Leonardo Azzaro defeated Eduardo Rincon 6-4 6-3 in the Italy 2 Masters 4 qualifying round 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 |
|---|---|---|---|---|---|
| 1999-05-25 | Italy F9 | R16 | clay | Leonardo Azzaro | 2-6 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.