Round: 44 Ground: Hardcourt indoor
| ITF Great Britain F4 | 2018/09/10 09:30 | Constantin Schmitz v Jesse Ross | 6-4,6-4 |
| ITF Great Britain F4 | 2018/09/09 11:30 | Michael Shaw v Jesse Ross | 2-6,6-1,6-7 |
| ITF Italy F25 | 2018/08/26 11:20 | Mattia Rossi v Jesse Ross | 7-6,6-7,6-4 |
| ITF Italy F25 | 2018/08/25 16:10 | Tommaso Metti v Jesse Ross | 3-6,2-6 |
| ITF Italy F23 Qual | 2018/08/12 08:00 | Stefano Battaglino v Jesse Ross | 3-6,6-3,7-6 |
| ITF Austria F4 Qual | 2018/07/22 10:20 | Vladimir Reznicek v Jesse Ross | 6-4,6-0 |
| ITF Austria F4 Qual | 2018/07/21 10:00 | Pietro Pirolt v Jesse Ross | 6-4,4-6,3-6 |
| ITF France F13 Qual | 2018/07/08 14:00 | Valentin Vacherot v Jesse Ross | 7-6,6-4 |
| ITF Great Britain F4 | 2018/09/09 09:00 | Jack Gibbens v Jamie Asanee Praditngam | 3-6,6-7 |
| ITF Spain F21 Qual | 2018/07/28 09:15 | Ruben Busch v Jack Gibbens | 2-6,4-6 |
| ITF Spain F20 Qual | 2018/07/21 09:30 | Adrian Exposito v Jack Gibbens | 6-1,6-1 |
| ITF Spain F19 Qual | 2018/07/14 08:30 | Jack Gibbens v Eduard Guell Bartrina | 2-6,3-6 |
| ITF Great Britain F2 | 2018/02/04 10:00 | Oscar Weightman v Jack Gibbens | 6-1,6-4 |
| ITF Great Britain F6 | 2017/09/24 12:00 | Mason Recci v Jack Gibbens | 6-2,6-4 |
| ITF Great Britain F6 | 2017/09/24 09:00 | Jack Gibbens v Sahej Maker | 6-3,6-3 |
| ITF Great Britain F5 | 2017/09/18 09:00 | Oliver Golding v Jack Gibbens | 6-2,6-1 |