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 Tenerife | 2023/02/09 13:05 | Stefano Travaglia v Oscar Jose Gutierrez | 6-0,6-0 |
| Challenger Tenerife | 2023/02/07 12:50 | Oscar Jose Gutierrez v Marek Gengel | 1-6,6-0,6-3 |
| Challenger Tenerife Qual | 2023/02/06 15:00 | Oscar Jose Gutierrez v Christian Harrison | 4-6,6-4,2-6 |
| Challenger Tenerife Qual | 2023/02/06 10:00 | Nicolas Alvarez Varona v Oscar Jose Gutierrez | 3-6,3-6 |
| Challenger Ottignies | 2023/01/23 09:00 | Oscar Jose Gutierrez v Henri Squire | 6-4,4-6,3-6 |
| ITF M25 Manacor | 2023/01/18 17:50 | Nikolay Nedelchev v Oscar Jose Gutierrez | 6-7,6-2,6-2 |
| ITF M15 Manacor | 2023/01/11 11:55 | Jakob Schnaitter v Oscar Jose Gutierrez | 6-7,7-5,6-3 |
| Challenger Oeiras | 2023/01/01 15:50 | Joris De Loore v Oscar Jose Gutierrez | 6-1,6-2 |
| Challenger Tenerife Qual | 2023/02/06 10:45 | Miguel Damas v Christian Harrison | 6-1,3-6,1-6 |
| Challenger Tenerife | 2023/01/30 11:55 | Miguel Damas v Shintaro Mochizuki | 5-7,3-6 |
| Challenger Tenerife | 2023/01/29 14:30 | Steven Diez v Miguel Damas | 5-7,5-7 |
| ITF M25 Manacor | 2023/01/25 17:50 | Miguel Damas v Daniel Rincon | 4-6,4-6 |
| ITF M25 Manacor | 2023/01/20 11:00 | Miguel Damas v Felix Gill | 1-6,3-6 |
| ITF M25 Manacor | 2023/01/19 13:10 | Miguel Damas v Nikolay Nedelchev | 6-1,6-7,6-2 |
| ITF M25 Manacor | 2023/01/17 19:05 | Benjamin Lock v Miguel Damas | 4-6,2-6 |
| ITF M15 Manacor | 2023/01/12 13:00 | Abedallah Shelbayh v Miguel Damas | 6-4,6-4 |