Stadium: Court 4 Round: 26 Ground: Hardcourt outdoor
| Challenger Columbus | 2021/09/23 15:00 | Prajnesh Gunneswaran v Mikael Torpegaard | 1-6,4-6 |
| Challenger Columbus | 2021/09/21 22:35 | Prajnesh Gunneswaran v Aleksandar Kovacevic | 3-6,6-3,7-5 |
| Davis Cup | 2021/09/18 12:55 | Patrik Niklas-Salminen v Prajnesh Gunneswaran | 3-6,5-7 |
| Davis Cup | 2021/09/17 14:50 | Otto Virtanen v Prajnesh Gunneswaran | 6-3,7-6 |
| Challenger Saint-Tropez | 2021/08/30 12:25 | Prajnesh Gunneswaran v Hugo Grenier | 5-7,3-6 |
| US Open | 2021/08/26 18:20 | Christopher Eubanks v Prajnesh Gunneswaran | 6-3,6-4 |
| US Open | 2021/08/25 15:00 | Brayden Schnur v Prajnesh Gunneswaran | 4-6,6-7 |
| ATP Washington | 2021/08/03 18:00 | Prajnesh Gunneswaran v Emil Ruusuvuori | 6-2,1-6,1-6 |
| ITF M15 Monastir | 2021/10/14 10:10 | Nikita Volonski v Gage Brymer | 6-3,6-4 |
| ITF M15 Monastir | 2021/10/13 08:30 | Matas Vasiliauskas v Gage Brymer | 4-6,2-6 |
| ITF M15 Monastir | 2021/10/06 10:05 | Louis Tessa v Gage Brymer | 6-2,6-1 |
| ITF M15 Monastir | 2021/10/02 08:30 | Quentin Folliot v Gage Brymer | 6-0,6-3 |
| ITF M15 Monastir | 2021/10/01 09:35 | Christoph Negritu v Gage Brymer | 6-3,5-7,4-6 |
| ITF M15 Monastir | 2021/09/30 12:55 | Martin Katz v Gage Brymer | 4-6,6-4,1-6 |
| ITF M15 Monastir | 2021/09/29 08:00 | Giovanni Oradini v Gage Brymer | 3-6,6-2,6-7 |
| ITF M15 Monastir | 2021/09/22 08:00 | Gage Brymer v Ugo Blanchet | 6-7,1-6 |