Vladimir Platenik defeated Leos Friedl 6-4 6-1 in the Slovenia F1 round of 32 on clay. The upset overturned the form book — Leos Friedl came in leading the head-to-head 3–0. Vladimir Platenik claimed a first win over Leos Friedl in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-25 | Czech Republic Masters 3 | R32 | carpet | Leos Friedl | 6-7 6-3 6-3 |
| 1999-10-25 | Czech Republic Masters 4 | R16 | carpet | Leos Friedl | 6-2 7-5 |
| 1997-07-12 | Slovenia Masters 1 | R32 | clay | Leos Friedl | 6-3 6-7 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.