Predrag Rusevski defeated Darko Madjarovski 6-1 6-0 in the Belarus F2 round of 16 on hard. The upset overturned the form book — Darko Madjarovski came in leading the head-to-head 2–1. Predrag Rusevski narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-08 | Serbia F2 | QF | clay | Predrag Rusevski | 0-6 7-6(3) 6-4 |
| 2005-09-05 | Belarus F1 | SF | clay | Darko Madjarovski | 5-7 6-4 6-2 |
| 2001-04-23 | Bulgaria 2 | R16 | clay | Darko Madjarovski | 7-6(1) 4-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.