Markus Menzler defeated Miloslav Grolmus 6-2 6-1 in the Bulgaria 1 2 round of 32 on clay. The upset overturned the form book — Miloslav Grolmus came in leading the head-to-head 1–0, but Markus Menzler had been the form player, winning 3 of their last 6 on clay. Markus Menzler claimed a first win over Miloslav Grolmus in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-08 | Bulgaria 1 4 | SF | clay | Miloslav Grolmus | 6-2 6-2 |