Florian Jeschonek defeated Radim Zitko 6-4 6-2 in the Germany F8 round of 32 on clay. The upset overturned the form book — Radim Zitko came in leading the head-to-head 1–0, but Florian Jeschonek had been the form player, winning 3 of their last 5 on clay. Florian Jeschonek claimed a first win over Radim Zitko in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Germany F10 | SF | carpet | Radim Zitko | 4-6 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.