Stadium: Court 2 Round: 54 Ground: Synthetic outdoor
| ITF M25 Lima | 2019/07/16 14:00 | Jack Oswald v Duilio Vallebuona | 3-6,2-6 |
| ITF M15 Lima | 2019/07/09 16:30 | Jack Oswald v Rodrigo N M D O Murillo | 3-6,4-6 |
| 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 Romania F9 | 2018/08/11 06:00 | Kyle Stocker v Eugen Durnescu | 2-6,3-6 |
| ITF Great Britain F3 Qual | 2018/02/11 12:00 | Daniil Zarichanskiy v Kyle Stocker | 6-2,6-4 |
| ITF Great Britain F1 | 2018/01/28 10:00 | Finn Murgett v Kyle Stocker | 6-2,6-2 |