| UK Pro League | 2021/03/21 12:00 | Cash, Julian v Gray, Jonathan | 6-1,6-2 |
| UK Pro League | 2021/03/20 10:45 | Gray, Jonathan v Hands, Tom | 6-4,6-4 |
| UK Pro League | 2021/03/19 12:30 | Gray, Jonathan v Findel-Hawkins, Jack | 3-6,5-7 |
| UK Pro League | 2021/03/18 17:00 | Mark Whitehouse v Gray, Jonathan | 6-0,7-6 |
| UK Pro League | 2021/03/17 10:00 | Gray, Jonathan v Weightman, Oscar | 6-2,6-4 |
| UK Pro League | 2021/03/16 12:30 | Gray, Jonathan v Sean Hodkin | 6-4,4-6,8-10 |
| UK Pro League | 2021/03/15 10:00 | Gray, Jonathan v Harry Wendelken | 7-6,6-3 |
| UK Pro League | 2021/03/07 18:00 | Gray, Jonathan v Sean Hodkin | 6-7,2-6 |
| ITF - M15 Sharm El Sheikh | 2021/02/15 11:30 | Luca Potenza v Maxted, Lui | 6-2,6-2 |
| ITF - M15 Sharm El Sheikh | 2021/02/14 16:00 | Maxted, Lui v Hellfritsch, Lucas | 7-5,6-3 |
| ITF - M15 Sharm El Sheikh | 2021/02/08 13:30 | Maxted, Lui v Remy Bertola | 6-3,3-6,1-10 |
| ITF - M15 Sharm El Sheikh | 2021/02/07 15:30 | Maxted, Lui v Olivares, Jose | 7-5,2-6,10-2 |
| LTA British Tour | 2020/09/05 09:00 | Maxted, Lui v Alexis Canter | 4-6,3-6 |
| LTA British Tour | 2020/09/04 10:00 | Maxted, Lui v Stoute, Isaac | 6-2,6-1 |