| UTR Pro Tennis Series Cancun | 2021/03/30 13:00 | Joshua Sheehy v Juan Sebastian Gomez | 2-6,1-5 |
| UTR Pro Tennis Series Cancun | 2021/03/29 13:30 | Joshua Sheehy v Gage Brymer | 6-7,0-6 |
| UTR Pro Tennis Series Florida | 2021/03/14 14:30 | Harris Walker v Joshua Sheehy | 7-6,5-4 |
| UTR Pro Tennis Series Florida | 2021/03/13 14:00 | Joshua Sheehy v Giulio Perego | 6-2,5-4 |
| UTR Pro Tennis Series Florida | 2021/03/12 17:00 | Joshua Sheehy v Murphy Cassone | 6-2,6-2 |
| UTR Pro Tennis Series Florida | 2021/03/10 18:00 | Joshua Sheehy v Kiranpal Pannu | 6-4,3-6,2-6 |
| UTR Pro Tennis Series Florida | 2021/03/09 18:30 | Joshua Sheehy v Benjamin Dhoe | 4-6,5-7 |
| 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 Cancun | 2021/03/30 15:45 | Gage Brymer v Jean-Baptiste Badon | 6-1,6-0 |