Round: 26 Ground: Hardcourt indoor
| 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 Turkey F16 | 2016/04/23 08:00 | Richard Gabb v Julien Dubail | 6-1,7-5 |
| ITF Turkey F16 | 2016/04/22 12:40 | Maxime Pauwels v Richard Gabb | 2-6,0-6 |
| ITF Turkey F16 | 2016/04/21 08:00 | Petar Conkic v Richard Gabb | 1-6,3-6 |
| ITF Turkey F16 | 2016/04/19 08:00 | Ju-Hae Moon v Richard Gabb | 2-6,0-6 |
| ITF Israel F6 | 2016/03/22 10:00 | Alexis Musialek v Richard Gabb | 4-6,6-3,7-5 |
| ITF USA F19 | 2016/06/16 17:35 | Farris Fathi Gosea v Hunter Callahan | 7-6,7-5 |
| ITF USA F19 | 2016/06/14 16:35 | Hunter Callahan v Daniel Garza | 7-5,6-4 |
| ITF Italy F11 | 2016/05/18 10:40 | Hunter Callahan v Cristian Carli | 4-6,6-3,5-7 |
| ITF Italy F11 Qual | 2016/05/16 14:35 | Hunter Callahan v Luca Tomasetto | 6-2,3-6,6-3 |
| ITF Italy F11 Qual | 2016/05/16 09:45 | Hunter Callahan v Alessandro Cortegiani | 6-4,6-0 |
| Challenger Rome Qual | 2016/04/30 11:35 | Marton Fucsovics v Hunter Callahan | 6-1,6-3 |
| Challenger Rome Qual | 2016/04/30 09:00 | Lorenzo Camilli v Hunter Callahan | 0-6,0-6 |
| ITF Greece F6 | 2016/04/27 07:00 | Aaron Addison v Hunter Callahan | 6-4,7-6 |