Round: 1
| UK Pro League | 2021/04/11 09:45 | Findel-Hawkins, Jack v Paris, Joshua | 2-6,3-6 |
| UK Pro League | 2021/04/10 14:30 | Lui Maxted v Findel-Hawkins, Jack | 6-4,6-7,10-6 |
| UK Pro League | 2021/04/09 14:30 | Findel-Hawkins, Jack v Alexis Canter | 6-1,6-4 |
| UK Pro League | 2021/04/08 11:30 | Findel-Hawkins, Jack v George Houghton | 6-4,4-6,10-2 |
| UK Pro League | 2021/04/07 14:30 | Billy Harris v Findel-Hawkins, Jack | 7-6,7-5 |
| UK Pro League | 2021/04/06 09:00 | Jack Draper v Findel-Hawkins, Jack | 6-2,6-2 |
| UK Pro League | 2021/04/05 14:30 | Cash, Julian v Findel-Hawkins, Jack | 7-6,7-5 |
| UK Pro League | 2021/03/21 17:30 | Billy Harris v Findel-Hawkins, Jack | 6-4,6-4 |
| ITF - M15 Shymkent | 2021/04/14 12:45 | Jack Gibbens v Fayziev, Sanjar | 2-6,1-6 |
| ITF - M15 Shymkent | 2021/04/13 05:00 | Jack Gibbens v Ivan Denisov | 7-6,7-5 |
| ITF - M15 Shymkent | 2021/04/12 08:40 | Jack Gibbens v Nelich, Andrey | 6-1,6-2 |
| ITF - M15 Shymkent | 2021/04/08 06:25 | Jack Gibbens v Ivan Gakhov | 3-6,3-6 |
| ITF - M15 Shymkent | 2021/04/07 10:05 | Grigoriy Lomakin v Jack Gibbens | 2-6,7-6,6-7 |
| ITF - M15 Shymkent | 2021/04/06 05:50 | Jack Gibbens v Oleg Syrovatskiy | 6-1,6-3 |
| ITF - M15 Shymkent | 2021/04/05 04:55 | Jack Gibbens v Felipe Mikkelsen | 6-4,6-4 |
| ITF - M15 Sharm El Sheikh | 2021/03/29 13:00 | Jack Gibbens v Karlo Cubelic | 3-6,4-6 |