Stadium: Indoor 20 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Villena | 2022/02/03 08:30 | Oscar Jose Gutierrez v Nikolay Nedelchev | 3-6,6-0,7-5 |
| UTR Pro Tennis Series Barcelona | 2022/01/25 08:00 | Nikolay Nedelchev v Oscar Jose Gutierrez | 6-3,6-0 |
| ITF M25 Manacor | 2023/01/17 15:00 | Antonin Bolardt v Nikolay Nedelchev | 4-6,6-7 |
| ITF M25 Manacor | 2023/01/16 14:00 | Alejandro Juan Mano v Nikolay Nedelchev | 0-6,0-6 |
| ITF M15 Manacor | 2023/01/14 13:50 | Nikolay Nedelchev v Daniel Rincon | 2-6,2-6 |
| ITF M15 Manacor | 2023/01/13 13:00 | Nikolay Nedelchev v Jakob Schnaitter | 4-6,6-2,6-4 |
| ITF M15 Manacor | 2023/01/12 11:00 | Nikolay Nedelchev v Imran Sibille | 6-3,6-7,6-3 |
| ITF M15 Manacor | 2023/01/11 11:55 | Simon Beaupain v Nikolay Nedelchev | 1-6,6-3,0-6 |
| ITF M25 Manacor | 2023/01/10 10:30 | Nikolay Nedelchev v Luis Francisco | 6-2,6-1 |
| ITF M25 Manacor | 2023/01/09 13:00 | Nikolay Nedelchev v Tim Loosen | 6-0,6-3 |
| 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 Valencia | 2022/11/20 11:50 | Javier Barranco Cosano v Oscar Jose Gutierrez | 6-2,3-6,6-0 |
| Challenger Roanne | 2022/11/06 09:00 | Mark Lajal v Oscar Jose Gutierrez | 6-4,6-0 |
| Challenger Brest | 2022/10/23 08:00 | Evgeny Donskoy v Oscar Jose Gutierrez | 7-6,6-2 |
| Challenger Hamburg | 2022/10/16 10:45 | Oscar Jose Gutierrez v Kai Wehnelt | 6-3,3-6,3-6 |
| Challenger Alicante | 2022/10/03 09:00 | Bu Yunchaokete v Oscar Jose Gutierrez | 6-4,7-6 |
| Challenger Alicante | 2022/10/02 08:00 | John Echeverria v Oscar Jose Gutierrez | 4-6,6-4,2-6 |