Stadium: Court 6 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2021/05/31 13:00 | Alafia Ayeni v Joaquin Caballer | 3-6,6-2,10-5 |
| ITF M25 Santo Domingo | 2021/06/02 15:50 | Jorge Panta v Alafia Ayeni | 6-4,6-4 |
| ITF M25 Santo Domingo | 2021/06/01 12:55 | Alafia Ayeni v Rowland Phillips | 6-2,6-7,11-9 |
| ITF M25 Santo Domingo | 2021/05/31 13:00 | Alafia Ayeni v Joaquin Caballer | 3-6,6-2,10-5 |
| ITF M15 Kouvola | 2021/05/26 11:45 | Alafia Ayeni v Eero Vasa | 5-7,2-6 |
| ITF M15 Tbilisi | 2021/05/18 08:00 | Alafia Ayeni v Yanki Erel | 2-6,3-6 |
| ITF M15 Antalya | 2021/05/13 07:00 | Orlando Luz v Alafia Ayeni | 6-0,6-4 |
| ITF M15 Antalya | 2021/05/12 08:55 | Baran Cengiz v Alafia Ayeni | 6-3,4-6,2-6 |
| ITF M15 Antalya | 2021/05/11 07:00 | Vladimir Ivanov v Alafia Ayeni | 7-6,7-5 |
| ITF M25 Santo Domingo | 2021/06/07 14:00 | Joaquin Caballer v Emilio Andrea Segarelli | 6-1,6-3 |
| ITF M25 Santo Domingo | 2021/05/31 13:00 | Alafia Ayeni v Joaquin Caballer | 3-6,6-2,10-5 |
| ITF M15 Santo Domingo | 2020/12/08 13:30 | Joaquin Caballer v Juan Carlos Aguilar | 3-6,1-6 |
| 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 |