Stadion: Court 3 Round: 25 Ground: Clay
| ITF - M15 - Antalya | 2023/04/19 12:20 | Gabriel Donev v Simon A Ivanov | 6-7,4-6 |
| UTR Pro Tennis Series - Bukarest | 2021/12/04 11:00 | Gabriel Donev v Simon A Ivanov | 6-4,3-6,1-6 |
| UTR Pro - Dubai | 2024/03/13 05:00 | Benedikt Henning v Gabriel Donev | 6-0,6-0 |
| UTR Pro - Dubai | 2024/03/12 05:00 | Igor Sijsling v Gabriel Donev | 6-7,1-6 |
| ITF - M15 - Kish Island | 2024/03/08 07:00 | Dan Alexandru Tomescu v Gabriel Donev | 6-1,6-2 |
| ITF - M15 - Kish Island | 2024/03/07 08:00 | Gabriel Donev v Ishaque Eqbal | 6-1,6-0 |
| ITF - M15 - Kish Island | 2024/03/06 10:10 | Samuil Konov v Gabriel Donev | 6-3,3-6,0-6 |
| ITF - M15 - Kish Island | 2024/02/29 07:30 | Branko Djuric v Gabriel Donev | 2-6,6-2,7-5 |
| ITF - M15 - Kish Island | 2024/02/28 11:55 | Gabriel Donev v Rodrigo Alujas | 4-6,6-1,7-6 |
| ITF - M15 - Antalya | 2024/01/18 07:00 | Gabriel Donev v Filip Cristian Jianu | 2-6,4-6 |
| ITF - M15 - Antalya | 2024/01/24 06:30 | Simon A Ivanov v David Prasievi | 7-5,3-6,6-2 |
| ITF - M15 - Antalya | 2024/01/17 06:30 | Simon A Ivanov v Carlos Gimeno Valero | 4-6,1-6 |
| ITF - M15 - Antalya | 2024/01/11 06:30 | Niccolo Catini v Simon A Ivanov | 6-1,6-1 |
| ITF - M15 - Limassol | 2023/11/28 13:45 | Joshua Goodger v Simon A Ivanov | 6-4,6-2 |
| ITF - M25 - Pazardzhik | 2023/10/05 07:00 | Andrey Chepelev v Simon A Ivanov | 6-4,6-0 |
| ITF - M25 - Pazardzhik | 2023/09/28 07:00 | Nicholas David Ionel v Simon A Ivanov | 6-0,6-1 |
| ITF - M15 - Pirot | 2023/09/08 08:00 | Simon A Ivanov v Peter Fajta | 2-6,6-7 |
| ITF - M15 - Pirot | 2023/09/07 07:30 | Simon A Ivanov v Erik Arutiunian | 7-6,4-6,6-0 |