Round: 27 Ground: Clay
| 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 |
| ITF Macedonia F2 | 2016/07/01 13:00 | Alexander Lazov v Richard Gabb | 7-6,6-3 |
| ITF Macedonia F2 | 2016/06/30 09:50 | Nino Serdarusic v Richard Gabb | 3-6,3-6 |
| ITF Macedonia F2 | 2016/06/28 08:45 | Christian Hirschmueller v Richard Gabb | 1-6,4-6 |
| ITF Turkey F17 | 2016/04/28 09:35 | Lorenzo Frigerio v Richard Gabb | 6-7,2-6 |
| ITF Turkey F17 | 2016/04/27 08:00 | Alex Blumenberg v Richard Gabb | 4-6,3-6 |
| ITF Turkey F16 | 2016/04/24 09:00 | Christopher Heyman v Richard Gabb | 7-6,6-0 |
| ITF Macedonia F1 | 2016/07/07 08:30 | Luka Pavlovic v Neil Pauffley | 1-6,2-6 |
| ITF Macedonia F1 | 2016/07/05 08:30 | Giorgio Ricca v Neil Pauffley | 4-6,4-6 |
| ITF Macedonia F2 | 2016/06/28 14:30 | Stefan Micov v Neil Pauffley | 6-3,0-6,6-4 |
| ITF Italy F32 | 2016/05/06 08:00 | Riccardo Bellotti v Neil Pauffley | 6-3,6-3 |
| ITF Italy F32 | 2016/05/05 08:00 | Bobbie De Goeijen v Neil Pauffley | 1-6,7-5,3-6 |
| ITF Italy F32 | 2016/05/04 07:30 | David Novotny v Neil Pauffley | 3-6,2-6 |
| ITF Greece F4 | 2016/04/12 07:00 | Bruno Santanna v Neil Pauffley | 6-4,6-4 |
| ITF Egypt F9 | 2016/03/18 08:00 | Neil Pauffley v Vladyslav Manafov | 3-6,2-6 |