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