| UTR Pro Tennis Series Manzanillo | 2021/08/09 18:00 | Nathan Oppenheim v Rafael De Alba | 2-6,2-6 |
| UTR Pro Tennis Series California | 2021/05/26 18:24 | Humberto Lopez v Nathan Oppenheim | 6-1,7-5 |
| UTR Pro Tennis Series California | 2021/05/23 16:30 | Nathan Oppenheim v Hiroki Sakagawa | 1-6,1-6 |
| UTR Pro Tennis Series Cancun | 2021/04/10 17:30 | Clemens Graute v Nathan Oppenheim | 6-4,5-7,6-3 |
| UTR Pro Tennis Series Cancun | 2021/04/08 14:30 | Nathan Oppenheim v Jose Antonio Rodriguez Rodriguez | 6-3,6-2 |
| UTR Pro Tennis Series Cancun | 2021/04/07 19:00 | Nathan Oppenheim v Juan A H Serrano | 0-6,0-6 |
| UTR Pro Tennis Series Cancun | 2021/04/06 17:00 | Nathan Oppenheim v Manuel S Montemayor | 2-6,2-6 |
| UTR Pro Tennis Series Cancun | 2021/04/05 16:00 | Nathan Oppenheim v Jean-Baptiste Badon | 4-6,4-6 |
| UTR Pro Tennis Series Manzanillo | 2021/08/09 17:00 | Gerardo L Villasenor v Jose Antonio Rodriguez Rodriguez | 6-4,5-2 |
| UTR Pro Tennis Series Manzanillo | 2021/08/08 14:30 | Gerardo L Villasenor v Alan Magadan | 6-0,3-6,5-3 |
| UTR Pro Tennis Series Manzanillo | 2021/08/07 15:00 | Gerardo L Villasenor v Manuel S Montemayor | 3-6,6-4,6-1 |
| UTR Pro Tennis Series Manzanillo | 2021/08/06 16:30 | Gerardo L Villasenor v Alonso A Delgado | 7-6,5-2 |
| UTR Pro Tennis Series Manzanillo | 2021/08/04 16:00 | Gerardo L Villasenor v Lazaro Navarro-Batles | 6-2,5-3 |
| UTR Pro Tennis Series Manzanillo | 2021/08/03 14:00 | Gerardo L Villasenor v Jose Antonio Rodriguez Rodriguez | 6-3,5-2 |
| UTR Pro Tennis Series Manzanillo | 2021/08/02 17:30 | A Richards v Gerardo L Villasenor | 1-6,0-6 |
| ATP Los Cabos | 2021/07/20 01:55 | Gerardo L Villasenor v Steve Johnson | 6-7,2-6 |