| ITF Egypt F24 | 2016/09/16 08:00 | Jaroslav Pospisil v Tinelli, Matteo | 6-2,6-2 |
| ITF Egypt F24 | 2016/09/15 08:00 | Jaroslav Pospisil v Boris Arias | 6-2,6-2 |
| ITF Egypt F24 | 2016/09/14 08:00 | Jaroslav Pospisil v Martniez, Mateo Nicolas | 6-1,6-4 |
| ITF Austria F8 | 2016/08/30 08:30 | Jaroslav Pospisil v Radinski, Aljaz | 6-1,6-3 |
| ITF Slovakia F3 | 2016/08/12 08:00 | Jaroslav Pospisil v Petr Michnev | 5-7,6-7 |
| ITF Slovakia F3 | 2016/08/11 12:30 | Jaroslav Pospisil v Jurij Rodionov | 6-3,6-2 |
| ITF Slovakia F3 | 2016/08/10 08:00 | Jaroslav Pospisil v Weidinger, Dominic | 6-4,6-2 |
| ITF Czech Republic F4 | 2016/06/27 11:25 | Pavic, Ante v Jaroslav Pospisil | 6-4,6-3 |
| ITF Egypt F24 | 2016/09/16 08:00 | Grimolizzi, Gaston-Arturo v Abdel-Aziz, Mohamed | 6-4,6-1 |
| ITF Egypt F24 | 2016/09/15 08:00 | Sorour, Mohamed v Grimolizzi, Gaston-Arturo | 0-6,0-6 |
| ITF Egypt F24 | 2016/09/14 09:40 | El Sayed, Ashraf v Grimolizzi, Gaston-Arturo | 0-6,0-6 |
| Challenger Cali 2 Qual | 2016/07/03 14:30 | Grimolizzi, Gaston-Arturo v Montero, Jorge | 3-6,1-6 |
| ITF Colombia F3 | 2016/06/30 16:00 | Gonzalo Villanueva v Grimolizzi, Gaston-Arturo | 6-0,7-6 |
| ITF Colombia F3 | 2016/06/28 14:30 | Grimolizzi, Gaston-Arturo v Facundo Mena | 6-3,6-4 |
| ITF Colombia F2 | 2016/06/21 15:00 | Zukas, Matias v Grimolizzi, Gaston-Arturo | 6-4,6-2 |
| ITF Colombia F1 | 2016/06/14 19:25 | Grimolizzi, Gaston-Arturo v Roberto Cid Subervi | 7-5,4-6,2-6 |