Ivaylo Traykov defeated Todor Enev 6-3 6-4 in the Bulgaria 1 2 round of 16 on clay. The result followed the form book — Ivaylo Traykov came in leading the head-to-head 3–1. Ivaylo Traykov extended the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-21 | Bulgaria F1 | F | clay | Todor Enev | 6-2 7-5 |
| 2006-05-01 | Bulgaria 1 1 | QF | clay | Ivaylo Traykov | 6-2 6-2 |
| 2002-05-06 | Bulgaria 1 1 | SF | clay | Ivaylo Traykov | 6-2 6-2 |
| 2002-05-06 | Bulgaria 1 4 | QF | clay | Ivaylo Traykov | 6-4 6-4 |