Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Klosters | 2021/06/22 08:30 | Martin Damm v Henry V-D Schulenburg | 4-6,4-6 |
| ITF M15 Skopje | 2021/06/11 10:30 | Martin Damm v Simone Roncalli | 3-6,0-6 |
| ITF M15 Skopje | 2021/06/10 10:30 | Martin Damm v Stefan Micov | 6-4,3-6,6-2 |
| ITF M15 Skopje | 2021/06/09 10:50 | Marko Tepavac v Martin Damm | 5-7,3-6 |
| ITF M15 Skopje | 2021/06/03 08:00 | Alexander Weis v Martin Damm | 6-3,6-2 |
| ITF M15 Skopje | 2021/06/02 11:45 | Tomislav Jotovski v Martin Damm | 6-7,4-6 |
| ITF M25 Most | 2021/05/26 07:55 | Alex Rybakov v Martin Damm | 6-4,6-2 |
| ITF M25 Most | 2021/05/25 07:55 | Martin Damm v Dominik Recek | 6-3,6-3 |
| ITF M15 Weston | 2021/07/03 14:00 | Cannon Kingsley v Gonzalo Villanueva | 4-6,7-6,2-6 |
| ITF M15 Weston | 2021/07/02 20:50 | Federico Agustin Gomez v Cannon Kingsley | 6-3,3-6,6-10 |
| ITF M15 Weston | 2021/07/01 20:06 | Alan Kohen v Cannon Kingsley | 3-6,1-6 |
| ITF M15 Weston | 2021/07/01 16:25 | Alan Kohen v Cannon Kingsley | 3-6,1-6 |
| UTR Pro Tennis Series Florida | 2020/12/19 18:00 | Cannon Kingsley v Cristian C. Rodriguez Sanchez | 6-2,4-6,3-5 |
| UTR Pro Tennis Series Florida | 2020/12/17 18:00 | JanMagnus Johnson v Cannon Kingsley | 5-7,4-6 |
| UTR Pro Tennis Series Florida | 2020/12/16 14:00 | Cannon Kingsley v Tyler Zink | 6-3,6-3 |
| UTR Pro Tennis Series Florida | 2020/12/15 16:15 | Cannon Kingsley v Garrett Johns | 5-7,6-4,7-6 |