Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Santa Tecla | 2019/09/30 17:00 | Kento Tagashira v Enrique Bogo | 1-6,2-6 |
| ITF M25 Portoviejo | 2019/08/08 16:25 | Jorge Panta v Kento Tagashira | 6-3,6-4 |
| ITF M25 Portoviejo | 2019/08/07 15:00 | Kento Tagashira v Vicente M R Maturana | 6-7,7-6,6-4 |
| ITF M15 Cancun | 2019/07/31 13:30 | Kento Tagashira v Ricardo David Mayagoitia | 1-6,6-3,2-6 |
| ITF M15 Cancun | 2019/07/24 13:30 | Kento Tagashira v Nicholas Shamma | 2-6,3-6 |
| ITF M15 Cancun | 2019/07/22 18:00 | Kento Tagashira v Brenton Chambers | 6-4,6-3 |
| ITF M15 Akishima | 2019/06/11 00:00 | Kyohei Yamanaka v Kento Tagashira | 6-1,3-6,10-5 |
| ITF M15 Guam | 2019/06/06 02:55 | Kento Tagashira v Gengo Kikuchi | 2-6,2-6 |
| 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 |