Carlo Santoro defeated Leonardo Azzaro 6-4 6-3 in the Italy 6 Masters 2 round of 16 on clay. The upset overturned the form book — Leonardo Azzaro came in leading the head-to-head 1–0. Carlo Santoro claimed a first win over Leonardo Azzaro in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-04-05 | Italy 2 Masters 4 | R32 | clay | Leonardo Azzaro | 6-2 3-6 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.