Round: 54 Ground: Hardcourt outdoor
| ITF Zimbabwe F2 Qual | 2016/06/25 07:00 | Mitchell Frank v Jessy Kalambay | 6-4,6-2 |
| ITF Spain F11 | 2016/04/24 07:30 | Lionel Mansour v Jessy Kalambay | 6-4,6-3 |
| ITF Greece F4 | 2016/04/10 08:30 | Winston Lin v Jessy Kalambay | 6-4,6-7,6-3 |
| ITF Greece F3 | 2016/04/02 11:30 | Jonathan Binding v Jessy Kalambay | 2-6,7-6,6-3 |
| ITF Portugal F3 Qual | 2016/03/07 10:30 | Samuel Bothwell v Jessy Kalambay | 6-3,6-1 |
| ITF Portugal F3 Qual | 2016/03/06 14:00 | Pablo Belda v Jessy Kalambay | 3-6,2-6 |
| ITF Portugal F2 Qual | 2016/02/29 11:30 | Diego-Jose Manrique-Velazquez v Jessy Kalambay | 6-1,6-4 |
| ITF Portugal F2 Qual | 2016/02/28 12:30 | Julien Seurin v Jessy Kalambay | 4-6,4-6 |
| ITF Zimbabwe F2 Qual | 2016/06/25 07:00 | Michael-Ray Pallares-Gonzalez v Munashe Chingono | 6-1,6-0 |
| ITF Zimbabwe F1 Qual | 2016/06/18 07:00 | Roy Hobbs v Munashe Chingono | 6-2,6-4 |