Stadium: Court 15 Round: 15 Ground: Hardcourt outdoor
| Challenger Biel | 2021/09/20 12:45 | Tobias Kamke v Dimitar Kuzmanov | 6-4,7-6 |
| Australian Open | 2022/01/11 02:45 | Dimitar Kuzmanov v Daniel Masur | 4-6,6-3,7-6 |
| Challenger Bendigo | 2022/01/04 06:50 | Dimitar Kuzmanov v Facundo Mena | 6-7,4-6 |
| Challenger Lima | 2021/10/26 15:00 | Dimitar Kuzmanov v Gonzalo Villanueva | 5-7,1-6 |
| Challenger Barcelona | 2021/10/10 09:55 | Hugo Gaston v Dimitar Kuzmanov | 3-6,0-6 |
| Challenger Barcelona | 2021/10/09 10:55 | Dimitar Kuzmanov v Alex Molcan | 7-5,7-6 |
| Challenger Barcelona | 2021/10/08 09:00 | Teymuraz Gabashvili v Dimitar Kuzmanov | 2-6,0-6 |
| Challenger Barcelona | 2021/10/07 09:00 | Dimitar Kuzmanov v Damir Dzumhur | 6-4,6-4 |
| Challenger Barcelona | 2021/10/05 13:10 | Dimitar Kuzmanov v Tommy Robredo | 6-0,6-1 |
| Australian Open | 2022/01/11 04:45 | Tobias Kamke v Federico Gaio | 6-4,6-2 |
| Challenger Traralgon | 2022/01/03 23:30 | Tim Van Rijthoven v Tobias Kamke | 7-6,6-2 |
| Challenger Forli | 2021/11/30 09:00 | Tobias Kamke v Dominic Stephan Stricker | 4-6,6-7 |
| Challenger Bari | 2021/11/24 12:00 | Flavio Cobolli v Tobias Kamke | 7-6,2-6,6-1 |
| Challenger Bari | 2021/11/22 12:25 | Tobias Kamke v Federico Gaio | 6-3,6-4 |
| Challenger Helsinki | 2021/11/16 12:55 | Joris De Loore v Tobias Kamke | 6-3,6-4 |
| Challenger Bratislava | 2021/11/11 16:00 | Alex Molcan v Tobias Kamke | 6-2,6-2 |
| Challenger Bratislava | 2021/11/10 17:00 | Jonas Forejtek v Tobias Kamke | 2-6,4-6 |