Stadium: Court 5 Round: 26 Ground: Clay
| ITF M25 Mungia-Laukariz | 2024/06/20 17:10 | Iliyan Radulov v Ryan Nijboer | 4-6,2-6 |
| ITF M25 Sabadell | 2024/09/25 10:10 | Iliyan Radulov v Samuel Brosset | 7-5,6-1 |
| ITF M25 Sabadell | 2024/09/24 08:00 | Iliyan Radulov v Samuel Brosset | 6-3,2-6,7-10 |
| ITF M25 Sabadell | 2024/09/23 10:00 | Iliyan Radulov v Luka Talan Lopatic | 6-3,6-3 |
| Davis Cup | 2024/09/15 16:28 | Iliyan Radulov v Juan Carlos Fuentes Vasquez | 6-1,6-2 |
| ITF M15 Madrid | 2024/09/07 12:15 | Michiel de Krom v Iliyan Radulov | 6-2,2-6,6-3 |
| ITF M15 Madrid | 2024/09/06 12:40 | Pablo Masjuan Ginel v Iliyan Radulov | 3-6,2-6 |
| ITF M15 Madrid | 2024/09/05 09:00 | Iliyan Radulov v Diego A B Sanchez | 6-2,6-4 |
| ITF M15 Madrid | 2024/09/04 10:35 | Iliyan Radulov v Enrique Lana Almeida | 6-0,6-3 |
| ITF M25 Sabadell | 2024/09/25 11:00 | Peter Heller v Ryan Nijboer | 5-7,2-6 |
| Challenger Seville | 2024/09/01 13:45 | Ryan Nijboer v Tiago Pereira | 5-7,6-4,6-7 |
| ITF M25 Oviedo | 2024/08/29 07:55 | Ryan Nijboer v Imanol L Morillo | 4-6,2-6 |
| ITF M25 Oviedo | 2024/08/28 08:00 | Ryan Nijboer v Carles Hernandez | 6-4,6-3 |
| ITF M25 Oviedo | 2024/08/26 13:55 | Ryan Nijboer v Iago D Alvarez | 6-3,6-4 |
| ITF M25 Santander | 2024/08/21 10:00 | Nicolas Alvarez Varona v Ryan Nijboer | 1-6,7-5,7-5 |
| ITF M25 Santander | 2024/08/20 08:00 | Louis Dussin v Ryan Nijboer | 0-6,1-6 |
| ITF M15 Gijon | 2024/08/17 10:00 | Nicolas Alvarez Varona v Ryan Nijboer | 6-2,4-6,6-2 |