Or Dekel defeated Giancarlo Petrazzuolo 4-6 7-6 6-4 in the Italy F12 round of 16 on hard. The upset overturned the form book — Giancarlo Petrazzuolo came in leading the head-to-head 1–0. Or Dekel claimed a first win over Giancarlo Petrazzuolo in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-18 | Central Africa Masters 4 | R32 | hard | Giancarlo Petrazzuolo | 7-6 7-5 |