Stadium: Cancha 5 Round: 25 Ground: Clay
| ITF M15 Netanya | 2019/06/17 06:30 | Demetris Azoides v Jack Oswald | 6-2,6-3 |
| ITF - M15 Akko | 2019/06/12 08:00 | Jack Oswald v Lior Goldenberg | 7-5,3-6,1-6 |
| ITF - M15 Akko | 2019/06/10 07:00 | Victor Gurevich v Jack Oswald | 4-6,2-6 |
| ITF - M15 Bagnoles-de-l'Orne | 2019/01/07 13:00 | Jack Oswald v Julien De Cuyper | 2-6,2-6 |
| ITF Tunisia F30 | 2018/09/02 09:30 | Jack Oswald v Roman Nashatyrkin | 7-6,4-6,0-6 |
| ITF Tunisia F30 | 2018/09/01 14:00 | Jack Oswald v Mohamed Selim Ben Ali | 6-4,7-5 |
| ITF Tunisia F29 | 2018/08/28 09:30 | Jack Oswald v Jiri Vencl | 4-6,1-6 |
| ITF Tunisia F29 | 2018/08/27 11:05 | Robert Hughes v Jack Oswald | 6-3,2-6,5-7 |