Stadium: Court 2 Round: 26 Ground: Hardcourt indoor
| Challenger Nottingham | 2025/01/07 13:55 | Nicolai Budkov Kjaer v Dimitar Kuzmanov | 2-6,5-7 |
| Challenger Manzanillo | 2024/11/30 02:25 | Dimitar Kuzmanov v Goncalo Oliveira | 3-6,1-6 |
| Challenger Manzanillo | 2024/11/27 20:50 | Dimitar Kuzmanov v Strong Kirchheimer | 6-2,6-1 |
| Challenger Manzanillo | 2024/11/26 19:05 | Tanguy Genier v Dimitar Kuzmanov | 3-6,2-6 |
| Challenger Puerto Vallarta | 2024/11/23 22:00 | Dimitar Kuzmanov v Liam Draxl | 4-6,4-6 |
| Challenger Puerto Vallarta | 2024/11/22 21:00 | Patrick Brady v Dimitar Kuzmanov | 1-6,2-6 |
| Challenger Puerto Vallarta | 2024/11/21 23:35 | Alfredo Perez v Dimitar Kuzmanov | 5-7,2-6 |
| Challenger Puerto Vallarta | 2024/11/19 17:00 | Felix Corwin v Dimitar Kuzmanov | 1-6,3-6 |
| Challenger Nottingham | 2025/01/06 14:00 | Henry Searle v Michael Geerts | 7-6,7-5 |
| Challenger Puerto Vallarta | 2024/11/19 17:00 | Strong Kirchheimer v Henry Searle | 6-3,3-6,6-2 |
| Challenger Champaign | 2024/11/11 23:30 | Henry Searle v Beibit Zhukayev | 3-6,6-7 |
| Challenger Knoxville | 2024/11/03 15:00 | Henry Searle v Ryan Seggerman | 7-6,4-6,2-6 |
| Challenger Charlottesville | 2024/10/29 14:00 | Henry Searle v Mark Lajal | 3-6,3-6 |
| ITF M25 Edgbaston | 2024/10/18 10:35 | Henry Searle v Anton Matusevich | 3-6,6-4,5-7 |
| ITF M25 Edgbaston | 2024/10/17 11:25 | Charles Broom v Henry Searle | 3-6,7-6,3-6 |
| ITF M25 Edgbaston | 2024/10/16 08:50 | Alexis Canter v Henry Searle | 4-6,6-3,3-6 |