Obrad Markovski defeated Besir Durguti 7-5 6-4 in the M15 Sofia 1 q64 on clay. The upset overturned the form book — Besir Durguti came in leading the head-to-head 1–0, but Obrad Markovski had been the form player, winning 6 of their last 10 on clay. Obrad Markovski claimed a first win over Besir Durguti in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-09-29 | M25 Skopje 1 | R32 | clay | Besir Durguti | 2-6 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.