Leonardo Azzaro defeated Eduardo Rincon 2-6 6-4 6-3 in the Italy F9 round of 16 on clay. The result followed the form book — Leonardo Azzaro came in leading the head-to-head 1–0. Leonardo Azzaro extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-19 | Italy 2 Masters 4 | QF | clay | Leonardo Azzaro | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.