Stadium: Cancha 5 Round: 25 Ground: Clay
| Netanya, Singles Qualifying M-ITF-ISR-03A | 2019/06/17 06:30 | Demetris Azoides v Oswald, Jack | 6-2,6-3 |
| ITF M15 Akko | 2019/06/12 08:00 | Oswald, Jack v Goldenberg, Lior | 7-5,3-6,1-6 |
| ITF M15 Akko | 2019/06/10 07:00 | Gurevich, Victor v Oswald, Jack | 4-6,2-6 |
| ITF - M15 Bagnoles-de-l'Orne | 2019/01/07 13:00 | Oswald, Jack v Julien De Cuyper | 2-6,2-6 |
| ITF Tunisia F30 | 2018/09/02 09:30 | Oswald, Jack v Nashatyrkin, Roman | 7-6,4-6,0-6 |
| ITF Tunisia F30 | 2018/09/01 14:00 | Oswald, Jack v Ben Ali, Mohamed Selim | 6-4,7-5 |
| ITF Tunisia F29 | 2018/08/28 09:30 | Oswald, Jack v Vencl, Jiri | 4-6,1-6 |
| ITF Tunisia F29 | 2018/08/27 11:05 | Hughes, Robert v Oswald, Jack | 6-3,2-6,5-7 |