Stadium: Court 8 Round: 54 Ground: Hardcourt outdoor
| Bucaramanga, Singles M-ITF-COL-01A | 2019/04/23 14:30 | Preston Brown v Conner Huertas Del Pino | 3-6,2-6 |
| ITF M15 Guayaquil | 2019/04/17 14:30 | Estevez Maximiliano v Preston Brown | 6-4,6-2 |
| Tel Aviv, Singles Qualifying M-ITF-ISR-01A | 2019/03/26 10:00 | Ugo Blanchet v Preston Brown | 6-4,6-4 |
| Tel Aviv, Singles Qualifying M-ITF-ISR-01A | 2019/03/26 07:30 | Wertheimer, Dor Yakob v Preston Brown | 7-5,3-6,6-10 |
| Manama, Singles M-ITF-BRN-01A | 2019/03/18 13:00 | Moundir, Adam v Preston Brown | 6-4,6-0 |
| ITF - M15 Sharm El Sheikh | 2019/03/11 08:00 | Martinez, Mirko 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 Cancun | 2019/05/10 14:00 | Jesse Flores v Ryan Peniston | 2-6,0-6 |
| ITF M15 Cancun | 2019/05/09 14:00 | March, Antonio Cayetano v Jesse Flores | 5-7,1-6 |
| ITF M15 Cancun | 2019/05/07 19:45 | Ren Nakamura v Jesse Flores | 2-6,2-6 |
| ITF South Africa F3 | 2018/12/04 08:00 | Worst, Christiaan v Jesse Flores | 6-2,6-7,6-2 |
| ITF South Africa F3 | 2018/12/03 15:10 | Claassen, Jody Alan v Jesse Flores | 3-6,5-7 |
| ITF South Africa F3 Qual | 2018/12/02 07:00 | Woodman, Mikaeel v Jesse Flores | 5-7,2-6 |
| South Africa F2, Singles | 2018/11/27 10:00 | Toby Martin v Jesse Flores | 6-4,6-1 |
| South Africa F2, Singles | 2018/11/26 10:00 | Shamma, Nicholas v Jesse Flores | 6-7,0-6 |