Stadium: Court 7 Round: 54 Ground: Hardcourt indoor
| Barnstaple, Singles Qualifying M-ITF-GBR-01A | 2020/02/09 12:55 | Sean Hodkin v Oswald, Jack | 6-2,6-3 |
| ITF M25 Shrewsbury | 2019/09/23 14:20 | Sizya Ernest Kivanda v Oswald, Jack | 7-5,6-2 |
| ITF M25 Shrewsbury | 2019/09/23 10:10 | Ponder, Andrew v Oswald, Jack | 6-7,4-6 |
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/25 07:30 | Kulibaba, Artur v Oswald, Jack | 6-4,6-4 |
| Dublin, Singles Qualifying M-ITF-IRL-01A | 2019/07/29 13:00 | Oswald, Jack v Kyle Stocker | 0-6,4-6 |
| ITF M25 Lima | 2019/07/16 14:00 | Oswald, Jack v Vallebuona, Duilio | 3-6,2-6 |
| ITF M15 Lima | 2019/07/09 16:30 | Oswald, Jack v Montes de Oca Murillo, Rodrigo Nicolas | 3-6,4-6 |
| Netanya, Singles Qualifying M-ITF-ISR-03A | 2019/06/17 06:30 | Demetris Azoides v Oswald, Jack | 6-2,6-3 |
| ITF - M15 Grenoble | 2020/02/10 09:00 | Antoine Walch v Hendrik Jebens | 7-5,3-6,10-8 |
| ITF - M15 Grenoble | 2020/02/09 09:00 | Magnaudet, Lucas v Hendrik Jebens | 3-6,6-7 |
| ITF - M15 Veigy-Foncenex | 2020/01/27 09:00 | Hendrik Jebens v Yannik Steinegger | 7-6,5-7,5-10 |
| ITF - M15 Veigy-Foncenex | 2020/01/26 10:35 | Hendrik Jebens v Sizya Ernest Kivanda | 6-2,6-4 |
| ITF - M15 Manacor | 2020/01/07 09:00 | Hendrik Jebens v Canas Garcia, Juan Pablo | 4-6,6-1,8-10 |
| ITF - M15 Manacor | 2020/01/06 10:30 | Hendrik Jebens v Leopold Zima | 6-3,3-6,10-8 |
| Fort Worth, Singles Qualifying M-ITF-USA-42A | 2019/10/25 19:45 | Jesper De Jong v Hendrik Jebens | 6-4,7-6 |
| Fort Worth, Singles Qualifying M-ITF-USA-42A | 2019/10/25 16:00 | Hendrik Jebens v Gijs Brouwer | 6-3,1-6,6-1 |