| LTA British Tour | 2020/08/28 18:50 | Jack Gibbens v Daniel Little | 4-6,3-6 |
| ITF M15 Quinta Do Lago | 2020/11/03 09:30 | Raphael Baltensperger v Daniel Little | 7-6,6-2 |
| ITF M15 Quinta Do Lago | 2020/11/02 10:00 | Charles Minc v Daniel Little | 1-6,6-7 |
| ITF M15 Quinta Do Lago | 2020/11/01 14:00 | Joao Ferreira v Daniel Little | 2-6,0-6 |
| LTA British Tour | 2020/10/10 13:45 | Anton Matusevich v Daniel Little | 6-2,6-2 |
| LTA British Tour | 2020/10/10 10:50 | Jake Hersey v Daniel Little | 6-7,1-6 |
| LTA British Tour | 2020/10/09 12:30 | Mason Recci v Daniel Little | 7-6,6-7,6-10 |
| LTA British Tour | 2020/10/02 12:35 | Anton Matusevich v Daniel Little | 7-6,7-6 |
| LTA British Tour | 2020/09/05 09:00 | Daniel Little v Jonathan Gray | 6-7,3-6 |
| ITF M15 Sharm El Sheikh | 2021/02/15 07:30 | Manish Sureshkumar v Jack Gibbens | 3-6,6-1,10-5 |
| ITF M15 Sharm El Sheikh | 2021/02/14 13:00 | Michael Bassem Sobhy v Jack Gibbens | 3-6,5-7 |
| ITF M15 Sharm El Sheikh | 2021/02/07 06:30 | Pawel Juszczak v Jack Gibbens | 6-4,7-5 |
| ITF M15 Sharm El Sheikh | 2021/02/02 09:25 | Marko Miladinovic v Jack Gibbens | 6-3,6-0 |
| ITF M15 Sharm El Sheikh | 2021/02/01 08:00 | Jack Gibbens v Marco Miceli | 6-7,7-5,10-8 |
| ITF M15 Monastir | 2020/12/14 09:30 | Osgar O'Hoisin v Jack Gibbens | 6-4,6-3 |
| ITF M15 Monastir | 2020/12/13 12:30 | Lewie Lane v Jack Gibbens | 6-4,2-6,9-11 |
| ITF M15 Monastir | 2020/12/07 08:00 | Jack Gibbens v Petros Tsitsipas | 6-7,3-6 |