Round: 25 Ground: Hardcourt indoor
| ITF Portugal F10 | 2016/07/30 08:30 | Julian Ocleppo v Richard Gabb | 6-3,4-6,7-6 |
| 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 Great Britain F5 | 2016/10/31 10:00 | Oliver Hudson v Matt Frost | 2-6,6-3,4-6 |
| ITF Great Britain F5 | 2016/10/30 15:00 | Nicholas Nugent v Matt Frost | 2-6,1-6 |
| ITF Great Britain F4 | 2016/10/24 09:00 | Matt Frost v Robert Carter | 1-6,1-6 |
| ITF Great Britain F4 | 2016/10/23 09:00 | Tiarnan Brady v Matt Frost | 2-6,6-4,0-6 |
| ITF USA F33 Qual | 2015/11/13 21:00 | Matt Frost v Kento Tagashira | 6-2,6-1 |