Round: 26 Ground: Hardcourt indoor
| ITF Great Britain F6 | 2016/11/09 14:15 | Richard Gabb v Sizya Ernest Kivanda | 6-4,6-1 |
| ITF Great Britain F5 | 2016/11/04 13:20 | Maxime Authom v Richard Gabb | 6-1,6-1 |
| ITF Great Britain F5 | 2016/11/03 10:00 | Richard Gabb v Pierre Faivre | 7-6,6-4 |
| ITF Great Britain F5 | 2016/11/02 12:10 | Richard Gabb v Billy Harris | 5-7,6-4,7-6 |
| ITF Great Britain F5 | 2016/11/01 11:00 | Richard Gabb v Matt Frost | 6-3,6-1 |
| 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 Great Britain F6 | 2016/11/09 11:25 | Romain Bauvy v Hunter Callahan | 4-6,4-6 |
| ITF Great Britain F5 | 2016/11/02 12:30 | Ben Patael v Hunter Callahan | 6-3,6-4 |
| ITF Great Britain F5 | 2016/11/01 14:00 | Robbie Ridout v Hunter Callahan | 4-6,1-6 |
| ITF Great Britain F4 | 2016/10/26 10:40 | Hunter Callahan v Yann Marti | 4-6,2-6 |
| ITF Norway F1 | 2016/10/20 10:00 | Hunter Callahan v Lorenzo Frigerio | 4-6,1-6 |
| ITF Norway F1 | 2016/10/19 12:10 | Elmar Ejupovic v Hunter Callahan | 5-7,3-6 |
| ITF Norway F1 | 2016/10/18 12:00 | Hunter Callahan v Jonathan Mridha | 6-4,2-6,6-2 |
| ITF USA F30 | 2016/09/29 18:20 | Takanyi Garanganga v Hunter Callahan | 6-2,1-6,6-4 |