| UTR Pro Tennis Series Florida | 2021/01/12 18:00 | Daniel Milavsky v Joshua Sheehy | 3-6,3-5 |
| UTR Pro Tennis Series Florida | 2021/01/23 15:30 | Joshua Sheehy v Tommaso Carnevale-Miino | 7-5,5-3 |
| UTR Pro Tennis Series Florida | 2021/01/21 14:00 | Joshua Sheehy v Charles Sullivan | 3-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/01/20 16:00 | Joshua Sheehy v Jordi Arconada | 4-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/01/19 15:30 | Joshua Sheehy v Matija Pecotic | 1-6,4-6 |
| UTR Pro Tennis Series Florida | 2021/01/18 14:00 | Joshua Sheehy v David Volfson | 6-3,5-2 |
| UTR Pro Tennis Series Florida | 2021/01/17 14:00 | Joshua Sheehy v Mesa Mei | 6-2,4-6,5-7 |
| UTR Pro Tennis Series Florida | 2021/01/16 18:00 | Nick Chappell v Joshua Sheehy | 3-6,0-0 |
| UTR Pro Tennis Series Florida | 2021/01/15 14:00 | Joshua Sheehy v Ronan Jachuck | 6-2,6-4 |
| UTR Pro Tennis Series Florida | 2021/01/23 18:30 | Fletcher Scott v Daniel Milavsky | 1-6,1-6 |
| UTR Pro Tennis Series Florida | 2021/01/21 15:30 | Aditya Vashistha v Daniel Milavsky | 6-2,5-3 |
| UTR Pro Tennis Series Florida | 2021/01/19 14:00 | Nick Chappell v Daniel Milavsky | 6-2,6-5 |
| UTR Pro Tennis Series Florida | 2021/01/18 18:30 | Daniel Milavsky v Cristian C. Rodriguez Sanchez | 7-5,6-7,0-6 |
| UTR Pro Tennis Series Florida | 2021/01/13 16:00 | Daniel Milavsky v Tommaso Carnevale-Miino | 3-6,6-3,5-7 |
| UTR Pro Tennis Series Florida | 2021/01/12 18:00 | Daniel Milavsky v Joshua Sheehy | 3-6,3-5 |
| UTR Pro Tennis Series Florida | 2021/01/11 14:00 | Aditya Vashistha v Daniel Milavsky | 3-6,5-7 |