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 |
| ITF M25 Mataro | 2023/05/24 11:25 | Oscar Jose Gutierrez v Dali Blanch | 3-6,3-6 |
| ITF M25 Gurb | 2023/05/18 15:00 | Tomas C Abasolo v Oscar Jose Gutierrez | 6-3,5-7,6-4 |
| ITF M25 Gurb | 2023/05/17 13:35 | Oscar Jose Gutierrez v Alex M Pujolras | 6-3,6-3 |
| ITF M25 Valldoreix | 2023/05/09 11:50 | Alex M Pujolras v Oscar Jose Gutierrez | 6-4,7-6 |
| ITF M25 Sabadell | 2023/05/02 11:00 | Oscar Jose Gutierrez v Damien Wenger | 5-7,3-6 |
| Challenger Oeiras | 2023/04/16 10:50 | Oscar Jose Gutierrez v Akira Santillan | 3-6,3-6 |
| Challenger Madrid | 2023/04/09 13:00 | Oscar Jose Gutierrez v Daniel Rincon | 5-7,2-6 |
| ITF M25 Reus | 2023/04/06 09:00 | Oscar Jose Gutierrez v Miguel Damas | 2-6,7-5,1-6 |
| Challenger Troisdorf | 2023/05/29 10:45 | Jose Pereira v Karl Friberg | 6-4,4-6,6-3 |
| Challenger Troisdorf | 2023/05/28 12:45 | Kenny de Schepper v Karl Friberg | 2-6,6-1,1-6 |
| ITF M15 Kalmar | 2023/05/18 10:25 | Karl Friberg v Alexander Blockx | 4-6,4-6 |
| ITF M15 Kalmar | 2023/05/17 09:40 | Karl Friberg v Jack Karlsson Winstrand | 6-3,6-0 |
| ITF M25 Varnamo | 2023/05/10 11:00 | Karl Friberg v Andrea Gola | 4-6,3-6 |
| ITF M25 Nottingham | 2023/05/02 09:00 | Alfredo Perez v Karl Friberg | 6-3,6-2 |
| Challenger Ostrava | 2023/04/24 09:50 | Guido Andreozzi v Karl Friberg | 6-3,6-3 |
| Challenger Ostrava | 2023/04/23 12:50 | Robert Galloway v Karl Friberg | 6-7,4-6 |