Rodrigo Cerdera defeated Leonardo Olguin 6-2 2-6 6-2 in the Chile 1 Masters 2 round of 32 on clay. The upset overturned the form book — Leonardo Olguin came in leading the head-to-head 2–0. Rodrigo Cerdera claimed a first win over Leonardo Olguin in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-07-27 | France F4 | R32 | clay | Leonardo Olguin | 2-6 6-3 6-1 |
| 1997-10-04 | Argentina 2 Masters 1 | R16 | clay | Leonardo Olguin | 6-0 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.