Ground: Hardcourt indoor
| ITF M25 Santo Domingo | 2021/06/09 13:00 | Calvin Hemery v Jesse Flores | 7-6,7-6 |
| ITF M25 Santo Domingo | 2021/06/01 12:50 | Luis Patino v Jesse Flores | 7-5,6-3 |
| ITF M25 Santo Domingo | 2021/05/31 15:30 | Jasel Beltre v Jesse Flores | 3-6,1-6 |
| ITF M25 Santo Domingo | 2021/05/30 15:30 | Mateo Barreiros Reyes v Jesse Flores | 2-6,4-6 |
| ITF M25 Pensacola | 2021/05/18 16:10 | John Bernard v Jesse Flores | 6-3,1-6,11-9 |
| ITF M25 Pensacola | 2021/05/17 15:30 | Jack Vance v Jesse Flores | 2-6,4-6 |
| ITF M25 Naples | 2021/02/15 16:00 | Aleksandar Kovacevic v Jesse Flores | 6-3,7-5 |
| ITF M15 Santo Domingo | 2020/12/11 15:20 | Jesse Flores v Oliver Crawford | 1-6,5-7 |