| ATP - Los Cabos | 2021/07/20 01:55 | Gerardo L Villasenor v Steve Johnson | 6-7,2-6 |
| ITF M15 - Weston | 2021/07/03 18:00 | Gerardo L Villasenor v Ryan Harrison | 1-6,4-6 |
| ITF M15 - Weston | 2021/07/02 19:05 | Gerardo L Villasenor v Dane Sweeny | 6-2,6-3 |
| ITF M15 - Weston | 2021/06/29 15:00 | Genaro Alberto Olivieri v Gerardo L Villasenor | 3-6,3-6 |
| ITF - M25 Santo Domingo | 2021/06/10 15:50 | Gerardo L Villasenor v Conner Huertas Del Pino | 6-7,5-7 |
| ITF - M25 Santo Domingo | 2021/06/09 14:45 | Yshai Oliel v Gerardo L Villasenor | 6-7,6-1,3-6 |
| 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 |