| ITF M25 Aldershot | 08/13 09:00 | 54 | Henry Jefferson v Matthew Summers | 4-6,6-7 | |
| ITF M25 Nottingham - Qual. | 04/30 08:55 | 54 | Joshua Goodger v Henry Jefferson | 6-3,6-3 | |
| ITF M25 Nottingham | 04/16 08:55 | 54 | Henry Jefferson v Alexis Canter | 7-6,1-6,4-10 | |
| ITF M15 Monastir | 04/04 08:30 | 62 | Daniil Ostapenkov v Henry Jefferson | 6-0,6-0 | |
| ITF M15 Monastir | 04/03 15:00 | 62 | Henry Jefferson v Rashed Nawaf | 6-0,7-5 |