Round: 62 Ground: Clay
| ITF Bolivia F2 Qual | 2016/11/13 14:00 | Gustavo De O Cruz v Nicolas Bacella | 3-6,6-3,3-6 |
| ITF Bolivia F1 | 2016/11/06 16:30 | Gustavo De O Cruz v Javier Gonzalez | 4-6,6-7 |
| Challenger Campinas Qual | 2016/10/01 14:20 | Gustavo De O Cruz v Andre Miele | 7-5,3-6,5-7 |
| Challenger Curitiba Qual | 2016/08/27 13:30 | Gustavo De O Cruz v Felipe Garla | 2-6,3-6 |
| ITF Brazil F4 | 2016/07/20 15:00 | Gustavo De O Cruz v Carlos E. Severino | 6-7,3-6 |
| ITF Brazil F4 Qual | 2016/07/17 14:30 | Gustavo De O Cruz v Victor Bertoldo | 6-2,7-5 |
| ITF Brazil F4 Qual | 2016/07/16 16:30 | Gustavo De O Cruz v Enrico dos Santos Lima | 6-0,6-4 |
| ITF Brazil F3 | 2016/07/09 12:00 | Gustavo De O Cruz v Fabio Costa | 4-6,6-4,0-6 |
| ITF Bolivia F1 | 2016/11/07 14:00 | Nicolas Bacella v Alan Postay | 6-3,6-1 |
| ITF Bolivia F1 | 2016/11/05 14:00 | Alan Postay v Gabriel Alejandro Bernal | 7-6,0-6,6-4 |
| ITF Women Bendigo | 2016/10/23 15:00 | Facundo Juarez v Alan Postay | 6-1,6-1 |
| ITF Ecuador F2 | 2016/10/16 15:00 | Fabio Costa v Alan Postay | 6-4,6-2 |
| ITF Ecuador F2 | 2016/10/10 15:00 | Alan Postay v Ignacio Monzon | 5-7,3-6 |
| ITF Ecuador F2 | 2016/10/09 15:00 | Lucas G-Cocios v Alan Postay | 4-6,4-6 |
| ITF Argentina F2 | 2016/03/05 17:00 | Francisco Bastias v Alan Postay | 6-3,7-6 |
| ITF Argentina F11 Qual | 2015/09/05 12:30 | Alan Postay v Brian Orradre | 2-6,2-6 |