Gianluca Luddi defeated Ivan Rodrigo 1-6 6-1 6-4 in the Italy F12 round of 32 on clay. The upset overturned the form book — Ivan Rodrigo came in leading the head-to-head 1–0, but Gianluca Luddi had been the form player, winning 5 of their last 7 on clay. Gianluca Luddi claimed a first win over Ivan Rodrigo in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-11-16 | Paraguay F3 | SF | clay | Ivan Rodrigo | 6-3 6-4 |