Stadium: Center Court Round: 1
| Challenger Tulln | 2022/09/06 12:00 | Dimitar Kuzmanov v Lenz, Julian | 7-6,2-6,1-6 |
| US Open, New York, USA | 2022/08/26 15:00 | Brandon Holt v Dimitar Kuzmanov | 6-4,3-6,6-3 |
| US Open, New York, USA | 2022/08/25 15:00 | Dimitar Kuzmanov v Liam Broady | 4-6,6-1,6-4 |
| US Open, New York, USA | 2022/08/23 20:50 | Dimitar Kuzmanov v Luca Nardi | 4-6,7-6,6-4 |
| Zug, Switzerland | 2022/07/30 10:50 | Dimitar Kuzmanov v Gulbis, Ernests | 4-6,1-6 |
| Zug, Switzerland | 2022/07/29 11:00 | Dimitar Kuzmanov v Lorenzo Giustino | 6-4,6-4 |
| Zug, Switzerland | 2022/07/27 10:45 | Otto Virtanen v Dimitar Kuzmanov | 1-6,7-6,6-7 |
| Zug, Switzerland | 2022/07/25 13:30 | Johan Nikles v Dimitar Kuzmanov | 4-6,4-6 |
| South Africa F2, Singles | 2018/11/28 11:40 | Cronje, Lleyton v Butler, Samm | 2-6,0-6 |
| ITF South Africa F1 | 2018/11/21 14:15 | Cronje, Lleyton v Prechtel, Sebastian | 4-6,3-6 |
| ITF Zimbabwe F2 | 2017/06/20 09:55 | Crepatte, Baptiste v Cronje, Lleyton | 6-4,6-4 |
| ITF Zimbabwe F1 | 2017/06/15 08:55 | Cronje, Lleyton v Benjamin Lock | 3-6,2-6 |
| ITF Zimbabwe F1 | 2017/06/14 07:00 | Stoute, Isaac v Cronje, Lleyton | 7-5,3-6,3-6 |
| ITF Zimbabwe F1 Qual | 2017/06/12 10:45 | Cronje, Lleyton v Segantini Bertoldo, Victor | 6-4,5-7,6-2 |
| ITF Zimbabwe F1 Qual | 2017/06/11 09:00 | Nenwani, Anurag v Cronje, Lleyton | 4-6,5-7 |
| ITF Zimbabwe F1 Qual | 2017/06/10 07:00 | Nugent, Nicholas v Cronje, Lleyton | 6-7,2-6 |