Stadium: Match Court Round: 1
| Challenger Tulln | 2023/09/05 15:05 | Ivan Gakhov v Benjamin Hassan | 7-5,6-4 |
| Challenger Tulln | 2023/09/04 08:00 | Benjamin Hassan v Jonas Forejtek | 5-7,7-6,7-5 |
| Challenger Tulln | 2023/09/03 09:25 | Benjamin Hassan v Matthias Ujvary | 6-4,6-4 |
| Challenger Augsburg | 2023/08/23 08:00 | Gilles Arnaud Bailly v Benjamin Hassan | 4-6,4-6 |
| Challenger Augsburg | 2023/08/22 11:40 | Daniel Masur v Benjamin Hassan | 2-6,6-7 |
| Challenger Grodzisk Mazowiecki | 2023/08/19 13:00 | Benjamin Hassan v Jesper De Jong | 3-6,3-6 |
| Challenger Grodzisk Mazowiecki | 2023/08/18 10:00 | Denis Yevseyev v Benjamin Hassan | 4-6,4-6 |
| Challenger Grodzisk Mazowiecki | 2023/08/17 12:40 | Marius Copil v Benjamin Hassan | 5-7,1-6 |
| Davis Cup | 2023/02/04 20:30 | Rowland Phillips v Kristjan Tamm | 6-1,6-1 |
| UTR Pro Tennis Series - Florida | 2022/12/04 14:30 | Rowland Phillips v Davis Taylor | 6-2,5-2 |
| UTR Pro Tennis Series - Florida | 2022/12/03 20:00 | Rowland Phillips v Mika Berghaus | 2-6,6-4,6-5 |
| UTR Pro Tennis Series - Florida | 2022/12/02 18:30 | Rowland Phillips v Nini Gabriel Dica | 6-1,5-2 |
| UTR Pro Tennis Series - Florida | 2022/11/30 20:36 | Rowland Phillips v Juan David Velasquez | 6-3,6-2 |
| UTR Pro Tennis Series - Florida | 2022/11/29 19:00 | Rowland Phillips v Luka Butera | 3-6,6-7 |
| UTR Pro Tennis Series - Florida | 2022/11/28 18:38 | Daniel Sancho Arbizu v Rowland Phillips | 2-6,6-3,6-2 |
| ITF M15 Boca Raton | 2022/11/17 16:30 | Rowland Phillips v Lucas Renard | 3-6,6-7 |