Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Claremont | 2019/02/05 20:30 | Brooksby, Jenson v Woldeab, Siem | 7-6,3-6,6-3 |
| Los Angeles, Singles M-ITF-USA-01A | 2019/01/02 23:20 | Dmitry Popko v Woldeab, Siem | 6-4,6-1 |
| ITF USA F26 | 2018/09/26 17:00 | Woldeab, Siem v Niki, Takuto | 2-6,2-6 |
| USA F26, Singles Qualifying | 2018/09/24 17:00 | Beiler, Mason v Woldeab, Siem | 4-6,0-6 |
| USA F26, Singles Qualifying | 2018/09/23 17:00 | Gupta, Aditya v Woldeab, Siem | 1-6,3-6 |
| USA F26, Singles Qualifying | 2018/09/22 19:30 | Woldeab, Siem v Ventre, Alessandro-Damiano | 6-3,7-6 |
| ITF USA F12 | 2018/04/21 16:00 | Zukas, Matias v Woldeab, Siem | 6-2,6-3 |
| ITF USA F12 | 2018/04/20 13:00 | Davidson, Patrick v Woldeab, Siem | 0-6,1-6 |
| ITF - M25 Calabasas | 2019/03/18 17:00 | Dunbar, Jacob v Ryan Peniston | 2-6,3-6 |
| ITF - M25 Bakersfield | 2019/03/13 21:55 | Dunbar, Jacob v Watson, Andrew | 6-4,1-6,3-6 |
| ITF - M25 Bakersfield | 2019/03/12 17:00 | Dunbar, Jacob v Brandon Perez | 6-1,6-0 |
| ITF - M25 Bakersfield | 2019/03/11 17:00 | Dunbar, Jacob v Moser, Jeremy | 6-1,6-3 |
| ITF M25 Weston | 2019/01/28 14:30 | Dunbar, Jacob v Obert, Adrian | 4-6,2-6 |
| ITF USA F35 | 2018/12/04 20:55 | Dunbar, Jacob v Ryan Peniston | 7-6,1-6,3-6 |
| USA F34, Singles | 2018/11/30 17:35 | Michael Geerts v Dunbar, Jacob | 6-3,6-3 |
| USA F34, Singles | 2018/11/29 16:00 | Dunbar, Jacob v Zsiga, Mate | 6-1,6-3 |