Round: 1
| 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 |
| LTA British Tour | 2020/09/04 10:00 | Onuma, Yujiro v Gray, Jonathan | 3-6,3-6 |
| LTA British Tour | 2020/08/28 19:55 | Felix Gill v Gray, Jonathan | 6-3,7-6 |
| UK Pro League | 2021/03/03 10:00 | Findel-Hawkins, Jack v Weightman, Oscar | 6-7,6-4,5-10 |
| UK Pro League | 2021/03/02 17:00 | Johnson, Luke v Findel-Hawkins, Jack | 6-4,6-7,12-10 |
| UK Pro League | 2021/03/01 12:30 | Anton Matusevich v Findel-Hawkins, Jack | 6-7,4-6 |
| ITF M15 Tallahassee | 2019/12/06 16:00 | Strong Kirchheimer v Findel-Hawkins, Jack | 6-4,6-2 |
| ITF M15 Tallahassee | 2019/12/05 15:00 | Martins Rocens v Findel-Hawkins, Jack | 3-6,1-6 |
| ITF M15 Tallahassee | 2019/12/04 16:35 | Labrador, Daniel v Findel-Hawkins, Jack | 2-6,1-6 |
| ITF M15 East Lansing | 2019/11/21 21:05 | Findel-Hawkins, Jack v Seelig, Kyle | 1-6,6-7 |
| ITF M15 East Lansing | 2019/11/20 14:55 | Findel-Hawkins, Jack v A.J Catanzariti | 6-4,6-4 |