Diego Hipperdinger defeated Leonardo Olguin 5-7 6-3 6-4 in the Chile F6 round of 16 on clay. The result followed the form book — Diego Hipperdinger came in leading the head-to-head 1–0. Diego Hipperdinger extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-08-31 | Argentina 2 Masters 2 | R16 | clay | Diego Hipperdinger | 6-0 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.