Stadium: Court 5 Round: 19 Ground: Hardcourt outdoor
| Challenger Chengdu | 2019/07/29 10:45 | Issei Okamura v Yusuke Takahashi | 1-6,2-6 |
| ITF China F7 | 2017/05/16 07:00 | Issei Okamura v Yusuke Takahashi | 7-5,2-6,4-6 |
| ITF Japan F8 | 2016/06/15 06:25 | Issei Okamura v Yusuke Takahashi | 3-6,0-6 |
| Challenger Burnie | 2023/01/29 00:00 | Yusuke Takahashi v Matthew Woerndle | 6-2,6-1 |
| Challenger Yokkaichi | 2022/11/20 01:00 | Rimpei Kawakami v Yusuke Takahashi | 2-6,6-1,6-0 |
| Challenger Kobe | 2022/11/13 01:00 | Yusuke Takahashi v James Trotter | 1-6,3-6 |
| Challenger Matsuyama | 2022/11/06 05:15 | Yuta Shimizu v Yusuke Takahashi | 5-7,6-0,6-1 |
| Challenger Sydney | 2022/11/01 01:10 | Kyle Seelig v Yusuke Takahashi | 7-5,6-4 |
| Challenger Sydney | 2022/10/31 01:40 | Yusuke Takahashi v Calum Puttergill | 1-6,6-4,6-3 |
| Challenger Sydney | 2022/10/30 05:00 | Yusuke Takahashi v Nikita Volonski | 3-6,6-1,6-4 |
| Challenger Playford | 2022/10/25 23:30 | Blake Ellis v Yusuke Takahashi | 6-2,7-6 |
| Challenger Burnie | 2023/01/29 01:35 | Liam Puttergill v Issei Okamura | 1-6,3-6 |
| ITF M15 Jakarta Qual | 2023/01/23 03:55 | Bang Shuo Yin v Issei Okamura | 7-6,5-7,10-5 |
| ITF M15 Jakarta | 2023/01/16 07:15 | Manish Ganesh v Issei Okamura | 3-6,6-3,10-3 |
| ITF M25 Jakarta | 2022/11/01 03:35 | Issei Okamura v Fitriadi M Rifqi | 1-6,3-6 |
| ITF M25 Kashiwa | 2022/09/29 01:55 | Issei Okamura v Shinji Hazawa | 1-6,4-6 |
| ITF M25 Kashiwa | 2022/09/28 01:00 | Takuto Niki v Issei Okamura | 3-6,6-7 |
| ITF M25 Sapporo | 2022/09/07 05:15 | Tatsuma Ito v Issei Okamura | 6-1,6-2 |
| ITF M25 Sapporo | 2022/09/05 04:00 | Issei Okamura v Taiki Nagamine | 6-1,6-3 |