Jurgen Zopp defeated Jiri Skoloudik 3-6 7-5 6-1 in the Czech Republic F1 round of 16 on clay. The upset overturned the form book — Jiri Skoloudik came in leading the head-to-head 2–0, but Jurgen Zopp had been the form player, winning 3 of their last 8 on clay. Jurgen Zopp claimed a first win over Jiri Skoloudik in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-02 | Poland F4 | R16 | clay | Jiri Skoloudik | 6-3 7-6(3) |
| 2008-05-26 | Poland F3 | R16 | clay | Jiri Skoloudik | 3-6 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.