| UTR Pro Dubai | 2023/11/25 05:00 | Gabriel Donev v Benedikt Henning | 6-7,0-6 |
| UTR Pro Dubai | 2023/11/17 07:30 | Benedikt Henning v Gabriel Donev | 6-4,7-5 |
| UTR Pro Dubai | 2024/03/12 07:11 | Benedikt Henning v Viktor Markov | 6-1,2-6,6-4 |
| UTR Pro Dubai | 2024/03/11 05:00 | Benedikt Henning v Igor Sijsling | 6-3,6-4 |
| UTR Pro Dubai | 2024/03/07 09:39 | Benedikt Henning v Andrey Chepelev | 6-3,6-4 |
| UTR Pro Dubai | 2024/03/06 05:00 | Benedikt Henning v Daniel Salazar | 6-1,6-3 |
| UTR Pro Dubai | 2024/03/05 09:00 | Benedikt Henning v Kristian Juhas | 2-6,6-7 |
| UTR Pro Dubai | 2024/03/04 05:00 | Benedikt Henning v Stefan Popovic | 6-3,6-1 |
| ITF M15 Al Zahra | 2023/11/30 07:00 | Benedikt Henning v Sidane Pontjodikromo | 2-6,2-6 |
| ITF M15 Al Zahra | 2023/11/29 12:15 | Ali Alshati v Benedikt Henning | 0-6,3-6 |
| 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 | 2024/01/17 08:25 | Ilya Snitari v Gabriel Donev | 6-7,5-7 |