Stadium: Court 9 Round: 19 Ground: Clay
| ITF - M15 Vero Beach | 2023/04/28 14:50 | Benedikt Henning v Jacob Brumm | 6-7,3-6 |
| ITF - M15 Vero Beach | 2023/04/27 13:35 | Benedikt Henning v Rodriguez-Pace, Ricardo | 6-3,3-6,7-5 |
| ITF - M15 Vero Beach | 2023/04/26 17:05 | Mathieu Scaglia v Benedikt Henning | 7-6,4-6,2-6 |
| UTR Pro Zadar | 2023/04/01 13:24 | Duje Ajdukovic v Benedikt Henning | 6-1,5-3 |
| UTR Pro Zadar | 2023/03/28 06:00 | Kekez, Duje v Benedikt Henning | 4-6,1-6 |
| UTR Pro Zadar | 2023/03/27 08:59 | Benedikt Henning v Dusan Obradovic | 7-5,6-4 |
| ITF - M15 Rovinj | 2023/03/12 12:00 | Maj Premzl v Benedikt Henning | 5-7,6-2,10-7 |
| ITF - M15 Porec | 2023/03/05 12:00 | Benedikt Henning v Maj Premzl | 2-6,6-7 |
| ITF - M15 Orange Park | 2023/05/01 15:30 | Azuma, Ryuhei v Lage Castelan, Lance Amaury | 6-2,6-2 |
| UTR Pro Tennis Series Florida | 2022/12/04 14:30 | Azuma, Ryuhei v Sean Daryabeigi | 6-2,5-2 |
| UTR Pro Tennis Series Florida | 2022/12/03 17:00 | Andres Andrade v Azuma, Ryuhei | 2-6,4-5 |
| UTR Pro Tennis Series Florida | 2022/12/01 18:30 | Daniel Sancho Arbizu v Azuma, Ryuhei | 6-4,1-6,3-6 |
| UTR Pro Tennis Series Florida | 2022/11/29 22:00 | Azuma, Ryuhei v Maxwell Smith | 6-4,6-3 |
| UTR Pro Tennis Series Florida | 2022/11/28 16:00 | Azuma, Ryuhei v Charlie Miller | 6-0,6-3 |
| UTR Pro Tennis Series Florida | 2022/11/27 22:41 | Matthew Segura v Azuma, Ryuhei | 3-6,5-6 |
| UTR Pro Tennis Series Florida | 2022/07/22 15:30 | Braden Shick v Azuma, Ryuhei | 6-3,5-1 |