| UTR Pro Tennis Series Miami | 2021/11/03 17:00 | Jerry Barton v Matthew Segura | 4-6,3-5 |
| UTR Pro Tennis Series Miami | 2021/11/02 18:30 | Bruno Vietri v Matthew Segura | 7-5,2-6,4-6 |
| ITF M15 Vero Beach | 2021/10/22 19:00 | Matthew Segura v Ezekiel Clark | 5-7,4-6 |
| ITF M15 Vero Beach | 2021/10/20 22:00 | Matthew Segura v Cooper Williams | 1-6,6-3,6-1 |
| UTR Pro Tennis Series Florida | 2021/09/19 14:00 | Matthew Segura v Roman Postolka | 1-1 |
| UTR Pro Tennis Series Florida | 2021/09/18 17:30 | Matthew Segura v Brian Berdusco | 6-3,5-2 |
| UTR Pro Tennis Series Florida | 2021/09/17 22:30 | Matthew Segura v Meecah Bigun | 6-1,6-4 |
| UTR Pro Tennis Series Florida | 2021/09/15 16:30 | Matthew Segura v Rafael Lima Wagner | 2-6,6-3,5-1 |
| UTR Pro Tennis Series Miami | 2021/11/02 20:00 | Jerry Barton v Juan David Velasquez | 1-6,7-6,6-7 |
| UTR Pro Tennis Series Miami | 2021/11/01 16:30 | Juan David Velasquez v Maximiliano Estevez | 2-6,3-6 |
| ITF M15 Naples | 2021/10/12 14:55 | Juan David Velasquez v Duarte Vale | 1-6,0-6 |
| ITF M15 Naples | 2021/10/05 14:30 | Duarte Vale v Juan David Velasquez | 6-2,6-3 |
| UTR Pro Tennis Series Florida | 2021/08/28 12:00 | Juan David Velasquez v Matthew Foster-Estwick | 1-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/08/27 13:30 | Theo Winegar v Juan David Velasquez | 3-6,6-4,6-1 |
| UTR Pro Tennis Series Florida | 2021/08/26 15:30 | Henry Lieberman v Juan David Velasquez | 6-4,6-0 |
| UTR Pro Tennis Series Florida | 2021/08/24 13:30 | Omar Maldonado v Juan David Velasquez | 6-1,3-6,3-5 |