Stadium: Court 1 Round: 44 Ground: Hardcourt outdoor
| 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 Dominican Republic F1 | 2016/11/27 13:30 | Adriano Quinti v Joaquin Caballer | 6-1,6-1 |
| Davis Cup | 2019/06/22 16:15 | Jesse Flores v Jacob Bicknell | 6-3,6-3 |
| Davis Cup | 2019/06/21 15:00 | Alejandro Obando v Jacob Bicknell | 6-1,4-6,3-6 |
| Davis Cup | 2019/06/20 15:00 | Jacob Bicknell v Osviel Turino | 6-4,6-3 |
| Davis Cup | 2019/06/19 15:00 | Jacob Bicknell v Richard Mallory | 7-6,3-6,6-7 |
| Davis Cup | 2019/06/17 15:00 | Jacob Bicknell v Marcelo Rodriguez | 2-6,6-3,1-6 |
| Davis Cup | 2017/06/16 15:00 | Jacob Bicknell v Cordell Williams | 6-1,6-0 |
| Davis Cup | 2017/06/15 15:00 | Alejandro Obando v Jacob Bicknell | 5-7,6-1,6-4 |
| Davis Cup | 2017/06/13 15:00 | Sebastian Arcila v Jacob Bicknell | 7-5,6-4 |