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 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 Las Franquesas del Valles | 2023/03/20 09:00 | Daniel Cox v Oscar Jose Gutierrez | 4-6,6-0,7-6 |
| Challenger Las Franquesas del Valles | 2023/03/19 11:00 | Dmitry Kovkin v Oscar Jose Gutierrez | 0-6,1-6 |
| ITF M25 Palmanova | 2023/03/15 14:10 | Oscar Jose Gutierrez v Bruno P Navarro | 7-6,6-4 |
| ITF M25 Torello | 2023/03/02 13:10 | Edas Butvilas v Oscar Jose Gutierrez | 6-4,6-2 |
| ITF M25 Torello | 2023/03/01 12:40 | Paul Cayre v Oscar Jose Gutierrez | 6-2,4-6,4-6 |
| ITF M25 Nottingham | 2023/04/18 09:00 | Ben Jones v Karl Friberg | 3-6,0-6 |
| ITF M25 Trnava | 2023/04/02 09:00 | Jakub Mensik v Karl Friberg | 7-6,6-3 |
| ITF M25 Trnava | 2023/04/01 09:00 | Tibo Colson v Karl Friberg | 2-6,4-6 |
| ITF M25 Trnava | 2023/03/31 10:35 | Karl Friberg v Eliakim Coulibaly | 7-5,6-1 |
| ITF M25 Trnava | 2023/03/30 12:15 | Karl Friberg v Nicolas Kobelt | 6-1,6-1 |
| ITF M25 Trnava | 2023/03/28 15:25 | Karl Friberg v Lukas Palovic | 6-0,6-4 |
| Challenger Las Franquesas del Valles | 2023/03/23 09:30 | Karl Friberg v Marco Trungelliti | 3-6,1-6 |
| Challenger Las Franquesas del Valles | 2023/03/21 15:05 | Karl Friberg v Bogdan Bobrov | 6-4,5-7,6-1 |