| UTR Pro Tennis Series Florida | 2021/06/11 16:00 | Bruno Pessoa v Matthew Segura | 0-6,1-6 |
| UTR Pro Tennis Series Florida | 2021/06/10 16:00 | Huzaifa Abdul Rehman v Matthew Segura | 4-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/06/09 13:00 | Gavin Young v Matthew Segura | 1-6,5-7 |
| UTR Pro Tennis Series Florida | 2021/06/07 17:30 | Tristan McCormick v Matthew Segura | 7-6,4-6,3-6 |
| UTR Pro Tennis Series Florida | 2021/06/06 14:30 | Matthew Segura v Jake Beasley | 3-6,5-7 |
| UTR Pro Tennis Series Florida | 2021/06/05 16:30 | Matthew Segura v Thomas Brown | 6-1,6-1 |
| UTR Pro Tennis Series Florida | 2021/06/04 12:00 | Matthew Segura v Finn Bass | 3-6,6-4,1-5 |
| UTR Pro Tennis Series Florida | 2021/06/03 16:00 | Matthew Segura v Chen Dong | 2-6,6-7 |
| UTR Pro Tennis Series Florida | 2021/06/11 17:30 | Keshav Chopra v Chase Ferguson | 0-0 |
| UTR Pro Tennis Series Florida | 2021/06/10 17:30 | Chen Dong v Chase Ferguson | 6-3,5-2 |
| UTR Pro Tennis Series Florida | 2021/06/09 16:00 | Andrew Dale v Chase Ferguson | 1-6,6-7 |
| UTR Pro Tennis Series Florida | 2021/06/07 16:00 | Karl Poling v Chase Ferguson | 6-4,6-7,6-6 |
| UTR Pro Tennis Series Florida | 2021/06/05 18:00 | Chase Ferguson v Jonah Braswell | 2-6,0-5 |
| UTR Pro Tennis Series Florida | 2021/06/04 15:00 | Thomas Brown v Chase Ferguson | 2-6,7-6,6-5 |
| UTR Pro Tennis Series Florida | 2021/06/03 13:00 | Ivan Yatsuk v Chase Ferguson | 6-7,6-7 |
| UTR Pro Tennis Series Florida | 2021/06/01 17:30 | Brian Shi v Chase Ferguson | 6-1,5-4 |