Stadium: Sub- Center Round: 27 Ground: Hardcourt outdoor
| Challenger Yokkaichi | 2023/11/29 03:00 | Zdenek Kolar v August Holmgren | 4-6,2-6 |
| Challenger Yokkaichi | 2023/11/28 03:20 | Yusuke Takahashi v August Holmgren | 3-6,3-6 |
| Challenger Yokkaichi | 2023/11/27 01:00 | August Holmgren v Kai Wehnelt | 6-2,6-4 |
| Challenger Yokohama | 2023/11/21 02:45 | August Holmgren v Giovanni Fonio | 4-6,1-6 |
| 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 Yokkaichi | 2023/11/29 01:30 | Coleman Wong v Rei Sakamoto | 6-3,6-2 |
| Challenger Yokkaichi | 2023/11/27 04:20 | Naoki Nakagawa v Coleman Wong | 2-6,7-6,4-6 |
| Challenger Yokohama | 2023/11/24 02:00 | Yuta Shimizu v Coleman Wong | 7-6,6-7,7-6 |
| Challenger Yokohama | 2023/11/20 05:20 | Altug Celikbilek v Coleman Wong | 6-2,3-6,2-6 |
| Challenger Sydney | 2023/11/02 03:55 | Coleman Wong v Rinky Hijikata | 6-4,3-6,2-6 |
| Challenger Sydney | 2023/10/31 04:10 | Pavle Marinkov v Coleman Wong | 6-7,2-6 |
| Challenger Playford | 2023/10/29 00:30 | Coleman Wong v James Duckworth | 5-7,5-7 |
| Challenger Playford | 2023/10/28 04:35 | Coleman Wong v Taro Daniel | 4-6,7-6,7-5 |