Diego Alvarez defeated Eduardo Rincon 6-1 6-1 in the Italy 3 Masters 4 round of 16 on clay. The result followed the form book — Diego Alvarez came in leading the head-to-head 1–0. Diego Alvarez extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-19 | Italy 2 Masters 1 | R32 | clay | Diego Alvarez | 6-4 5-7 6-0 |