Stadium: Center Court Round: 27 Ground: Carpet indoor
| Davis Cup | 2020/03/06 14:00 | Borna Gojo v Prajnesh Gunneswaran | 3-6,6-4,6-2 |
| ATP Dubai | 2020/02/25 10:00 | Prajnesh Gunneswaran v Dennis Novak | 4-6,3-6 |
| Challenger Bengaluru | 2020/02/13 10:55 | Prajnesh Gunneswaran v Benjamin Bonzi | 6-7,0-6 |
| Challenger Bengaluru | 2020/02/12 05:30 | Prajnesh Gunneswaran v Sebastian Fanselow | 6-2,4-6,6-4 |
| ATP Pune | 2020/02/06 13:10 | Soonwoo Kwon v Prajnesh Gunneswaran | 6-3,7-6 |
| ATP Pune | 2020/02/04 13:10 | Prajnesh Gunneswaran v Yannick Maden | 7-6,7-6 |
| Australian Open | 2020/01/20 23:30 | Tatsuma Ito v Prajnesh Gunneswaran | 6-4,6-2,7-5 |
| Australian Open | 2020/01/17 05:05 | Ernests Gulbis v Prajnesh Gunneswaran | 7-6,6-2 |
| Challenger Potchefstroom | 2020/03/11 10:45 | Yshai Oliel v Daniel Masur | 5-7,4-6 |
| ITF M25 Potchefstroom | 2020/03/05 11:50 | Tobias Simon v Daniel Masur | 6-3,3-6,6-3 |
| ITF M25 Potchefstroom | 2020/03/04 08:05 | Sebastian Prechtel v Daniel Masur | 6-3,4-6,2-6 |
| ITF M25 Trento | 2020/02/27 13:55 | Alexander Erler v Daniel Masur | 7-6,7-6 |
| ITF M25 Trento | 2020/02/26 12:45 | Wilson Leite v Daniel Masur | 1-6,4-6 |
| Challenger Koblenz | 2020/02/21 16:20 | Daniel Masur v Nicola Kuhn | 7-5,6-7,2-6 |
| Challenger Koblenz | 2020/02/20 10:30 | Tallon Griekspoor v Daniel Masur | 7-5,3-6,1-6 |
| Challenger Koblenz | 2020/02/19 09:00 | Vaclav Safranek v Daniel Masur | 7-5,6-7,2-6 |