Darko Madjarovski defeated Predrag Rusevski 5-7 6-4 6-2 in the Belarus F1 semi-final on clay. The upset overturned the form book — Predrag Rusevski came in leading the head-to-head 2–1. Darko Madjarovski 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 |
| 2005-09-12 | Belarus F2 | R16 | hard | Predrag Rusevski | 6-1 6-0 |
| 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.