| 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 | 2021/08/25 11:15 | Daniel Little v Sean Hodkin | 2-6,6-7 |
| UK Pro League | 2021/08/23 13:00 | Evan Hoyt v Daniel Little | 3-6,7-6,10-5 |
| ITF M25 Idanha-A-Nova | 2021/07/22 13:30 | Robin Bertrand v Daniel Little | 3-6,6-1,6-3 |
| ITF M25 Idanha-A-Nova | 2021/07/21 13:10 | Jean Thirouin v Daniel Little | 3-6,4-6 |
| ITF M25 Idanha-A-Nova | 2021/07/20 10:40 | John Echeverria v Daniel Little | 3-6,4-6 |
| ITF M25 Idanha-A-Nova | 2021/07/19 12:50 | Illia Stoliar v Daniel Little | 2-6,4-6 |
| ITF M25 Idanha-A-Nova | 2021/07/18 13:00 | Henrique Petiz v Daniel Little | 3-6,2-6 |
| ITF M25 Idanha-A-Nova | 2021/07/15 13:00 | Daniel Little v Tiago Cacao | 4-6,0-6 |
| UK Pro League | 2021/08/25 11:15 | Joshua Paris v Jack Gibbens | 6-1,7-5 |
| UK Pro League | 2021/08/24 10:00 | Billy Harris v Jack Gibbens | 6-2,6-2 |
| UK Pro League | 2021/07/18 15:43 | Jack Gibbens v Oscar Weightman | 3-6,6-4,0-0 |
| 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 |