| Coupe Davis | 2021/06/30 16:30 | Jesse Flores v Nkrumah Patrick | 6-1,6-1 |
| 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 | Patino, Luis v Jesse Flores | 7-5,6-3 |
| ITF - M25 Santo Domingo | 2021/05/31 15:30 | Beltre, Jasel 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 | Bernard, John v Jesse Flores | 6-3,1-6,11-9 |
| ITF - M25 Pensacola | 2021/05/17 15:30 | Vance, Jack v Jesse Flores | 2-6,4-6 |
| ITF - M25 Naples | 2021/02/15 16:00 | Aleksandar Kovacevic v Jesse Flores | 6-3,7-5 |
| Coupe Davis | 2021/06/30 16:00 | Obando, Alejandro v Simons, Tariq | 6-1,6-3 |
| Coupe Davis | 2019/06/21 15:00 | Obando, Alejandro v Bicknell, Jacob | 6-1,4-6,3-6 |
| Coupe Davis | 2019/06/20 15:00 | Obando, Alejandro v Gomez, Luis | 6-7,7-6,4-6 |
| Coupe Davis | 2019/06/19 15:00 | Obando, Alejandro v Mohammed, Nabeel Majeed | 6-2,6-1 |
| Coupe Davis | 2019/06/18 15:00 | Obando, Alejandro v Turino, Osviel | 6-3,6-1 |
| Coupe Davis | 2018/06/02 15:00 | Borba, Juan v Obando, Alejandro | 2-6,6-7 |
| Coupe Davis | 2018/06/01 15:00 | Obando, Alejandro v Bird, Dimitri | 6-2,6-1 |
| Coupe Davis | 2017/06/16 16:05 | Diaz, Alex v Obando, Alejandro | 6-2,6-7,6-4 |