Kresimir Ritz defeated Miha Gregorc 5-7 6-3 6-2 in the Slovenia F2 round of 32 on clay. The upset overturned the form book — Miha Gregorc came in leading the head-to-head 1–0. Kresimir Ritz claimed a first win over Miha Gregorc in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-04-03 | Croatia 2 Masters 4 | R32 | clay | Miha Gregorc | 7-5 6-1 |