Marco Monnecchi defeated Leonardo Azzaro 7-5 6-1 in the Italy 4 Masters 4 round of 32 on clay. The upset overturned the form book — Leonardo Azzaro came in leading the head-to-head 2–0. Marco Monnecchi claimed a first win over Leonardo Azzaro in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-06-27 | Italy 2 Masters 1 | R32 | clay | Leonardo Azzaro | 3-6 6-4 7-6 |
| 1998-06-16 | Italy F10 | QF | clay | Leonardo Azzaro | 6-2 4-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.