Round: 28 Ground: Hardcourt outdoor
| ITF Portugal F10 | 2016/07/29 10:50 | Julian Ocleppo v Jay Clarke | 6-2,6-4 |
| ITF Portugal F10 | 2016/07/28 10:15 | Julian Ocleppo v Robert Galloway | 7-6,6-2 |
| ITF Portugal F10 | 2016/07/27 10:00 | Hugo Voljacques v Julian Ocleppo | 4-6,2-6 |
| ITF Mozambique F2 | 2016/06/16 08:00 | Julian Ocleppo v Marc Polmans | 1-6,6-4,4-6 |
| ITF Mozambique F2 | 2016/06/14 11:30 | Roy Hobbs v Julian Ocleppo | 1-6,0-6 |
| ITF Mozambique F1 | 2016/06/11 11:30 | Lloyd Harris v Julian Ocleppo | 6-0,6-0 |
| ITF Mozambique F1 | 2016/06/10 08:00 | John Lamble v Julian Ocleppo | 6-7,7-6,3-6 |
| Challenger Vicenza Qual | 2016/05/21 11:15 | Nikola Mektic v Julian Ocleppo | 6-2,6-3 |
| ITF Portugal F10 | 2016/07/28 08:30 | Tony Bourcet v Richard Gabb | 3-6,4-6 |
| ITF Portugal F10 | 2016/07/26 09:45 | Luke Oakley v Richard Gabb | 2-6,3-6 |
| ITF Portugal F9 | 2016/07/21 12:00 | Richard Gabb v Nuno Borges | 6-1,3-6,2-6 |
| ITF Portugal F9 | 2016/07/19 08:30 | Richard Gabb v Maxime Petel | 6-3,6-3 |
| ITF Macedonia F1 | 2016/07/09 10:45 | Richard Gabb v Kristijan Mesaros | 6-4,3-6,2-6 |
| ITF Macedonia F1 | 2016/07/08 08:30 | Richard Gabb v Neil Pauffley | 6-2,6-0 |
| ITF Macedonia F1 | 2016/07/07 10:45 | Richard Gabb v Tomislav Jotovski | 6-3,6-4 |
| ITF Macedonia F1 | 2016/07/05 08:30 | Richard Gabb v Yasha Zemel | 6-0,6-4 |