| UK Pro League | 2021/03/05 11:15 | Recci, Mason v Gray, Jonathan | 7-5,6-4 |
| UK Pro League | 2021/03/04 17:00 | Gray, Jonathan v Findel-Hawkins, Jack | 4-6,3-6 |
| UK Pro League | 2021/03/03 12:30 | Anton Matusevich v Gray, Jonathan | 6-3,6-4 |
| UK Pro League | 2021/03/02 16:15 | Gray, Jonathan v Weightman, Oscar | 6-3,6-2 |
| UK Pro League | 2021/03/01 10:00 | Gray, Jonathan v Paris, Joshua | 3-6,6-7 |
| LTA British Tour | 2020/09/06 09:00 | Arthur Fery v Gray, Jonathan | 6-4,3-6,10-8 |
| LTA British Tour | 2020/09/05 12:05 | Gray, Jonathan v Alexis Canter | 7-5,6-2 |
| LTA British Tour | 2020/09/05 09:00 | Daniel Little v Gray, Jonathan | 6-7,3-6 |
| UK Pro League | 2021/03/06 14:00 | Sean Hodkin v Weightman, Oscar | 6-2,7-6 |
| UK Pro League | 2021/03/05 17:00 | Mark Whitehouse v Sean Hodkin | 6-3,6-1 |
| UK Pro League | 2021/03/04 11:15 | George Houghton v Sean Hodkin | 6-4,6-7,10-7 |
| UK Pro League | 2021/03/03 14:00 | Daniel Cox v Sean Hodkin | 7-5,6-2 |
| UK Pro League | 2021/03/02 12:30 | Watson, Andrew v Sean Hodkin | 2-6,3-6 |
| UK Pro League | 2021/03/01 17:00 | Billy Harris v Sean Hodkin | 6-4,6-2 |
| ITF - M15 Antalya | 2021/02/14 12:00 | Sean Hodkin v Prechtel, Sebastian | 1-6,4-6 |
| ITF - M15 Antalya | 2021/02/07 06:00 | Mora, Maxime v Sean Hodkin | 6-4,7-5 |