Ground: Hardcourt outdoor
| ITF M25 Tulsa | 2025/06/18 16:00 | Dylan Long v Daniel Milavsky | 4-6,3-6 |
| Challenger Tyler | 2025/06/01 22:45 | Stefan Kozlov v Daniel Milavsky | 6-3,6-7,6-3 |
| Challenger Little Rock | 2025/05/29 19:15 | Kenta Miyoshi v Daniel Milavsky | 6-2,6-4 |
| Challenger Little Rock | 2025/05/28 23:45 | Daniel Milavsky v Moerani Bouzige | 6-4,6-4 |
| Challenger Little Rock | 2025/05/25 16:20 | Daniel Milavsky v Alex Rybakov | 1-6,6-3,6-2 |
| Challenger Bogota | 2025/05/12 17:35 | Daniel Milavsky v Johan A Rodriguez Rodriguez | 4-6,4-6 |
| Challenger Bogota | 2025/05/11 19:50 | Daniel Milavsky v Nicolas Villalon | 6-3,2-6,6-3 |
| ITF M15 Montreal | 2025/03/13 14:00 | Daniel De Jonge v Daniel Milavsky | 6-3,5-3 |
| UTR Pro Calgary | 2025/06/14 21:00 | Rafael Bote v David Asenov | 6-3,3-6,6-0 |
| UTR Pro Calgary | 2025/06/13 18:00 | Jack Davison v David Asenov | 7-6,6-2 |
| UTR Pro Calgary | 2025/06/12 21:15 | Tyler Waddock v David Asenov | 7-6,7-5 |
| UTR Pro Calgary | 2025/06/11 16:00 | Andre Szilvassy v David Asenov | 6-1,6-7,6-3 |
| UTR Pro Calgary | 2025/06/09 21:10 | Davis Taylor v David Asenov | 1-6,6-4,6-0 |
| UTR Pro Lincoln | 2025/03/01 16:00 | Nicholas Herdoiza v David Asenov | 6-3,7-5 |
| UTR Pro Lincoln | 2025/02/28 18:25 | Blake Hilsen v David Asenov | 6-1,6-7,6-3 |
| UTR Pro Lincoln | 2025/02/27 22:00 | Nikolay Sysoev v David Asenov | 6-0,6-4 |