Stadium: Court 9 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Santo Domingo | 2020/12/07 14:00 | Alejandro Mendoza v Joaquin Caballer | 4-6,3-6 |
| ITF M15 Santo Domingo | 2020/12/06 13:30 | Joaquin Caballer v Jacob Bicknell | 1-6,7-6,11-9 |
| ITF M15 Santo Domingo | 2020/11/29 13:30 | Joaquin Caballer v Charles Broom | 0-6,1-6 |
| ITF Dominican Republic F3 | 2017/12/09 15:30 | Michael-Ray Pallares-Gonzalez v Joaquin Caballer | 6-3,6-3 |
| ITF Dominican Republic F2 | 2017/12/03 15:00 | Joaquin Caballer v Lukas Greif | 2-6,1-6 |
| ITF Dominican Republic F1 | 2017/11/28 13:30 | Emmett Ward v Joaquin Caballer | 1-6,6-3,6-0 |
| Challenger Santo Domingo Qual | 2017/08/12 18:20 | Emilio Gomez v Joaquin Caballer | 6-1,6-2 |
| ITF Dominican Republic F2 | 2016/12/04 13:00 | Joaquin Caballer v Charles Force | 2-6,1-6 |
| ITF M15 Santo Domingo | 2020/12/07 14:00 | Jack Vance v Juan Carlos Aguilar | 4-6,2-6 |
| ITF M15 Santo Domingo | 2020/12/04 13:50 | Juan Carlos Aguilar v Keegan Smith | 2-6,4-6 |
| ITF M15 Santo Domingo | 2020/12/03 13:30 | Juan Carlos Aguilar v Martin Damm | 6-3,6-4 |
| ITF M15 Santo Domingo | 2020/12/02 16:10 | Federico Zeballos v Juan Carlos Aguilar | 4-6,5-7 |
| ITF M15 Santo Domingo | 2020/12/01 13:30 | Reese Stalder v Juan Carlos Aguilar | 2-6,6-3,7-10 |
| ITF M15 Santo Domingo | 2020/11/29 14:30 | Jesus Francisco Felix v Juan Carlos Aguilar | 1-6,0-6 |
| ITF M15 Cancun | 2020/01/16 14:00 | Tanner K Smith v Juan Carlos Aguilar | 3-6,6-3,6-4 |
| ITF M15 Cancun | 2020/01/14 14:00 | Juan Carlos Aguilar v Felix Corwin | 6-4,7-6 |