Stadium: Court 1 Round: 54 Ground: Hardcourt outdoor
| ATP - Delray Beach | 2020/02/15 23:10 | Preston Brown v Emilio Gomez | 2-6,0-6 |
| ITF - M25 Naples | 2020/02/09 15:00 | Preston Brown v Ignat, Dragos Constantin | 4-6,0-6 |
| Palm Coast, Singles M-ITF-USA-05A | 2020/02/03 15:00 | Preston Brown v Guy Orly Iradukunda | 4-6,3-6 |
| ITF M15 Austin | 2019/11/21 18:25 | Collin Altamirano v Preston Brown | 6-2,6-0 |
| ITF M15 Austin | 2019/11/20 15:50 | Preston Brown v Quinn Vandecasteele | 6-1,6-4 |
| ITF M15 Austin | 2019/11/19 16:00 | Preston Brown v Chavez, Nathan | 6-4,6-4 |
| ITF M15 Cancun | 2019/11/03 14:00 | Rafael Giotis v Preston Brown | 1-6,7-6,10-4 |
| Pretoria, Singles M-ITF-RSA-02A | 2019/10/02 09:10 | Manji, Raheel v Preston Brown | 7-5,6-0 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/07 07:00 | Jotovski, Tomislav v Damian, Mihaita Daniel | 6-1,6-1 |
| Brasov, Singles Qualifying M-ITF-ROU-04A | 2019/09/08 09:30 | Damian, Mihaita Daniel v Filip, Vladimir | 2-6,0-6 |
| ITF M15 Curtea de Arges | 2019/08/19 06:30 | Borza, Bogdan v Damian, Mihaita Daniel | 6-3,6-1 |
| Targu Mures, Singles M-ITF-ROU-05A | 2019/08/05 09:00 | Hersey, Jake v Damian, Mihaita Daniel | 6-2,6-3 |
| ITF M25 Bacau | 2019/05/27 08:00 | Damian, Mihaita Daniel v Filip, Vladimir | 3-6,5-7 |
| ITF - M15 Bucarest | 2019/05/21 08:35 | Codescu, Razvan Marius v Damian, Mihaita Daniel | 5-7,6-3,10-7 |
| ITF M15 Sozopol | 2019/05/06 07:00 | Damian, Mihaita Daniel v Banicevic, Igor | 6-7,1-6 |
| ITF - M25 Santa Margherita | 2019/04/08 12:00 | Damian, Mihaita Daniel v Sabanov, Ivan | 1-6,1-6 |