kobayashi v Dmitry Fomichenko | W | 3-1 | |
| TT Cup (2023) | 04/01 10:15 | - | Yuto Kobayashi v Anton Kukeste | L | 1-3 | |
| TT Cup (2023) | 03/24 14:45 | - | Yuto Kobayashi v Raul Pirson | W | 3-0 | |
| TT Cup (2023) | 03/24 13:15 | - | Heldur Nermann v Yuto Kobayashi | W | 0-3 | |
| TT Cup (2023) | 03/24 12:45 | - | Mark Jarovoi v Yuto Kobayashi | W | 1-3 | |
| TT Cup (2023) | 03/24 11:45 | - | Yuto Kobayashi v Raul Pirson | W | 3-0 | |
| TT Cup (2023) | 03/17 10:15 | - | Kalle Kask v Yuto Kobayashi | L | 3-0 | |
| TT Cup (2023) | 03/17 08:45 | - | Valdek Putkemaa v Yuto Kobayashi | W | 2-3 | |
| TT Cup (2023) | 03/17 08:15 | - | Yuto Kobayashi v Johannes Kant | W | 3-1 | |
| TT Cup (2023) | 03/17 06:45 | - | Kalle Kask v Yuto Kobayashi | L | 3-2 | |
| TT Cup (2023) | 03/08 19:45 | - | Stanislav Kruti v Yuto Kobayashi | W | 0-3 | |
| TT Cup (2023) | 03/08 18:45 | - | Stanislav Kruti v Yuto Kobayashi | L | 3-1 | |
| TT Cup (2023) | 03/08 17:45 | - | Yuto Kobayashi v Dmitry Fomichenko | W | 3-2 | |
| TT Cup (2023) | 03/08 16:15 | - | Oleg Gussarov v Yuto Kobayashi | W | 0-3 | |
| TT Cup (2023) | 02/23 10:15 | - | Yuto Kobayashi v Mart Ojamaa | L | 2-3 | |
| TT Cup (2023) | 02/23 08:45 | - | Yuto Kobayashi v Raul Pirson | W | 3-0 | |
| TT Cup (2023) | 02/23 07:45 | - | Yuto Kobayashi v Mart Ojamaa | W | 3-0 | |
| TT Cup (2023) | 02/23 06:45 | - | Yuto Kobayashi v Vincent Oberle | W | 3-0 | |
| TT Cup (2023) | 02/19 10:15 | - | Yuto Kobayashi v Meelis Apsolon | L | 1-3 | |
| TT Cup (2023) | 02/19 08:45 | - | Yuto Kobayashi v Meelis Apsolon | W | 3-0 |