Stadium: Court 3 Round: 27 Ground: Clay
| 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 |
| ITF USA F35 | 2018/12/05 21:10 | Justin Roberts v Paul Oosterbaan | 7-6,7-6 |
| ITF USA F35 | 2018/12/03 15:00 | Paul Oosterbaan v Alex Knaff | 7-6,6-4 |
| ITF USA F33 | 2018/11/21 17:50 | Paul Oosterbaan v Pavel Krainik | 4-6,3-6 |
| ITF USA F33 | 2018/11/20 17:40 | Diego Hidalgo v Paul Oosterbaan | 6-7,7-5,3-6 |
| ITF USA F31 | 2018/11/14 15:00 | Ferran Calvo Eman v Paul Oosterbaan | 6-1,5-7,6-3 |
| ITF M25 Palm Coast | 2019/01/24 20:00 | Or Ram-Harel v Jared Hiltzik | 6-3,6-3 |
| ITF M25 Palm Coast | 2019/01/22 16:35 | Or Ram-Harel v Dragos Constantin Ignat | 4-6,7-5,7-6 |
| ITF M15 Naples | 2019/01/15 15:30 | Or Ram-Harel v Pietro Rondoni | 5-7,4-6 |
| ITF Thailand F9 | 2018/11/13 06:30 | Or Ram-Harel v Adam El Mihdawy | 6-7,0-6 |
| ITF Thailand F8 | 2018/11/08 05:05 | Or Ram-Harel v Sanjar Fayziev | 6-7,2-6 |
| ITF Thailand F8 | 2018/11/07 05:10 | Yu Hsiou Hsu v Or Ram-Harel | 7-5,3-6,0-6 |
| ITF Thailand F8 | 2018/11/05 08:25 | Pol Wattanakul v Or Ram-Harel | 1-6,2-6 |
| ITF Thailand F7 | 2018/10/30 05:10 | Or Ram-Harel v Pruchya Isarow | 4-6,2-6 |