Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2021/06/02 13:25 | Jose Olivares v Issei Okamura | 6-3,6-2 |
| ITF M25 Santo Domingo | 2021/06/01 13:00 | Issei Okamura v Ronan Jachuck | 3-6,7-5,10-7 |
| ITF M15 Sharm El Sheikh | 2021/04/08 07:30 | Nicolas Moreno De Alboran v Issei Okamura | 7-5,6-1 |
| ITF M15 Sharm El Sheikh | 2021/04/07 12:50 | Alexandros Skorilas v Issei Okamura | 5-7,2-6 |
| ITF M15 Sharm El Sheikh | 2021/03/31 14:10 | Issei Okamura v Petros Chrysochos | 2-6,4-6 |
| ITF M15 Sharm El Sheikh | 2021/03/30 07:30 | Issei Okamura v Lewie Lane | 6-4,1-6,10-6 |
| ITF M15 Sharm El Sheikh | 2021/03/29 11:30 | Issei Okamura v Ivan Mikhaylyuk | 6-1,6-2 |
| ITF M15 Sharm El Sheikh | 2021/03/28 14:30 | Issei Okamura v Michal Novansky | 6-1,6-1 |
| UTR Pro Tennis Series California | 2021/05/26 21:00 | Gabriel Evans v Alexander Stater | 2-6,2-6 |
| UTR Pro Tennis Series California | 2021/05/25 21:00 | Gabriel Evans v Spencer Johnson | 3-6,2-6 |
| UTR Pro Tennis Series California | 2021/05/24 18:00 | Joshua Ortlip v Gabriel Evans | 6-4,6-1 |
| UTR Pro Tennis Series Cancun | 2021/04/10 14:30 | Drew Van Orderlain v Gabriel Evans | 7-6,6-2 |
| UTR Pro Tennis Series Cancun | 2021/04/08 18:00 | Gabriel Evans v Juan Sebastian Gomez | 1-6,3-5 |
| UTR Pro Tennis Series Cancun | 2021/04/07 14:30 | Gabriel Evans v Alec Adamson | 6-1,6-1 |
| UTR Pro Tennis Series Cancun | 2021/04/06 15:00 | Gabriel Evans v Ivar Aramburu | 6-2,5-2 |
| UTR Pro Tennis Series Cancun | 2021/04/05 16:00 | Gabriel Evans v Luis Patino | 3-6,3-6 |