Federico Dondo defeated Gaston Gaudio 7-6 4-6 7-6 in the Chile 2 Masters 1 qualifying round on clay. The upset overturned the form book — Gaston Gaudio came in leading the head-to-head 1–0, but Federico Dondo had been the form player, winning 3 of their last 8 on clay. Federico Dondo claimed a first win over Gaston Gaudio in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-05-02 | Chile 2 Masters 4 | R32 | clay | Gaston Gaudio | 7-5 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.