Stadium: Court South 5 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Austin | 2023/11/07 15:55 | Velcz, Zsombor v Woldeab, Siem | 3-6,2-6 |
| ITF M25 Austin | 2023/11/06 16:00 | Emesz, Benedikt v Woldeab, Siem | 4-6,2-6 |
| UTR Pro San Diego | 2023/07/28 00:00 | Woldeab, Siem v Lucca Liu | 2-6,0-0 |
| UTR Pro San Diego | 2023/07/27 00:00 | Woldeab, Siem v Andrei Volgin | 6-2,6-2 |
| UTR Pro San Diego | 2023/07/26 01:30 | Woldeab, Siem v Alexey Nesterov | 6-2,7-5 |
| UTR Pro San Diego | 2023/07/24 23:30 | Woldeab, Siem v Sacchitt Sharrma | 2-6,4-6 |
| ITF M15 Lakewood | 2023/07/13 19:15 | Woldeab, Siem v Keegan Smith | 3-6,2-6 |
| ITF M15 Lakewood | 2023/07/12 23:00 | Warren Wood v Woldeab, Siem | 4-6,7-6,0-6 |
| ITF M15 Fayetteville | 2023/11/01 14:55 | Christian Sigsgaard v Pham, Derek | 6-4,4-6,2-6 |
| ITF - M15 Doha | 2023/10/09 16:45 | Alexey Zakharov v Christian Sigsgaard | 6-3,3-6,6-3 |
| ITF - M15 Doha | 2023/10/07 13:00 | Marat Sharipov v Christian Sigsgaard | 6-3,6-4 |
| ITF - M15 Doha | 2023/10/06 13:00 | Christian Sigsgaard v Bogdan Bobrov | 6-3,7-5 |
| ITF - M15 Doha | 2023/10/05 12:30 | Koray Kirci v Christian Sigsgaard | 6-7,1-6 |
| ITF - M15 Doha | 2023/10/04 13:25 | Christian Sigsgaard v Shanan AL Harrasi, Issa | 6-0,6-1 |
| ITF M25 Falun | 2023/09/26 12:00 | Giles Hussey v Christian Sigsgaard | 4-6,6-2,7-5 |
| ITF M15 Eindhoven | 2023/08/02 14:00 | Christian Sigsgaard v Tom Gentzsch | 6-2,4-6,3-6 |