Estadio: Court 2 Round: 25 Ground: Clay
| Challenger Sibiu | 2023/09/17 10:30 | Ryuki Matsuda v Gabi Adrian Boitan | 3-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/09/13 10:15 | Nicolas Buitrago v Ryuki Matsuda | 6-3,6-4 |
| ITF M25 Hong Kong | 2023/09/09 10:00 | Henrik Wiersholm v Ryuki Matsuda | 6-4,6-2 |
| ITF M25 Hong Kong | 2023/09/07 02:30 | Duckhee Lee v Ryuki Matsuda | 6-3,4-6,4-6 |
| ITF M25 Hong Kong | 2023/09/06 04:10 | Shaoyun Liu v Ryuki Matsuda | 1-6,3-6 |
| ITF M25 Hong Kong | 2023/08/30 07:25 | Blake Mott v Ryuki Matsuda | 6-1,7-5 |
| ITF M15 Caloundra | 2023/08/03 00:00 | Ryuki Matsuda v Casey Hoole | 1-6,2-6 |
| ITF M15 Caloundra | 2023/08/02 01:55 | Ryuki Matsuda v Luke Sorensen | 4-6,6-4,6-2 |
| Challenger Sibiu | 2023/09/21 07:00 | Zsombor Piros v Andrew Paulson | 6-3,6-4 |
| Challenger Sibiu | 2023/09/19 07:00 | Andrew Paulson v Nino Serdarusic | 6-2,6-1 |
| Challenger Sibiu | 2023/09/18 08:35 | Andrew Paulson v Juan Pablo Paz | 6-1,7-5 |
| Challenger Sibiu | 2023/09/17 13:40 | Andrew Paulson v Alexandru Gliga | 6-1,6-2 |
| Challenger de Szczecin | 2023/09/12 18:10 | Lucas Gerch v Andrew Paulson | 7-6,4-6,6-4 |
| Challenger de Szczecin | 2023/09/11 09:30 | Steven Diez v Andrew Paulson | 3-6,1-6 |
| Challenger de Szczecin | 2023/09/10 08:30 | Marvin Moeller v Andrew Paulson | 2-6,2-6 |
| ITF M25 Jablonec Nad Nisou | 2023/08/30 09:50 | Daniel Siniakov v Andrew Paulson | 5-7,7-6,6-4 |