Stadium: Court 8 Round: 28 Ground: Hardcourt outdoor
| Braunchsweig, Germany | 2021/07/04 14:25 | Gunneswaran, Prajnesh v Benjamin Hassan | 5-7,4-6 |
| ITF M25 Al Zahra | 2023/01/27 08:00 | Jakub Mensik v Gunneswaran, Prajnesh | 2-6,1-6 |
| ITF M25 Al Zahra | 2023/01/26 07:00 | Dax Donders v Gunneswaran, Prajnesh | 3-6,2-6 |
| ITF M25 Al Zahra | 2023/01/25 13:20 | Guy Den Heijer v Gunneswaran, Prajnesh | 1-6,6-7 |
| ITF - M25 Doha | 2023/01/18 13:45 | Aleksandre Bakshi v Gunneswaran, Prajnesh | 7-6,6-2 |
| ITF - M25 Doha | 2023/01/17 16:15 | Tibo Colson v Gunneswaran, Prajnesh | 4-6,0-6 |
| Challenger Nonthaburi | 2023/01/11 03:00 | Gunneswaran, Prajnesh v Arthur Cazaux | 7-6,6-7,3-6 |
| Challenger Nonthaburi | 2023/01/09 08:25 | Zdenek Kolar v Gunneswaran, Prajnesh | 3-6,3-6 |
| ATP Pune | 2022/12/31 05:30 | Maximilian Marterer v Gunneswaran, Prajnesh | 7-6,3-6,7-5 |
| ITF M25 Al Zahra | 2023/01/27 09:45 | Seydina Andre v Benjamin Hassan | 4-6,6-4,1-6 |
| ITF M25 Al Zahra | 2023/01/25 11:55 | Zura Tkemaladze v Benjamin Hassan | 4-6,4-6 |
| Challenger Nonthaburi | 2023/01/19 04:55 | Giovanni Fonio v Benjamin Hassan | 6-7,6-4,6-2 |
| Challenger Nonthaburi | 2023/01/17 05:10 | Hiroki Moriya v Benjamin Hassan | 0-6,4-6 |
| Challenger Nonthaburi | 2023/01/11 06:10 | Benjamin Hassan v Tennys Sandgren | 3-6,6-1,6-7 |
| Challenger Nonthaburi | 2023/01/10 04:45 | Benjamin Hassan v Alafia Ayeni | 7-5,7-5 |
| Challenger Nonthaburi | 2023/01/02 06:30 | Benjamin Hassan v Lloyd Harris | 2-6,5-7 |
| Challenger Bratislava | 2022/11/06 09:30 | Benjamin Hassan v Karl Friberg | 6-7,1-6 |