Bastian Gronefeld defeated Gianluca Luddi 7-5 7-5 in the Italy 3 4 qualifying round on clay. The upset overturned the form book — Gianluca Luddi came in leading the head-to-head 1–0. Bastian Gronefeld claimed a first win over Gianluca Luddi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-06-24 | Italy 4 2 | QF | clay | Gianluca Luddi | 6-3 7-6(3) |