Stadium: Court Tsitsipas Round: 28 Ground: Hardcourt outdoor
| UK Pro League | 2021/08/23 10:00 | Pinnington Jones, Jack v Charles Broom | 2-6,6-2,10-3 |
| ITF - M15 Héraklion | 2021/11/26 12:20 | Pinnington Jones, Jack v Daniel Rincon | 6-3,2-6,6-3 |
| ITF - M15 Héraklion | 2021/11/25 07:30 | Park, Uisung v Pinnington Jones, Jack | 4-6,4-6 |
| ITF - M15 Héraklion | 2021/11/23 11:30 | Pinnington Jones, Jack v Stamoulos, Ioannis | 6-1,6-4 |
| ITF - M15 Antalya | 2021/10/29 07:00 | Pinnington Jones, Jack v Juan Pablo Paz | 3-6,0-6 |
| ITF - M15 Antalya | 2021/10/28 09:15 | Pinnington Jones, Jack v Bulitski, Aliaksandr | 2-6,6-2,7-5 |
| ITF - M15 Antalya | 2021/10/26 08:25 | Peter Heller v Pinnington Jones, Jack | 3-6,4-6 |
| ITF - M15 Antalya | 2021/10/21 07:00 | Pinnington Jones, Jack v Juan Pablo Paz | 6-7,4-6 |
| ITF - M15 Antalya | 2021/10/19 10:30 | Pinnington Jones, Jack v Umut Akkoyun | 6-4,6-3 |
| ITF - M15 Héraklion | 2021/11/26 10:00 | Charles Broom v Alastair Gray | 7-6,6-4 |
| ITF - M15 Héraklion | 2021/11/25 10:45 | Patten, Henry v Charles Broom | 6-1,4-6,6-7 |
| ITF - M15 Héraklion | 2021/11/24 10:55 | Romios, Matthew Christopher v Charles Broom | 2-6,3-6 |
| ITF - M15 Héraklion | 2021/11/22 08:00 | Charles Broom v Ammar Elamin | 6-3,6-1 |
| UK Pro League | 2021/11/13 17:00 | Ewan Moore v Charles Broom | 4-6,7-6,6-10 |
| UK Pro League | 2021/11/12 12:00 | Paris, Joshua v Charles Broom | 6-4,3-6,3-10 |
| UK Pro League | 2021/11/11 16:30 | Charles Broom v George Houghton | 6-3,6-3 |
| UK Pro League | 2021/11/10 17:30 | Charles Broom v Daniel Cox | 4-6,2-6 |