Alvaro Raposo De Oliveira defeated Ivan Endara 6-3 4-6 6-3 in the Chile F3 round of 32 on clay. The upset overturned the form book — Ivan Endara came in leading the head-to-head 1–0. Alvaro Raposo De Oliveira claimed a first win over Ivan Endara in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-29 | Venezuela F7 | R32 | hard | Ivan Endara | 6-0 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.