Stadium: Court 1 Round: 26 Ground: Hardcourt indoor
| ITF M15 Karuizawa | 2024/05/30 00:55 | Woobin Shin v Hikaru Shiraishi | 6-1,6-4 |
| ITF M15 Kuching | 2023/11/17 02:00 | Hikaru Shiraishi v Woobin Shin | 6-4,7-5 |
| ITF M15 Tokyo | 2024/07/10 06:05 | Ezekiel Clark v Woobin Shin | 4-6,7-6,1-6 |
| ITF M15 Tokyo | 2024/07/09 00:55 | Woobin Shin v Ren Nakamura | 6-4,6-3 |
| ITF M15 Tokyo | 2024/07/08 03:30 | Woobin Shin v Ryusuke Horiuchi | 6-3,6-2 |
| ITF M15 Tokyo | 2024/07/04 03:25 | Woobin Shin v Karlis Ozolins | 3-6,4-6 |
| ITF M15 Tokyo | 2024/07/03 04:00 | Woobin Shin v Yuichiro Inui | 7-6,4-6,6-3 |
| ITF M25 Changwon | 2024/06/20 01:00 | Naoki Nakagawa v Woobin Shin | 7-5,7-6 |
| ITF M15 Anseong | 2024/06/14 03:40 | Woobin Shin v Chase Ferguson | 6-7,4-6 |
| ITF M15 Anseong | 2024/06/13 03:50 | Woobin Shin v Mitsuki Wei Kang Leong | 6-2,7-5 |
| ITF M15 Tokyo | 2024/07/10 04:10 | Tatsuma Ito v Hikaru Shiraishi | 6-4,6-7,6-7 |
| ITF M15 Tokyo | 2024/07/02 04:40 | Shu Matsuoka v Hikaru Shiraishi | 6-2,6-4 |
| UTR Pro Kawaguchi | 2024/06/24 00:30 | Hikaru Shiraishi v Ryota Tanuma | 4-6,3-6 |
| UTR Pro Kawaguchi | 2024/06/22 07:28 | Hikaru Shiraishi v Elijah Cham | 6-2,6-7,6-4 |
| UTR Pro Kawaguchi | 2024/06/20 01:30 | Hikaru Shiraishi v Seiya Nakanishi | 6-4,4-6,7-5 |
| UTR Pro Kawaguchi | 2024/06/19 05:25 | Taiyo Kurata v Hikaru Shiraishi | 3-6,1-6 |
| UTR Pro Kawaguchi | 2024/06/19 01:30 | Christopher Kosei Ono v Hikaru Shiraishi | 1-6,1-6 |
| ITF M15 Karuizawa | 2024/05/30 00:55 | Woobin Shin v Hikaru Shiraishi | 6-1,6-4 |