Andrej Kracman defeated Valentin Sanon 6-2 6-1 in the Slovenia F2 round of 16 on clay. The upset overturned the form book — Valentin Sanon came in leading the head-to-head 1–0, but Andrej Kracman had been the form player, winning 1 of their last 4 on clay. Andrej Kracman claimed a first win over Valentin Sanon in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | South Africa Masters 3 | R32 | hard | Valentin Sanon | 6-1 6-3 |