Stadium: Court 11 Round: 14 Ground: Clay
| ITF - M15 Sharm El Sheikh | 2021/03/10 09:45 | Karl Friberg v Oscar Jose Gutierrez | 5-7,6-2,4-6 |
| Challenger - Troyes | 2023/07/02 15:10 | Matteo Martineau v Oscar Jose Gutierrez | 6-0,7-5 |
| ITF - M25 Bakio | 2023/06/28 13:25 | Oscar Jose Gutierrez v Stefanos Sakellaridis | 3-6,3-6 |
| ITF - M25 Bakio | 2023/06/27 14:30 | Oscar Jose Gutierrez v Liam Branger | 6-3,6-4 |
| ITF - M25 Mungia | 2023/06/21 14:30 | Oscar Jose Gutierrez v Kane Bonsach Ganley | 2-6,4-6 |
| ITF - M25 Mungia | 2023/06/19 12:45 | Oscar Jose Gutierrez v Pablo Riva | 6-0,6-4 |
| Challenger Lyon | 2023/06/11 10:35 | Dennis Novak v Oscar Jose Gutierrez | 6-0,3-6,6-3 |
| ITF - M25 Cordoba | 2023/06/06 16:00 | Oscar Jose Gutierrez v Valentin Royer | 6-4,3-6,2-6 |
| ITF - M25 Mataro | 2023/05/24 11:25 | Oscar Jose Gutierrez v Dali Blanch | 3-6,3-6 |
| Challenger - Karlsruhe | 2023/07/03 11:40 | Karl Friberg v Akira Santillan | 6-7,7-5,1-6 |
| Challenger - Karlsruhe | 2023/07/02 14:55 | Karl Friberg v Jakub Nicod | 7-6,6-3 |
| ITF - M15 Alkmaar | 2023/06/30 14:00 | Karl Friberg v Jeffrey Von Der Schulenburg | 6-4,6-7,3-6 |
| ITF - M15 Alkmaar | 2023/06/29 18:40 | Karl Friberg v Twan Van Zijl | 6-3,6-0 |
| ITF - M15 Alkmaar | 2023/06/28 13:05 | Karl Friberg v Roland Stuurman | 6-2,6-2 |
| 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 | Gianluca Cadenasso v Karl Friberg | 3-6,1-6 |
| ITF - M15 Vaasa | 2023/06/11 08:55 | Karl Friberg v Patrick Kaukovalta | 6-0,6-4 |