Santiago Ventura defeated Phillip Harboe 6-3 4-6 6-2 in the Vina del Mar round of 32 on clay. The upset overturned the form book — Phillip Harboe came in leading the head-to-head 1–0. Santiago Ventura claimed a first win over Phillip Harboe in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-03-17 | Portugal F6 | R32 | clay | Phillip Harboe | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.