Stadium: Court 09 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Ithaca | 2021/10/06 18:35 | Roy Smith v Ryan Shane | 5-7,3-6 |
| ITF M15 - Castelo Branco | 2021/07/29 14:05 | Clement Chidekh v Roy Smith | 6-4,7-5 |
| ITF M15 - Castelo Branco | 2021/07/28 15:30 | Ben Jones v Roy Smith | 1-6,4-6 |
| ITF - M25 Idanha-A-Nova | 2021/07/22 08:00 | Gilbert S K Junior v Roy Smith | 6-3,6-2 |
| ITF - M25 Idanha-A-Nova | 2021/07/14 11:05 | Roy Smith v Tiago Cacao | 5-7,6-3,6-7 |
| ITF - M15 Champaign | 2021/06/23 21:50 | Roy Smith v Thomaz Bellucci | 6-7,3-6 |
| 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 M15 - Cancun | 2021/10/07 20:05 | Matic Spec v Jesse Flores | 7-6,5-7,6-7 |
| ITF M15 - Cancun | 2021/10/05 20:00 | Luca Moro Almeida v Jesse Flores | 0-6,0-6 |
| ITF M15 - Cancun | 2021/09/30 14:30 | Juan Sebastian Gomez v Jesse Flores | 6-4,6-3 |
| ITF M15 - Cancun | 2021/09/29 15:35 | Stefano Liokossis v Jesse Flores | 4-6,2-6 |
| ITF M15 - Cancun | 2021/09/23 14:00 | Jesse Flores v Juan A H Serrano | 4-6,4-6 |
| ITF M15 - Cancun | 2021/09/21 14:00 | Adrian Contreras v Jesse Flores | 2-6,3-6 |
| ITF M25 - Sintra | 2021/09/09 13:25 | Jesse Flores v Yuta Shimizu | 4-6,1-6 |
| ITF M25 - Sintra | 2021/09/08 12:45 | Jesse Flores v Paulo Knippling | 6-1,6-1 |