Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF - M25 Santo Domingo | 2021/06/08 19:45 | Juan A H Serrano v Rowland Phillips | 6-1,3-6,10-8 |
| ITF - M25 Santo Domingo | 2021/06/01 13:00 | Juan A H Serrano v Sergio Luis H Ramirez | 6-4,6-3 |
| ITF - M25 Pensacola | 2021/05/20 14:25 | Juan A H Serrano v Alejandro Gonzalez | 3-6,2-6 |
| ITF - M25 Pensacola | 2021/05/18 16:05 | Juan A H Serrano v Abraham Asaba | 6-1,6-2 |
| UTR Pro Tennis Series Cancun | 2021/04/10 13:00 | Jorge Panta v Juan A H Serrano | 6-4,5-0 |
| UTR Pro Tennis Series Cancun | 2021/04/09 15:30 | Juan A H Serrano v Jose Antonio Rodriguez Rodriguez | 3-0 |
| UTR Pro Tennis Series Cancun | 2021/04/08 16:30 | Juan A H Serrano v Manuel S Montemayor | 6-1,6-4 |
| UTR Pro Tennis Series Cancun | 2021/04/07 19:00 | Nathan Oppenheim v Juan A H Serrano | 0-6,0-6 |
| ITF - M25 Santo Domingo | 2021/06/05 16:15 | Roy Smith v Aidan Mchugh | 6-3,3-6,1-6 |
| ITF - M25 Santo Domingo | 2021/06/04 14:25 | Calvin Hemery v Roy Smith | 4-6,2-6 |
| ITF - M25 Santo Domingo | 2021/06/03 16:45 | Roy Smith v Yshai Oliel | 4-6,6-2,6-3 |
| ITF - M25 Santo Domingo | 2021/06/03 13:00 | Roy Smith v Maxime Mora | 6-0,6-0 |
| ITF - M15 Monastir | 2021/05/28 08:30 | Eliakim Coulibaly v Roy Smith | 6-3,6-4 |
| ITF - M15 Monastir | 2021/05/27 13:15 | Arthur Bouquier v Roy Smith | 2-6,6-7 |
| ITF - M15 Monastir | 2021/05/26 10:15 | Jeremy Beale v Roy Smith | 4-6,4-6 |
| ITF - M15 Monastir | 2021/05/21 08:30 | Roy Smith v Thomas Fancutt | 0-6,4-6 |