| UTR Pro Tennis Series Florida | 2021/09/13 12:00 | Nikolay Sysoev v Omar Maldonado | 7-6,6-4 |
| UTR Pro Tennis Series Florida | 2021/08/28 13:30 | Omar Maldonado v Mateo Barreiros Reyes | 3-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/08/25 13:00 | Omar Maldonado v Henry Lieberman | 6-3,4-6,4-6 |
| UTR Pro Tennis Series Florida | 2021/08/24 13:30 | Omar Maldonado v Juan David Velasquez | 6-1,3-6,3-5 |
| UTR Pro Tennis Series Florida | 2021/08/23 15:00 | Omar Maldonado v Theo Winegar | 6-4,5-3 |
| UTR Pro Tennis Series Florida | 2021/01/15 17:00 | Matt Kuhar v Omar Maldonado | 6-0,6-3 |
| UTR Pro Tennis Series Florida | 2021/01/13 14:00 | Nico Mostardi v Omar Maldonado | 4-6,4-6 |
| UTR Pro Tennis Series Florida | 2021/01/12 20:00 | Noah Rubin v Omar Maldonado | 6-1,5-2 |
| UTR Pro Tennis Series Florida | 2021/09/12 12:00 | Rowland Phillips v Roman Postolka | 7-6,6-1 |
| UTR Pro Tennis Series Florida | 2021/09/11 16:30 | Roman Postolka v Michal Lusovsky | 6-2,7-5 |
| UTR Pro Tennis Series Florida | 2021/09/10 18:30 | Jacob Perkins v Roman Postolka | 3-6,1-6 |
| UTR Pro Tennis Series Florida | 2021/09/09 14:30 | Kiranpal Pannu v Roman Postolka | 6-1,6-3 |
| UTR Pro Tennis Series Florida | 2021/09/07 15:00 | Parth Aggarwal v Roman Postolka | 1-6,1-6 |
| UTR Pro Tennis Series Florida | 2021/09/06 18:30 | Roman Postolka v Dusty Boyer | 6-4,4-6,6-6 |
| ITF M25 Prostejov | 2021/08/15 10:00 | Dominique Graf v Roman Postolka | 6-3,5-7,10-7 |
| ITF M25 Grodzisk Mazowiecki | 2021/08/02 15:15 | Philip Bachmaier v Roman Postolka | 6-2,6-3 |