Round: 44 Ground: Clay
| ITF Serbia F4 | 2016/08/12 10:10 | Nikola Cacic v Milan Drinic | 0-6,6-4,6-3 |
| ITF Serbia F4 | 2016/08/09 09:10 | Milan Drinic v Antonio Massara | 1-6,6-3,7-6 |
| ITF Serbia F3 | 2016/08/04 11:10 | Milan Drinic v Christopher O'Connell | 3-6,6-2,0-6 |
| ITF Serbia F3 | 2016/08/03 09:45 | Milan Drinic v Igor Banicevic | 6-2,6-0 |
| ITF Serbia F2 | 2016/07/28 12:15 | Dejan Katic v Milan Drinic | 7-6,7-6 |
| ITF Serbia F2 | 2016/07/27 12:15 | Igor Banicevic v Milan Drinic | 1-6,4-6 |
| ITF Serbia F1 | 2016/07/23 08:00 | Nerman Fatic v Milan Drinic | 6-2,2-6,6-2 |
| ITF Serbia F1 | 2016/07/22 10:20 | Viktor Filipenko v Milan Drinic | 3-6,3-6 |
| ITF Portugal F10 | 2016/07/23 09:00 | Curtis Clarke v Luis G Monio | 1-6,1-6 |
| ITF Italy F10 | 2016/05/07 07:30 | Curtis Clarke v Daniele Pepe | 3-6,2-6 |
| ITF Italy F9 | 2016/05/03 08:00 | Simone Roncalli v Curtis Clarke | 6-1,6-1 |
| ITF Great Britain F3 Qual | 2016/02/14 09:30 | Charles Broom v Curtis Clarke | 7-5,6-4 |
| ITF Great Britain F2 | 2016/02/07 10:00 | Pawel Zawisza v Curtis Clarke | 6-3,6-2 |
| ITF Mozambique F2 | 2015/06/10 08:00 | Evan Song v Curtis Clarke | 6-0,6-1 |
| ITF Mozambique F2 | 2015/06/06 09:30 | Bruno Figueiredo v Curtis Clarke | 0-6,2-6 |
| ITF Mozambique F1 | 2015/06/03 08:00 | Curtis Clarke v Benjamin Lock | 6-4,1-6,5-7 |