Stadium: Court 9 Round: 25 Ground: Clay
| 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 |
| 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 M25 Weston | 2019/01/29 16:35 | Adrian Obert v Preston Brown | 3-6,6-4,10-2 |
| ITF M25 Weston | 2019/01/28 14:30 | Jacob Dunbar v Adrian Obert | 4-6,2-6 |
| ITF M25 Palm Coast | 2019/01/24 20:10 | Harrison Adams v Adrian Obert | 6-2,6-1 |
| ITF M25 Palm Coast | 2019/01/23 17:05 | Adrian Obert v Nick Chappell | 6-4,4-6,6-4 |
| ITF M25 Palm Coast | 2019/01/21 19:00 | Alessandro Ceppellini v Adrian Obert | 3-6,6-4,5-10 |
| ITF M15 Naples | 2019/01/15 15:30 | Jose Olivares v Adrian Obert | 7-6,6-2 |
| ITF Czech Republic F12 | 2018/11/28 09:00 | Adrian Obert v Filip Duda | 3-6,3-6 |
| ITF Czech Republic F12 | 2018/11/27 11:40 | Adrian Obert v Dominik Nazaruk | 6-4,6-3 |