| Battle of Bradenton | 2020/06/13 14:00 | Patrick Kypson v Juncheng Shang | 6-3,6-4 |
| Battle of Bradenton | 2020/06/12 15:20 | Patrick Kypson v Axel Geller | 6-4,3-6,5-10 |
| Battle of Bradenton | 2020/06/11 17:00 | Michael Mmoh v Patrick Kypson | 6-4,7-6 |
| ITF - M15 Antalya | 2020/03/08 07:00 | Patrick Kypson v Peter Heller | 6-4,6-2 |
| ITF - M15 Antalya | 2020/03/07 07:00 | Patrick Kypson v Michael Vrbensky | 6-7,6-2,7-5 |
| ITF - M15 Antalya | 2020/03/06 09:00 | Patrick Kypson v Stefano Battaglino | 6-2,6-2 |
| ITF - M15 Antalya | 2020/03/05 07:00 | Patrick Kypson v Bogdan Borza | 6-4,7-6 |
| ITF - M15 Antalya | 2020/03/04 10:00 | Ivan Nedelko v Patrick Kypson | 1-6,2-6 |
| US Pro Tennis Series East Coast | 2020/06/12 12:30 | Sam Riffice v Liam Draxl | 6-2,1-6,10-8 |
| US Pro Tennis Series East Coast | 2020/06/11 11:30 | Sam Riffice v Evan King | 6-4,3-6,10-7 |
| US Pro Tennis Series East Coast | 2020/06/10 12:30 | Alejandro Tabilo v Sam Riffice | 6-1,6-4 |
| ITF - M25 Naples | 2019/10/31 14:00 | Sam Riffice v Stefan Kozlov | 2-6,4-6 |
| ITF - M25 Naples | 2019/10/29 16:00 | Sam Riffice v Micah Braswell | 6-3,6-3 |
| ITF M25 Houston | 2019/09/19 00:20 | Alexander Lebedev v Sam Riffice | 0-6,0-6 |
| US Open | 2019/08/19 15:00 | Stefano Napolitano v Sam Riffice | 6-2,6-4 |
| Challenger Aptos | 2019/08/07 01:00 | Sam Riffice v Taro Daniel | 4-6,0-6 |