Stadium: Court 8 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Bucaramanga | 2019/04/23 14:30 | Preston Brown v Conner Huertas Del Pino | 3-6,2-6 |
| ITF M15 Guayaquil | 2019/04/17 14:30 | Maximiliano Estevez v Preston Brown | 6-4,6-2 |
| ITF M15 Tel Aviv | 2019/03/26 10:00 | Ugo Blanchet v Preston Brown | 6-4,6-4 |
| ITF M15 Tel Aviv | 2019/03/26 07:30 | Dor Yakob Wertheimer v Preston Brown | 7-5,3-6,6-10 |
| ITF M15 Manama | 2019/03/18 13:00 | Adam Moundir v Preston Brown | 6-4,6-0 |
| ITF M15 Sharm El Sheikh | 2019/03/11 08:00 | Mirko Martinez v Preston Brown | 6-3,6-3 |
| ITF M15 Sharm El Sheikh | 2019/03/04 08:00 | Preston Brown v Georgii Kravchenko | 3-6,1-6 |
| ATP Delray Beach | 2019/02/16 20:05 | Alexei Popyrin v Preston Brown | 6-4,6-3 |
| ITF M15 Cancún | 2019/05/10 14:00 | Jesse Flores v Ryan Peniston | 2-6,0-6 |
| ITF M15 Cancún | 2019/05/09 14:00 | Antonio Cayetano March v Jesse Flores | 5-7,1-6 |
| ITF M15 Cancún | 2019/05/07 19:45 | Ren Nakamura v Jesse Flores | 2-6,2-6 |
| ITF South Africa F3 | 2018/12/04 08:00 | Christiaan Worst v Jesse Flores | 6-2,6-7,6-2 |
| ITF South Africa F3 | 2018/12/03 15:10 | Jody Alan Claassen v Jesse Flores | 3-6,5-7 |
| ITF South Africa F3 Qual | 2018/12/02 07:00 | Mikaeel Woodman v Jesse Flores | 5-7,2-6 |
| ITF South Africa F2 | 2018/11/27 10:00 | Toby Martin v Jesse Flores | 6-4,6-1 |
| ITF South Africa F2 | 2018/11/26 10:00 | Nicholas Shamma v Jesse Flores | 6-7,0-6 |