Miloslav Grolmus defeated Markus Menzler 6-2 6-2 in the Bulgaria 1 4 semi-final on clay. The upset overturned the form book — Markus Menzler came in leading the head-to-head 1–0. Miloslav Grolmus claimed a first win over Markus Menzler in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-08 | Bulgaria 1 2 | R32 | clay | Markus Menzler | 6-2 6-1 |