Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| Nonthaburi, Singles M-ITF-THA-01A | 2019/05/21 04:55 | Hobbs, Roy v Yuttana Charoenphon | 3-6,5-7 |
| Nonthaburi, Singles M-ITF-THA-01A | 2019/05/20 07:50 | Alexander Klintcharov v Hobbs, Roy | 3-6,6-7 |
| ITF Mozambique F2 | 2018/11/12 09:35 | Hobbs, Roy v Dolz, Lluis | 3-6,0-6 |
| ITF Mozambique F1 | 2018/11/05 09:25 | Hobbs, Roy v Patrick Foley | 6-4,5-7,2-6 |
| Thailande F6, Qualifications Simples | 2018/10/08 02:30 | Hobbs, Roy v Borisutpong, Pattanapong | 3-6,2-6 |
| Thailande F6, Qualifications Simples | 2018/10/07 02:30 | Hobbs, Roy v Jordan Chiu | 6-4,7-6 |
| Thailande F6, Qualifications Simples | 2018/10/06 05:30 | Hobbs, Roy v Mathayomchand, Michael | 5-7,6-3,6-3 |
| ITF Thailand F5 | 2018/09/30 02:30 | Chen, Liran v Hobbs, Roy | 7-6,6-0 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/05/01 08:30 | Gray, Jonathan v Louis Tessa | 6-2,1-6,2-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/04/23 11:55 | Gray, Jonathan v Louis Tessa | 4-6,3-6 |
| ITF M15 Madrid | 2019/04/17 11:40 | Benjamin Winter Lopez v Gray, Jonathan | 7-6,6-3 |
| ITF M15 Madrid | 2019/04/15 16:30 | Gray, Jonathan v Arthur Reymond | 6-3,6-2 |
| ITF M15 Madrid | 2019/04/15 11:00 | Gray, Jonathan v Blanco Damea, Alvaro | 6-3,6-7,13-11 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/02 09:00 | Gray, Jonathan v Gijs Brouwer | 6-7,7-6,4-6 |
| ITF - M25 Calabasas | 2019/03/22 20:00 | Gray, Jonathan v Stefan Kozlov | 2-6,1-6 |
| ITF - M25 Calabasas | 2019/03/22 02:25 | Keegan Smith v Gray, Jonathan | 3-6,7-6,1-6 |