Giuseppe Montenet defeated Massimo Dellacqua 3-6 6-4 6-3 in the Italy 5 Masters 4 round of 32 on clay. The upset overturned the form book — Massimo Dellacqua came in leading the head-to-head 1–0. Giuseppe Montenet claimed a first win over Massimo Dellacqua in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-06-27 | Italy 2 Masters 3 | SF | clay | Massimo Dellacqua | 7-6 4-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.