| UTR Pro Tennis Series Cancun | 2021/03/29 16:30 | Sullivan, Charles v Gabriel Evans | 6-4,5-2 |
| UTR Pro Tennis Series Florida | 2021/03/11 22:00 | Sullivan, Charles v Kiranpal Pannu | 3-6,1-6 |
| UTR Pro Tennis Series Florida | 2021/03/10 18:00 | Sullivan, Charles v Dhoe, Benjamin | 6-1,6-7,1-6 |
| UTR Pro Tennis Series Florida | 2021/03/09 18:30 | Sullivan, Charles v Murphy Cassone | 6-4,6-0 |
| UTR Pro Tennis Series Florida | 2021/03/08 18:30 | Sullivan, Charles v Joshua Sheehy | 7-6,3-6,6-6 |
| UTR Pro Tennis Series Florida | 2021/01/23 14:00 | Sullivan, Charles v Perego, Giulio | 4-6,2-6 |
| UTR Pro Tennis Series Florida | 2021/01/22 16:00 | Arconada, Jordi v Sullivan, Charles | 4-6,2-6 |
| UTR Pro Tennis Series Florida | 2021/01/21 14:00 | Joshua Sheehy v Sullivan, Charles | 3-6,4-5 |
| UTR Pro Tennis Series Cancun | 2021/03/29 16:30 | Boyer, Dusty H v Hernandez Serrano, Juan Alejandro | 7-6,3-6,3-5 |
| UTR Pro Tennis Series California | 2021/02/27 20:30 | Joshua Sheehy v Boyer, Dusty H | 7-6,0-0 |
| UTR Pro Tennis Series California | 2021/02/26 18:00 | Miles Jones v Boyer, Dusty H | 6-4,1-6,4-5 |
| UTR Pro Tennis Series California | 2021/02/25 22:00 | Isaiah Strode v Boyer, Dusty H | 6-3,6-4 |
| UTR Pro Tennis Series California | 2021/02/23 18:00 | Hadigian, Eric v Boyer, Dusty H | 3-6,4-6 |
| UTR Pro Tennis Series California | 2021/02/22 22:00 | Boyer, Dusty H v Ryan Seggerman | 6-7,3-6 |
| UTR Pro Tennis Series California | 2021/02/17 22:00 | Hovhannisyan, Mousheg v Boyer, Dusty H | 6-4,6-2 |
| UTR Pro Tennis Series California | 2021/02/15 17:30 | Barrientos, Nicolas v Boyer, Dusty H | 6-3,5-2 |