| UK Pro League | 2021/08/26 16:00 | Daniel Little v Jack Gibbens | 6-3,6-7,12-14 |
| UK Pro League | 2021/04/30 16:00 | Daniel Little v Jack Gibbens | 6-1,6-4 |
| LTA British Tour | 2020/08/28 18:50 | Jack Gibbens v Daniel Little | 4-6,3-6 |
| UK Pro League | 2021/10/27 09:00 | N. Vijay Sundar Prashanth v Jack Gibbens | 6-7,6-4,10-12 |
| UK Pro League | 2021/10/26 12:00 | Julian Cash v Jack Gibbens | 6-4,6-0 |
| UK Pro League | 2021/10/25 12:30 | Jack Gibbens v Liam Hignett | 4-6,6-4,4-10 |
| ITF M15 Cancun | 2021/10/13 20:45 | Matic Spec v Jack Gibbens | 6-0,6-3 |
| ITF M15 Cancun | 2021/10/05 14:00 | Jack Gibbens v Hans C B Gonzalez | 6-4,1-6,3-10 |
| ITF M15 Cancun | 2021/10/04 14:00 | Jack Gibbens v Diego Bustamante | 6-2,6-1 |
| ITF M15 Cancun | 2021/10/03 14:00 | Jack Gibbens v Alex Jones | 6-4,6-2 |
| ITF M15 Cancun | 2021/09/27 14:30 | Jack Gibbens v Osgar O'Hoisin | 3-6,7-6,7-10 |
| UK Pro League | 2021/10/28 15:30 | Giles Hussey v Daniel Little | 6-4,5-7,10-4 |
| UK Pro League | 2021/10/27 13:30 | Daniel Little v George Davies | 4-6,7-5,10-0 |
| UK Pro League | 2021/10/26 16:30 | Daniel Little v Yujiro Onuma | 6-2,6-3 |
| ITF M25 Hamburg | 2021/10/22 12:10 | Johannes Haerteis v Daniel Little | 6-4,6-4 |
| ITF M25 Hamburg | 2021/10/21 08:00 | Daniel Little v Vladyslav Orlov | 7-5,6-1 |
| ITF M25 Hamburg | 2021/10/19 09:25 | Daniel Little v Tom Gentzsch | 6-4,6-2 |
| ITF M25 Hamburg | 2021/10/17 17:15 | Daniel Little v Mateusz Terczynski | 6-4,6-0 |
| ITF M25 Falun | 2021/09/30 16:15 | Daniel Little v Khumoyun Sultanov | 4-6,2-6 |