Predrag Rusevski defeated Simeon Ivanov 6-1 6-0 in the Bulgaria 1 2 round of 16 on clay. Predrag Rusevski extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-25 | Bulgaria F4 | R16 | clay | Predrag Rusevski | 6-3 6-0 |
| 2006-05-01 | Bulgaria 1 3 | R32 | clay | Simeon Ivanov | 0-6 7-5 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.