| UTR Pro Tennis Series Florida | 2021/09/08 13:30 | Preston Stearns v Matthew Segura | 6-4,7-6 |
| UTR Pro Tennis Series Florida | 2021/09/07 13:30 | Noureldin Adam v Matthew Segura | 5-7,2-5 |
| UTR Pro Tennis Series Florida | 2021/08/29 13:30 | Matthew Segura v Jorge Panta | 3-6,5-6 |
| UTR Pro Tennis Series Florida | 2021/08/27 12:00 | Matthew Segura v Daniel Mora | 5-7,6-4,7-5 |
| UTR Pro Tennis Series Florida | 2021/08/25 12:00 | Matthew Foster-Estwick v Matthew Segura | 6-7,3-5 |
| UTR Pro Tennis Series Florida | 2021/08/24 12:00 | Tommaso Carnevale-Miino v Matthew Segura | 2-6,1-5 |
| UTR Pro Tennis Series Florida | 2021/08/21 15:00 | Matthew Segura v Jorge Panta | 5-7,6-3,5-7 |
| UTR Pro Tennis Series Florida | 2021/08/20 16:00 | Chase Ferguson v Matthew Segura | 3-6,5-7 |
| 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 |
| UTR Pro Tennis Series Florida | 2021/08/21 12:00 | Chase Ferguson v Juan David Velasquez | 6-2,6-1 |
| UTR Pro Tennis Series Florida | 2021/08/20 14:00 | Antonio M-Hidalgo v Juan David Velasquez | 5-7,2-6 |
| UTR Pro Tennis Series Florida | 2021/08/19 12:00 | Duilio Vallebuona v Juan David Velasquez | 4-6,6-1,5-7 |
| UTR Pro Tennis Series Florida | 2021/08/17 13:00 | Rithvik Choudary Bollipalli v Juan David Velasquez | 1-6,6-7 |