Stadium: Court 1 Round: 25 Ground: Clay
| Challenger Barcelona | 2024/04/01 10:50 | Gabriel Debru v Sergi Perez Contri | 7-6,6-3 |
| Challenger Barcelona | 2024/03/31 08:00 | Gabriel Debru v Ian Luca Cervantes Tomas | 6-4,6-4 |
| Challenger Girona | 2024/03/24 13:00 | Gabriel Debru v Javier Barranco Cosano | 6-7,5-7 |
| Challenger Murcia | 2024/03/18 11:45 | Gastao Elias v Gabriel Debru | 6-4,7-5 |
| Challenger Murcia | 2024/03/17 15:15 | Gian Marco Moroni v Gabriel Debru | 5-7,6-7 |
| Challenger Indian Wells | 2024/01/23 20:05 | Zachary Svajda v Gabriel Debru | 6-4,6-1 |
| Challenger Indian Wells | 2024/01/16 21:35 | Stefan Kozlov v Gabriel Debru | 6-1,3-6,6-2 |
| Challenger Oeiras | 2024/01/02 11:00 | Gabriel Debru v Alastair Gray | 4-6,1-6 |
| ITF M25 Tarragona | 2024/03/27 10:30 | Nick Hardt v Iliyan Radulov | 5-7,7-5,6-3 |
| ITF M25 Tarragona | 2024/03/26 11:40 | Luka Talan Lopatic v Iliyan Radulov | 6-2,1-6,3-10 |
| ITF M25 Tarragona | 2024/03/25 13:30 | Alvaro Bueno Gil v Iliyan Radulov | 3-6,0-6 |
| ITF M25 Tarragona | 2024/03/24 13:00 | Albert Pedrico Kravtsov v Iliyan Radulov | 2-6,5-7 |
| ITF M15 Les Franqueses | 2024/03/12 13:00 | Iliyan Radulov v Giles Hussey | 2-6,4-6 |
| ITF M15 Torello | 2024/03/07 12:15 | Robin Bertrand v Iliyan Radulov | 6-1,6-4 |
| ITF M15 Torello | 2024/03/06 12:40 | Vesa Ahti v Iliyan Radulov | 3-6,4-6 |
| Challenger Tenerife | 2024/02/27 12:10 | Jozef Kovalik v Iliyan Radulov | 7-5,6-2 |