Leonardo Olguin defeated Adriano Ferreira 7-6 4-6 6-3 in the Bolivia Paraguay Masters 4 round of 16 on clay. The upset overturned the form book — Adriano Ferreira came in leading the head-to-head 1–0, but Leonardo Olguin had been the form player, winning 5 of their last 8 on clay. Leonardo Olguin claimed a first win over Adriano Ferreira in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-16 | Brazil 5 Masters 2 | SF | clay | Adriano Ferreira | 4-6 6-3 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.