Hermes Gamonal defeated Leandro Rosa 7-6 6-3 in the Chile 1 Masters 2 qualifying round on clay. The result followed the form book — Hermes Gamonal came in leading the head-to-head 2–0. Hermes Gamonal extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-25 | Paraguay F3 | R32 | clay | Hermes Gamonal | 4-2 |
| 1998-09-21 | Bolivia F1 | R16 | clay | Hermes Gamonal | 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.