Stadium: Court 14 Round: 26 Ground: Clay
| ITF M15 Eindhoven | 2023/08/01 10:25 | Pepijn Bastiaansen v Christian Sigsgaard | 2-6,3-6 |
| ITF M15 Vejle | 2023/07/29 09:25 | Christian Sigsgaard v Elmer Moller | 2-6,3-6 |
| ITF M15 Vejle | 2023/07/28 08:00 | Christian Sigsgaard v Maxence Rivet | 6-3,6-1 |
| ITF M15 Vejle | 2023/07/27 12:50 | Georgii Kravchenko v Christian Sigsgaard | 4-6,3-6 |
| ITF M15 Vejle | 2023/07/26 09:25 | Eero Vasa v Christian Sigsgaard | 6-7,2-6 |
| ITF M25 Risskov/Aarhus | 2023/06/16 10:00 | Ergi Kirkin v Christian Sigsgaard | 6-7,6-3,6-4 |
| ITF M25 Risskov/Aarhus | 2023/06/15 10:15 | Christian Sigsgaard v Karl Friberg | 6-3,6-0 |
| ITF M25 Risskov/Aarhus | 2023/06/13 08:30 | Christian Sigsgaard v Michael Minasyan | 6-3,6-2 |
| ITF M15 Eindhoven | 2023/08/01 11:05 | Maciej Rajski v Tom Gentzsch | 4-6,6-4,3-6 |
| ITF M15 Metzingen | 2023/07/25 11:00 | Tom Gentzsch v Gian Luca Tanner | 2-6,4-6 |
| ITF M25 Kassel | 2023/07/12 11:35 | Tom Gentzsch v Aldin Setkic | 4-6,2-6 |
| ITF M25 Marburg | 2023/07/06 10:35 | Alex Rybakov v Tom Gentzsch | 6-7,6-3,6-2 |
| ITF M15 Kamen | 2023/07/01 12:40 | Hynek Barton v Tom Gentzsch | 7-6,7-5 |
| ITF M15 Kamen | 2023/06/29 08:50 | Tom Gentzsch v Marc Majdandzic | 6-3,4-6,7-6 |
| ITF M15 Kamen | 2023/06/27 09:55 | Tom Gentzsch v Illya Beloborodko | 6-3,6-4 |
| ITF M15 Saarlouis | 2023/06/22 11:10 | Tom Gentzsch v Jeffrey Von Der Schulenburg | 4-6,3-6 |