| Challenger Bastad Qual | 2016/07/02 12:20 | Gunneswaran, Prajnesh v Jonathan Mridha | 7-5,6-4 |
| Challenger Marburg Qual | 2016/06/27 10:00 | Sumit Nagal v Gunneswaran, Prajnesh | 6-3,6-3 |
| Challenger Marburg Qual | 2016/06/26 14:10 | Betov, Sergey v Gunneswaran, Prajnesh | 2-6,4-6 |
| Challenger Marburg Qual | 2016/06/26 08:00 | Gunneswaran, Prajnesh v Alexey Vatutin | 6-2,6-3 |
| ITF France F6 | 2016/03/16 13:40 | Authom, Maxime v Gunneswaran, Prajnesh | 6-2,6-2 |
| ITF France F6 | 2016/03/15 13:00 | Chavez Villalpando, Luis Diego v Gunneswaran, Prajnesh | 6-3,3-6,1-6 |
| ITF Turkey F9 | 2016/03/06 09:00 | Gunneswaran, Prajnesh v Jankovits, Yannick | 6-7,6-4,3-6 |
| ITF Turkey F9 | 2016/03/05 08:30 | Diarra, Gibril v Gunneswaran, Prajnesh | 3-6,4-6 |
| Challenger Bastad Qual | 2016/07/02 14:05 | Lucas Renard v Fred Simonsson | 3-6,7-6,2-6 |
| ITF Greece F3 | 2016/04/07 07:00 | Mertl, Jan v Fred Simonsson | 6-4,6-3 |
| ITF Greece F3 | 2016/04/06 07:00 | Fred Simonsson v Gonzalez, Wilfredo | 6-2,6-2 |
| ITF Greece F2 | 2016/03/29 13:00 | Fred Simonsson v Corentin Denolly | 3-6,6-7 |
| ITF Greece F1 | 2016/03/23 09:30 | Fred Simonsson v Stefanos Tsitsipas | 3-6,4-6 |
| ITF Great Britain F3 | 2016/02/17 13:45 | Fred Simonsson v Liam Broady | 7-6,4-6,2-6 |
| ITF Great Britain F2 | 2016/02/07 13:00 | Fred Simonsson v Marcus Walters | 6-4,6-4 |
| ITF Great Britain F1 | 2016/02/01 12:30 | Fred Simonsson v Bauvy, Romain | 3-6,6-3,4-6 |