Stadium: Stadium 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Cary | 2020/11/10 15:30 | Prajnesh Gunneswaran v Peter Polansky | 6-2,6-2 |
| Challenger Cary | 2021/07/23 19:00 | Ramkumar Ramanathan v Prajnesh Gunneswaran | 3-6,7-6,6-4 |
| Challenger Cary | 2021/07/22 18:00 | Sam Riffice v Prajnesh Gunneswaran | 2-6,4-6 |
| Challenger Braunschweig | 2021/07/04 14:25 | Prajnesh Gunneswaran v Benjamin Hassan | 5-7,4-6 |
| Challenger Porto | 2021/07/01 10:00 | Steven Diez v Prajnesh Gunneswaran | 6-3,1-6,6-4 |
| Challenger Porto | 2021/06/29 16:10 | Mathias Bourgue v Prajnesh Gunneswaran | 2-6,6-3,1-6 |
| Wimbledon | 2021/06/22 13:30 | Arthur Fery v Prajnesh Gunneswaran | 6-1,7-6 |
| French Open | 2021/05/25 08:30 | Oscar Otte v Prajnesh Gunneswaran | 6-2,6-2 |
| ATP Geneva | 2021/05/16 08:30 | Prajnesh Gunneswaran v Mackenzie McDonald | 3-6,6-3,3-6 |
| Challenger Nur-Sultan | 2021/07/23 05:00 | Andrey Kuznetsov v Peter Polansky | 6-2,3-6,6-2 |
| Challenger Nur-Sultan | 2021/07/22 05:00 | Malek Jaziri v Peter Polansky | 6-3,5-7,6-7 |
| Challenger Nur-Sultan | 2021/07/20 07:20 | Artem Dubrivnyy v Peter Polansky | 5-7,6-7 |
| Challenger Nur-Sultan | 2021/07/17 06:00 | Peter Polansky v Max Purcell | 5-7,6-3,6-7 |
| Challenger Nur-Sultan | 2021/07/16 06:00 | Roman Safiullin v Peter Polansky | 2-6,6-1,6-7 |
| Challenger Nur-Sultan | 2021/07/15 06:00 | Andrey Kuznetsov v Peter Polansky | 4-6,3-6 |
| Challenger Nur-Sultan | 2021/07/13 04:00 | Grigoriy Lomakin v Peter Polansky | 4-6,6-7 |
| ITF M25 Nur-Sultan | 2021/07/07 04:00 | Peter Polansky v Andrey Kuznetsov | 5-7,3-6 |