| ITF M25 Bali | 09/09 03:05 | 54 | Felix Mischker v James O'Brien | 5-7,6-1,10-5 | |
| ITF M25 Bali | 09/08 03:30 | 54 | James O'Brien v Freek Van Donselaar | 6-0,6-4 | |
| ITF M15 Antalya | 04/22 07:00 | 62 | James O'Brien v Mert Alkaya | 3-6,4-6 | |
| ITF M15 Antalya | 04/21 07:00 | 62 | James O'Brien v Stepan Pecak | 6-4,6-3 | |
| ITF M15 Antalya | 04/14 07:00 | 62 | Gian Marco Ortenzi v James O'Brien | 6-4,7-5 | |
| ITF M15 Antalya | 04/01 11:10 | 62 | James O'Brien v Alexander Klintcharov | 7-6,4-6,7-10 |