Round: 54 Ground: Hardcourt outdoor
| ITF Tunisia F9 | 2016/03/07 08:30 | Jonathan Gray v Maksim Malyshev | 6-4,6-4 |
| ITF China F7 Qual | 2016/05/16 03:35 | Maksim Malyshev v Wei-De Lin | 4-6,3-6 |
| ITF China F7 Qual | 2016/05/15 07:30 | Jake Delaney v Maksim Malyshev | 4-6,0-6 |
| ITF China F6 Qual | 2016/05/07 03:30 | Chien Hsun Lo v Maksim Malyshev | 5-7,7-6,6-0 |
| ITF Tunisia F11 | 2016/03/22 08:30 | Maksim Malyshev v Joris De Loore | 0-6,2-6 |
| ITF Tunisia F11 Qual | 2016/03/21 08:30 | Marc Dijkhuizen v Maksim Malyshev | 6-7,3-6 |
| ITF Tunisia F11 Qual | 2016/03/20 08:30 | Keyvan Nematzadeh v Maksim Malyshev | 6-3,6-7,4-6 |
| ITF Tunisia F10 | 2016/03/14 08:30 | Matteo Tinelli v Maksim Malyshev | 6-4,6-3 |
| ITF Tunisia F10 | 2016/03/13 09:30 | Philip Sikman v Maksim Malyshev | 0-6,3-6 |
| ITF Tunisia F10 | 2016/03/15 08:30 | Baptiste Crepatte v Jonathan Gray | 6-3,6-3 |
| ITF Tunisia F9 | 2016/03/10 11:50 | Jonathan Gray v Alexander Zhurbin | 7-6,1-6,4-6 |
| ITF Tunisia F9 | 2016/03/09 09:45 | Cristobal S-Corvalan v Jonathan Gray | 4-6,3-6 |
| ITF Tunisia F9 | 2016/03/07 08:30 | Jonathan Gray v Maksim Malyshev | 6-4,6-4 |
| ITF Great Britain F3 Qual | 2016/02/14 13:00 | James Marsalek v Jonathan Gray | 6-1,4-6,6-4 |
| ITF Great Britain F3 Qual | 2016/02/14 09:30 | Joachim Bjerke v Jonathan Gray | 4-6,3-6 |
| ITF Tunisia F4 | 2016/02/03 08:30 | Jonathan Gray v Cheong-Eui Kim | 2-6,2-6 |
| ITF Tunisia F3 | 2016/01/25 13:00 | Jonathan Gray v Alberto Romero De Avila Senise | 6-3,5-7,1-6 |