| UK Pro League | 2021/07/18 14:30 | Oscar Weightman v Jack Gibbens | 6-3,4-6,11-13 |
| ITF Great Britain F2 | 2018/02/04 10:00 | Oscar Weightman v Jack Gibbens | 6-1,6-4 |
| UK Pro League | 2021/07/18 14:30 | Oscar Weightman v Jack Gibbens | 6-3,4-6,11-13 |
| UK Pro League | 2021/07/16 13:00 | Jack Gibbens v Sean Hodkin | 6-4,6-7,10-3 |
| UK Pro League | 2021/07/15 09:00 | Julian Cash v Jack Gibbens | 6-2,6-0 |
| UK Pro League | 2021/07/14 13:00 | Jack Gibbens v Lui Maxted | 7-6,3-6,2-10 |
| UK Pro League | 2021/07/12 11:15 | Alexis Canter v Jack Gibbens | 7-6,6-2 |
| ITF M25 The Hague | 2021/06/27 08:00 | Max Van Nunen v Jack Gibbens | 6-2,3-6,16-14 |
| ITF M25 Alkmaar | 2021/06/20 14:00 | Vladimir Ivanov v Jack Gibbens | 6-2,7-5 |
| ITF M15 Shymkent | 2021/06/02 05:00 | Dostanbek Tashbulatov v Jack Gibbens | 6-2,6-3 |
| UK Pro League | 2021/07/18 14:30 | Oscar Weightman v Jack Gibbens | 6-3,4-6,11-13 |
| UK Pro League | 2021/07/16 10:00 | Oscar Weightman v Liam Hignett | 7-6,6-4 |
| UK Pro League | 2021/07/15 11:30 | Lui Maxted v Oscar Weightman | 6-3,6-3 |
| UK Pro League | 2021/07/14 10:00 | Oscar Weightman v Tom Hands | 6-3,6-3 |
| UK Pro League | 2021/07/12 10:00 | Julian Cash v Oscar Weightman | 6-7,6-4,10-6 |
| ITF M15 Monastir | 2021/06/24 10:10 | Oscar Weightman v Duckhee Lee | 3-6,7-6,3-6 |
| ITF M15 Monastir | 2021/06/23 13:30 | Oscar Weightman v Kelsey Stevenson | 1-6,7-5,7-5 |
| ITF M15 Monastir | 2021/06/21 08:00 | Giles Hussey v Oscar Weightman | 3-6,3-6 |