Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| Challenger Yokohama | 2023/11/20 01:00 | August Holmgren v Naoki Tajima | 3-6,7-5,6-3 |
| Challenger Yokohama | 2023/11/19 02:55 | August Holmgren v James Trotter | 7-6,3-6,6-4 |
| Challenger Kobe | 2023/11/16 04:30 | August Holmgren v Luca Nardi | 3-6,6-3,5-7 |
| Challenger Kobe | 2023/11/14 02:45 | August Holmgren v Moez Echargui | 6-4,6-3 |
| Challenger Kobe | 2023/11/13 04:35 | Yusuke Takahashi v August Holmgren | 4-6,4-6 |
| Challenger Kobe | 2023/11/12 06:00 | August Holmgren v Omni Kumar | 6-2,6-3 |
| Challenger Matsuyama | 2023/11/11 05:15 | Taro Daniel v August Holmgren | 7-6,6-2 |
| Challenger Matsuyama | 2023/11/11 01:00 | Duje Ajdukovic v August Holmgren | 5-7,6-3,6-7 |
| Challenger Kobe | 2023/11/14 04:55 | Benjamin Hassan v James McCabe | 0-6,6-3,6-2 |
| Challenger Matsuyama | 2023/11/08 01:00 | James McCabe v Luca Nardi | 4-6,4-6 |
| Challenger Matsuyama | 2023/11/06 02:30 | Frederico Ferreira Silva v James McCabe | 3-6,2-6 |
| ATP Shanghai | 2023/10/03 04:30 | James Duckworth v James McCabe | 7-6,6-2 |
| ATP Shanghai | 2023/10/02 06:15 | Linang Xiao v James McCabe | 4-6,7-6,3-6 |
| Challenger Zhangjiagang | 2023/09/01 05:35 | Rigele Te v James McCabe | 6-7,6-3,0-6 |
| Challenger Zhangjiagang | 2023/08/31 06:20 | Lorenzo Giustino v James McCabe | 4-6,6-3,1-6 |
| Challenger Zhangjiagang | 2023/08/30 05:40 | Luke Saville v James McCabe | 6-7,6-2,3-6 |