Stadium: Court 11 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/07/08 14:30 | Diego Bustamante v Jack Gibbens | 1-6,0-6 |
| ITF M15 Cancun | 2021/10/03 14:00 | Jack Gibbens v Alex Jones | 6-4,6-2 |
| ITF M15 Cancun | 2021/09/27 14:30 | Jack Gibbens v Osgar O'Hoisin | 3-6,7-6,7-10 |
| ITF M15 Cancun | 2021/09/26 15:00 | Jack Gibbens v Lucca Pinto | 5-7,6-3,10-2 |
| ITF M25 Sintra | 2021/09/16 09:00 | Santiago Rodriguez Taverna v Jack Gibbens | 6-2,6-2 |
| ITF M25 Sintra | 2021/09/14 17:05 | Jack Gibbens v Stepan Pecak | 6-1,3-6,11-9 |
| UK Pro League | 2021/08/28 13:15 | Jack Gibbens v David Quayle | 7-6,6-1 |
| UK Pro League | 2021/08/27 14:30 | Jack Gibbens v Ewan Moore | 3-6,7-6,11-9 |
| UK Pro League | 2021/08/26 16:00 | Daniel Little v Jack Gibbens | 6-3,6-7,12-14 |
| ITF M15 Cancun | 2021/09/26 17:00 | Diego Bustamante v Colin Markes | 1-6,0-6 |
| ITF M15 Cancun | 2021/09/19 17:00 | Miles Jones v Diego Bustamante | 6-0,6-0 |
| ITF M15 Cancun | 2020/02/16 14:00 | Diego Bustamante v Nathan Han | 3-6,0-6 |
| ITF M15 Cancun | 2020/02/09 17:00 | Diego Bustamante v Luis Humberto Lopez | 1-6,2-6 |
| ITF M15 Cancun | 2020/02/02 14:00 | Joseph W. Van Meter v Diego Bustamante | 6-1,6-1 |
| ITF M15 Cancun | 2019/08/14 17:00 | Diego Bustamante v Nicholas Reyes | 1-6,1-6 |
| ITF M15 Cancun | 2019/07/29 13:30 | Jacob Sullivan v Diego Bustamante | 6-3,6-1 |
| ITF M15 Cancun | 2019/07/22 13:30 | Diego Bustamante v Joaquin Marquez | 1-6,5-7 |