Stadium: Court 3 Round: 45 Ground: Hardcourt outdoor
| Challenger Charlottesville | 2018/10/27 16:15 | Alen Avidzba v Yshai Oliel | 6-2,6-4 |
| ITF USA F28B | 2018/10/25 18:00 | Jack Findel-Hawkins v Yshai Oliel | 6-3,6-4 |
| ITF USA F28B | 2018/10/23 17:35 | Juan A H Serrano v Yshai Oliel | 0-6,2-6 |
| ITF USA F27 | 2018/10/11 17:50 | Ryan Peniston v Yshai Oliel | 6-4,5-7,6-1 |
| ITF USA F27 | 2018/10/09 15:00 | Jacob Dunbar v Yshai Oliel | 6-2,4-6,0-6 |
| ITF Spain F26 | 2018/09/07 09:00 | Yshai Oliel v Benjamin Winter Lopez | 6-1,6-7,5-7 |
| ITF Spain F26 | 2018/09/04 14:50 | Yshai Oliel v Juan P Canas Garcia | 6-3,6-0 |
| ITF Spain F25 | 2018/08/30 11:40 | Oriol Roca Batalla v Yshai Oliel | 6-0,6-3 |
| ITF M25 Weston | 2019/01/31 18:00 | Dmitry Popko v Paul Oosterbaan | 6-2,6-2 |
| ITF M25 Weston | 2019/01/30 15:00 | Paul Oosterbaan v Adrian Obert | 6-4,6-4 |
| ITF M25 Weston | 2019/01/29 14:30 | Paul Oosterbaan v Lucas Renard | 4-6,6-1,10-4 |
| ITF M25 Weston | 2019/01/28 14:30 | Paul Oosterbaan v Boris Arias | 6-2,6-4 |
| ITF M25 Palm Coast | 2019/01/25 15:00 | Paul Oosterbaan v Or Ram-Harel | 2-6,1-6 |
| ITF M25 Palm Coast | 2019/01/24 18:00 | Paul Oosterbaan v Matic Spec | 6-2,6-4 |
| ITF M25 Palm Coast | 2019/01/22 15:00 | Alejandro Gomez v Paul Oosterbaan | 4-6,1-6 |
| ITF M15 Naples | 2019/01/15 18:30 | Dmitry Popko v Paul Oosterbaan | 4-6,6-3,6-3 |