| ITF M25 Houston | 2019/09/18 19:00 | Jonathan Gray v Andrew Watson | 2-6,3-6 |
| UK Pro League | 2021/03/05 11:15 | Mason Recci v Jonathan Gray | 7-5,6-4 |
| UK Pro League | 2021/03/04 17:00 | Jonathan Gray v Jack Findel-Hawkins | 4-6,3-6 |
| UK Pro League | 2021/03/03 12:30 | Anton Matusevich v Jonathan Gray | 6-3,6-4 |
| UK Pro League | 2021/03/02 16:15 | Jonathan Gray v Oscar Weightman | 6-3,6-2 |
| UK Pro League | 2021/03/01 10:00 | Jonathan Gray v Joshua Paris | 3-6,6-7 |
| LTA British Tour | 2020/09/06 09:00 | Arthur Fery v Jonathan Gray | 6-4,3-6,10-8 |
| LTA British Tour | 2020/09/05 12:05 | Jonathan Gray v Alexis Canter | 7-5,6-2 |
| LTA British Tour | 2020/09/05 09:00 | Daniel Little v Jonathan Gray | 6-7,3-6 |
| UK Pro League | 2021/03/05 14:00 | Billy Harris v Andrew Watson | 6-2,6-1 |
| UK Pro League | 2021/03/04 10:00 | Andrew Watson v Daniel Cox | 0-6,0-6 |
| UK Pro League | 2021/03/03 15:30 | Mark Whitehouse v Andrew Watson | 7-6,6-2 |
| UK Pro League | 2021/03/02 12:30 | Andrew Watson v Sean Hodkin | 2-6,3-6 |
| UK Pro League | 2021/03/01 14:00 | Andrew Watson v George Houghton | 1-6,2-6 |
| ITF M25 Norman | 2019/10/01 17:20 | Andrew Watson v Strong Kirchheimer | 3-6,1-6 |
| ITF M25 Harlingen | 2019/09/27 00:30 | Adrian Andreev v Andrew Watson | 6-4,6-3 |
| ITF M25 Harlingen | 2019/09/26 02:55 | Zane Khan v Andrew Watson | 4-6,1-6 |