Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Pensacola | 2019/05/09 15:00 | Alejandro Gomez v Paul Oosterbaan | 6-2,7-6 |
| ITF M25 Palm Coast | 2019/01/22 15:00 | Alejandro Gomez v Paul Oosterbaan | 4-6,1-6 |
| ITF M25 Pensacola | 2019/05/09 15:00 | Alejandro Gomez v Paul Oosterbaan | 6-2,7-6 |
| ITF M25 Pensacola | 2019/05/08 14:00 | Grey Hamilton v Paul Oosterbaan | 6-7,1-6 |
| ITF M25 Vero Beach | 2019/05/04 16:00 | Dmitry Popko v Paul Oosterbaan | 6-2,6-1 |
| ITF M25 Vero Beach | 2019/05/02 14:00 | Andrew Watson v Paul Oosterbaan | 4-6,3-6 |
| ITF M25 Vero Beach | 2019/05/01 18:00 | Jack Findel-Hawkins v Paul Oosterbaan | 2-6,6-7 |
| ITF M15 Orange Park | 2019/04/16 14:00 | Agustin Velotti v Paul Oosterbaan | 6-4,6-7,6-3 |
| ITF M15 Sunrise | 2019/04/09 15:00 | Paul Oosterbaan v Sandro Ehrat | 6-7,7-6,5-7 |
| ITF M15 Portimao | 2019/03/15 11:35 | Tiago Cacao v Paul Oosterbaan | 6-4,6-2 |
| ITF M15 Cancun | 2019/05/22 15:35 | Alejandro Gomez v Alexander Cozbinov | 1-6,6-3,4-6 |
| ITF M15 Cancun | 2019/05/17 15:00 | Adam El Mihdawy v Alejandro Gomez | 6-4,6-4 |
| ITF M15 Cancun | 2019/05/16 15:05 | Christian Langmo v Alejandro Gomez | 6-7,2-6 |
| ITF M15 Cancun | 2019/05/15 15:45 | George Goldhoff v Alejandro Gomez | 6-2,3-6,4-6 |
| ITF M25 Pensacola | 2019/05/10 16:55 | Alejandro Gomez v Harrison Adams | 6-7,6-3,4-6 |
| ITF M25 Pensacola | 2019/05/09 15:00 | Alejandro Gomez v Paul Oosterbaan | 6-2,7-6 |
| ITF M25 Pensacola | 2019/05/08 14:00 | Alejandro Gomez v Nick Chappell | 6-1,6-3 |
| ITF M25 Santa Margherita | 2019/04/16 14:30 | Alejandro Gomez v Kirill Kivattsev | 0-6,2-6 |