Miguel Tobon defeated Hermes Gamonal 6-1 6-4 in the Ecuador F3 qualifying round on clay. The upset overturned the form book — Hermes Gamonal came in leading the head-to-head 1–0. Miguel Tobon claimed a first win over Hermes Gamonal in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-15 | Chile F4 | R32 | clay | Hermes Gamonal | 6-4 6-7 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.