Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2021/02/22 11:30 | Jose Olivares v Edoardo Eremin | 6-7,6-3,3-10 |
| ITF M15 Sharm El Sheikh | 2021/02/21 17:00 | Jose Olivares v Roland Stuurman | 6-4,3-6,10-7 |
| ITF M15 Sharm El Sheikh | 2021/02/14 16:00 | Kristof Minarik v Jose Olivares | 7-6,7-5 |
| ITF M15 Sharm El Sheikh | 2021/02/07 15:30 | Lui Maxted v Jose Olivares | 7-5,2-6,10-2 |
| ITF M15 Sharm El Sheikh | 2021/01/31 10:30 | Kristof Minarik v Jose Olivares | 6-4,6-2 |
| ITF M15 Santo Domingo | 2020/12/10 13:30 | Ezekiel Clark v Jose Olivares | 6-3,6-2 |
| ITF M15 Santo Domingo | 2020/12/09 13:30 | Jose Olivares v Ricardo Rodriguez-Pace | 6-4,6-4 |
| ITF M15 Santo Domingo | 2020/12/02 17:50 | Jose Olivares v Conner Huertas Del Pino | 6-7,6-1,4-6 |
| 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 |
| ITF M15 Sharm El Sheikh | 2021/03/21 17:30 | Issei Okamura v Tim Handel | 4-6,4-6 |