Rodrigo Monte defeated Marco Danelli 3-6 6-2 6-1 in the Italy 2 Masters 2 round of 32 on clay. The result followed the form book — Rodrigo Monte came in leading the head-to-head 1–0. Rodrigo Monte extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-09 | Italy F16 | QF | clay | Rodrigo Monte | 6-4 6-3 |