Florian Jeschonek defeated Jakub Herm Zahlava 6-4 6-2 in the Germany 1 3 round of 32 on hard. The upset overturned the form book — Jakub Herm Zahlava came in leading the head-to-head 1–0. Florian Jeschonek claimed a first win over Jakub Herm Zahlava in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-01 | Germany F2 | R32 | clay | Jakub Herm Zahlava | 6-4 6-7(7) 7-6(2) |