| 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 | 2021/01/14 14:57 | Aditya Vashistha v Joshua Sheehy | 6-7,6-3,5-0 |
| UTR Pro Tennis Series Florida | 2021/01/12 18:00 | Daniel Milavsky v Joshua Sheehy | 3-6,3-5 |
| UTR Pro Tennis Series Florida | 2021/01/20 14:00 | David Volfson v Charles Sullivan | 7-6,4-6,4-6 |
| UTR Pro Tennis Series Florida | 2021/01/18 15:30 | Matija Pecotic v Charles Sullivan | 6-2,6-2 |
| UTR Pro Tennis Series Florida | 2021/01/16 14:00 | Charles Sullivan v Fletcher Scott | 6-4,6-7,4-6 |
| UTR Pro Tennis Series Florida | 2021/01/14 20:13 | Charles Sullivan v Gabrielius Guzauskas | 7-5,3-0 |
| UTR Pro Tennis Series Florida | 2021/01/13 16:00 | Harris Walker v Charles Sullivan | 6-4,5-4 |
| UTR Pro Tennis Series Florida | 2021/01/12 21:00 | Zachary Svajda v Charles Sullivan | 1-4 |
| UTR Pro Tennis Series Florida | 2021/01/10 18:00 | Ronan Jachuck v Charles Sullivan | 2-6,7-5,5-4 |
| ITF USA F13 Qual | 2018/06/09 15:30 | Andrew Carter v Charles Sullivan | 4-6,6-2,6-0 |