Roberto Menendez defeated Frank Pokorny 7-5 6-7 6-1 in the Bulgaria 1 2 qualifying round on clay. The result followed the form book — Roberto Menendez came in leading the head-to-head 1–0. Roberto Menendez extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-08 | Bulgaria 1 1 | SF | clay | Roberto Menendez | 6-2 6-3 |