Stadium: Court 9 Round: 54 Ground: Clay
| ITF M15 - Orange Park | 2019/04/15 14:00 | Rowland Phillips v John Bernard | 6-4,6-7,10-7 |
| ITF M15 - Sunrise | 2019/04/09 14:00 | Rowland Phillips v Alexander Knight | 1-6,6-4,9-11 |
| ITF M15 - Sunrise | 2019/04/08 15:00 | Felix Corwin v Rowland Phillips | 1-6,6-2,6-10 |
| ITF M15 - Cancun | 2019/03/11 15:30 | Nicholas Shamma v Rowland Phillips | 6-7,6-4,10-8 |
| ITF M25 - Weston | 2019/01/28 14:30 | Rowland Phillips v Naoki Nakagawa | 1-6,3-6 |
| ITF USA F35 | 2018/12/04 19:10 | Rowland Phillips v Hady Habib | 6-7,4-6 |
| ITF USA F35 | 2018/12/02 18:30 | Julian Bradley v Rowland Phillips | 7-6,6-3 |
| ITF USA F32 | 2018/11/16 23:00 | Isaiah Strode v Rowland Phillips | 6-2,6-4 |
| ITF M15 - Sunrise | 2019/04/08 15:00 | Nicolas Mejia v John Harrison Richmond | 6-0,6-1 |
| ITF Dominican Republic F3 | 2018/12/08 17:00 | John Harrison Richmond v Sebastian Eguez | 4-6,6-2,3-6 |
| ITF Dominican Republic F2 | 2018/12/01 13:00 | John Harrison Richmond v Osmel Rivera Granja | 3-6,7-5,2-6 |
| ITF Dominican Republic F1 | 2018/11/25 15:00 | John Harrison Richmond v Bernardo A P E Oliveira | 5-7,6-7 |
| ITF Portugal F22 | 2018/10/22 10:55 | Simon Carr v John Harrison Richmond | 6-3,6-2 |
| ITF Portugal F22 | 2018/10/21 10:15 | Jesus Echevarri v John Harrison Richmond | 0-6,4-6 |
| ITF Portugal F22 | 2018/10/20 11:30 | Simao Alves v John Harrison Richmond | 4-6,2-6 |
| ITF Portugal F21 | 2018/10/14 10:00 | Goncalo Falcao v John Harrison Richmond | 6-1,7-5 |