Stadium: Court 23 Round: 26 Ground: Clay
| ITF M25 Palm Coast | 2019/01/22 15:00 | Alejandro Gomez v Paul Oosterbaan | 4-6,1-6 |
| 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 |
| ITF M25 Santa Margherita | 2019/04/14 08:00 | Francesco Forti v Alejandro Gomez | 4-6,2-6 |
| ITF M25 Santa Margherita | 2019/04/09 15:00 | Kirill Kivattsev v Alejandro Gomez | 2-6,1-6 |
| ITF M25 Santa Margherita | 2019/04/02 15:15 | Alejandro Gomez v Matteo Martineau | 2-6,6-2,0-6 |
| ITF M15 Quinta Do Lago | 2019/03/21 10:00 | Finn Tearney v Alejandro Gomez | 6-2,6-3 |
| ITF M15 Quinta Do Lago | 2019/03/20 14:55 | Goncalo Falcao v Alejandro Gomez | 2-6,6-7 |
| ITF M15 Portimao | 2019/03/16 12:15 | Evan Hoyt v Alejandro Gomez | 6-7,7-5,7-5 |
| 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 Portimao | 2019/03/14 15:15 | Paul Oosterbaan v Lamine Ouahab | 6-2,7-6 |