| LTA British Tour | 2020/07/18 13:10 | Daniel Little v Jonathan Gray | 6-4,4-6,5-10 |
| LTA British Tour | 2020/08/22 09:00 | Jonathan Gray v Brandon Murphy | 2-6,7-5,10-4 |
| LTA British Tour | 2020/08/21 10:00 | Jonathan Gray v Alexander Jhun | 7-6,6-0 |
| UK Tennis Series | 2020/07/21 11:30 | Jonathan Gray v Alexis Canter | 3-6,2-6 |
| UK Tennis Series | 2020/07/20 11:30 | Luke Johnson v Jonathan Gray | 6-3,6-7,11-9 |
| LTA British Tour | 2020/07/19 13:40 | Arthur Fery v Jonathan Gray | 6-2,2-6,10-6 |
| LTA British Tour | 2020/07/18 17:35 | Marcus Walters v Jonathan Gray | 6-7,4-6 |
| LTA British Tour | 2020/07/18 13:10 | Daniel Little v Jonathan Gray | 6-4,4-6,5-10 |
| UK Tennis Series | 2020/07/12 13:00 | Tom Hands v Jonathan Gray | 6-4,6-4 |
| LTA British Tour | 2020/08/22 09:00 | Sean Hodkin v Daniel Little | 1-6,3-6 |
| LTA British Tour | 2020/08/21 10:00 | Felix Gill v Daniel Little | 2-6,3-6 |
| UK Tennis Series | 2020/08/08 16:00 | Daniel Little v Sean Hodkin | 5-7,2-6 |
| UK Tennis Series | 2020/08/07 10:15 | Tom Hands v Daniel Little | 7-6,4-6,9-11 |
| LTA British Tour | 2020/07/24 14:25 | Charles Broom v Daniel Little | 6-3,6-3 |
| LTA British Tour | 2020/07/23 14:45 | Toby Samuel v Daniel Little | 1-6,5-7 |
| LTA British Tour | 2020/07/18 13:10 | Daniel Little v Jonathan Gray | 6-4,4-6,5-10 |
| ITF - Sunderland M25 | 2020/02/25 10:00 | Jesper De Jong v Daniel Little | 6-7,7-5,6-3 |