Stadium: Court 8 Round: 26 Ground: Clay
| ITF M15 Palmanova | 2022/03/26 09:00 | Oscar Jose Gutierrez v Miguel Damas | 6-4,6-1 |
| ITF M15 Palmanova | 2022/03/18 12:30 | Miguel Damas v Oscar Jose Gutierrez | 6-7,6-2,3-6 |
| ITF M15 Valldoreix | 2021/05/12 11:30 | Miguel Damas v Oscar Jose Gutierrez | 4-6,6-7 |
| 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 |
| Challenger Rovereto | 2023/02/19 12:05 | Alejandro Moro Canas v Oscar Jose Gutierrez | 6-4,6-0 |
| ITF M25 Vila Real de Santo Antonio | 2023/02/16 11:25 | Federico Gaio v Oscar Jose Gutierrez | 4-6,6-4,6-2 |
| ITF M25 Vila Real de Santo Antonio | 2023/02/15 15:20 | Timo Legout v Oscar Jose Gutierrez | 4-6,4-6 |
| ITF M25 Reus | 2023/04/04 12:05 | Miguel Damas v Alejandro M Kretzer | 7-6,6-3 |
| Challenger Las Franquesas del Valles | 2023/03/19 16:45 | Miguel Damas v Bogdan Bobrov | 2-6,4-6 |
| ITF M25 Palmanova | 2023/03/17 09:30 | Rudolf Molleker v Miguel Damas | 6-7,6-2,6-3 |
| ITF M25 Palmanova | 2023/03/16 10:15 | Max Alcala Gurri v Miguel Damas | 3-6,2-6 |
| ITF M25 Palmanova | 2023/03/15 11:55 | Miguel Damas v Lukas Neumayer | 6-3,7-5 |
| ITF M25 Palmanova | 2023/03/14 09:50 | Miguel Damas v Ivan Sergeyev | 6-1,6-3 |
| ITF M25 Palmanova | 2023/03/13 11:00 | Miguel Damas v Ghouse Ali Faisal | 6-0,6-1 |
| ITF M25 Torello | 2023/03/01 12:25 | Mark Whitehouse v Miguel Damas | 6-1,4-6,7-5 |