Obrad Markovski defeated Aleksandar Tomas 4-6 6-1 10-5 in the M15 Zlatibor 1 q16 on clay. The upset overturned the form book — Aleksandar Tomas 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 Aleksandar Tomas in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-05-18 | M15 Brcko 1 | Q16 | clay | Aleksandar Tomas | 6-4 6-1 |