Stadium: Center Court Round: 4
| Davis Cup | 2022/09/16 12:00 | Dimitar Kuzmanov v Lleyton Cronje | 6-3,6-1 |
| Challenger Tulln | 2022/09/06 12:00 | Dimitar Kuzmanov v Julian Lenz | 7-6,2-6,1-6 |
| US Open | 2022/08/26 15:00 | Brandon Holt v Dimitar Kuzmanov | 6-4,3-6,6-3 |
| US Open | 2022/08/25 15:00 | Dimitar Kuzmanov v Liam Broady | 4-6,6-1,6-4 |
| US Open | 2022/08/23 20:50 | Dimitar Kuzmanov v Luca Nardi | 4-6,7-6,6-4 |
| Challenger Zug | 2022/07/30 10:50 | Dimitar Kuzmanov v Ernests Gulbis | 4-6,1-6 |
| Challenger Zug | 2022/07/29 11:00 | Dimitar Kuzmanov v Lorenzo Giustino | 6-4,6-4 |
| Challenger Zug | 2022/07/27 10:45 | Otto Virtanen v Dimitar Kuzmanov | 1-6,7-6,6-7 |
| Davis Cup | 2022/09/16 13:20 | Alexandar Lazarov v Philip Henning | 6-0,6-1 |
| ITF M25 Austin | 2021/11/19 17:00 | Eduardo Nava v Philip Henning | 6-2,6-1 |
| ITF M25 Austin | 2021/11/18 17:00 | Nathan Ponwith v Philip Henning | 7-6,5-7,2-6 |
| ITF M25 Austin | 2021/11/16 20:00 | Philip Henning v Luke Johnson | 6-4,6-4 |
| Davis Cup | 2021/09/18 16:55 | Philip Henning v Ricardo Rodriguez-Pace | 6-4,6-4 |
| Davis Cup | 2019/09/14 10:40 | Philip Henning v Gabriel Donev | 6-2,6-3 |
| Davis Cup | 2018/10/20 12:00 | Joao Domingues v Philip Henning | 6-4,6-0 |
| ITF South Africa F3 | 2016/11/16 23:00 | Philip Henning v Christoph Negritu | 2-6,2-6 |