| UTR Pro Tennis Series Cancun | 2021/03/30 13:00 | Charles Sullivan v Dusty H. Boyer | 5-7,5-7 |
| UTR Pro Tennis Series Cancun | 2021/03/29 16:30 | Charles Sullivan v Gabriel Evans | 6-4,5-2 |
| UTR Pro Tennis Series - Florida | 2021/03/11 22:00 | Charles Sullivan v Kiranpal Pannu | 3-6,1-6 |
| UTR Pro Tennis Series - Florida | 2021/03/10 18:00 | Charles Sullivan v Benjamin Dhoe | 6-1,6-7,1-6 |
| UTR Pro Tennis Series - Florida | 2021/03/09 18:30 | Charles Sullivan v Murphy Cassone | 6-4,6-0 |
| UTR Pro Tennis Series - Florida | 2021/03/08 18:30 | Charles Sullivan v Joshua Sheehy | 7-6,3-6,6-6 |
| UTR Pro Tennis Series - Florida | 2021/01/23 14:00 | Charles Sullivan v Giulio Perego | 4-6,2-6 |
| UTR Pro Tennis Series - Florida | 2021/01/22 16:00 | Jordi Arconada v Charles Sullivan | 4-6,2-6 |
| UTR Pro Tennis Series Cancun | 2021/03/30 17:00 | Gabriel Evans v Zachery Foster | 7-5,5-3 |