Stadium: Court 5 Round: 1
| ITF M15 Heraklion | 2020/02/19 15:35 | Jonathan Gray v Alexander Shevchenko | 4-6,7-6,3-6 |
| ITF M15 Heraklion | 2020/02/12 14:15 | Lodewijk Weststrate v Jonathan Gray | 7-5,6-3 |
| ITF M15 Manacor | 2020/01/14 11:00 | Abedallah Shelbayh v Jonathan Gray | 7-6,2-6,6-1 |
| ITF M15 Manacor | 2020/01/09 10:50 | Jonathan Gray v Pawel Juszczak | 3-6,4-6 |
| ITF M15 Manacor | 2020/01/08 08:55 | Jonathan Gray v Abedallah Shelbayh | 6-2,5-7,7-5 |
| ITF M25 Fort Worth | 2019/10/22 18:30 | Liam Broady v Jonathan Gray | 6-0,6-2 |
| ITF M25 Waco | 2019/10/16 18:00 | Alex Rybakov v Jonathan Gray | 6-1,7-5 |
| ITF M25 Claremont | 2019/10/09 18:40 | Connor Farren v Jonathan Gray | 3-6,6-3,6-4 |
| Challenger Potchefstroom | 2020/03/10 11:05 | Lorenzo Musetti v Simon Carr | 6-2,7-5 |
| ITF M25 Potchefstroom | 2020/03/03 09:30 | Simon Carr v Tobias Simon | 7-6,6-7,3-6 |
| ATP Dubai | 2020/02/22 07:00 | Yannick Hanfmann v Simon Carr | 7-6,6-1 |
| ITF M15 Cancun | 2020/02/06 16:50 | Felix Corwin v Simon Carr | 6-3,7-5 |
| ITF M15 Cancun | 2020/02/05 20:00 | Dusty H. Boyer v Simon Carr | 6-7,2-6 |
| ITF M15 Cancun | 2020/01/28 15:30 | Vasil Kirkov v Simon Carr | 6-4,7-5 |
| ITF M15 Cancun | 2020/01/23 19:00 | Simon Carr v Christian Langmo | 7-6,4-6,4-6 |
| ITF M15 Cancun | 2020/01/22 16:50 | Simon Carr v Nicolas Alberto Arreche | 6-4,6-4 |