Stadium: Court 10 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2021/06/03 16:45 | Roy Smith v Yshai Oliel | 4-6,6-2,6-3 |
| ITF M25 Santo Domingo | 2021/06/03 13:00 | Peter Bertran v Yshai Oliel | 2-6,1-6 |
| ITF M15 Heraklion | 2021/05/28 06:30 | Yshai Oliel v Federico Arnaboldi | 6-7,6-2,3-6 |
| ITF M15 Heraklion | 2021/05/27 08:00 | Yshai Oliel v Wishaya Trongcharoenchaikul | 6-4,6-4 |
| ITF M15 Heraklion | 2021/05/26 11:55 | Yshai Oliel v Martin Breysach | 6-2,6-0 |
| ITF M15 Heraklion | 2021/05/22 06:30 | Yuta Shimizu v Yshai Oliel | 3-6,6-4,6-2 |
| ITF M15 Heraklion | 2021/05/21 08:00 | Edoardo Graziani v Yshai Oliel | 1-6,0-6 |
| ITF M15 Heraklion | 2021/05/20 09:50 | Max Wiskandt v Yshai Oliel | 6-3,1-6,2-6 |
| ITF M25 Santo Domingo | 2021/06/01 15:55 | Gerardo L Villasenor v Diego Hidalgo | 6-4,3-6,3-6 |
| ITF M25 Pensacola | 2021/05/19 14:30 | Aidan Mchugh v Gerardo L Villasenor | 6-4,6-3 |
| ATP Acapulco | 2021/03/16 00:00 | Gerardo L Villasenor v Dominik Koepfer | 4-6,2-6 |
| Davis Cup | 2021/03/06 16:00 | Dimitar Kuzmanov v Gerardo L Villasenor | 6-7,6-4,6-7 |
| Davis Cup | 2021/03/05 15:10 | Adrian Andreev v Gerardo L Villasenor | 6-3,1-6,2-6 |
| ITF M25 Vale Do Lobo | 2021/02/24 12:10 | Gerardo L Villasenor v Pedro Araujo | 4-6,1-6 |
| ITF M15 Antalya | 2021/02/16 07:00 | Oleksii Krutykh v Gerardo L Villasenor | 6-1,7-5 |
| ITF M15 Antalya | 2021/02/08 07:00 | Gerardo L Villasenor v Sebastian Gima | 6-3,1-6,7-10 |