Leonardo Olguin defeated Patricio Rudi 7-6 5-7 7-6 in the Paraguay F2 round of 16 on clay. The upset overturned the form book — Patricio Rudi came in leading the head-to-head 2–1, but Leonardo Olguin had been the form player, winning 5 of their last 8 on clay. Leonardo Olguin narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-11-18 | Uruguay F2 | SF | clay | Patricio Rudi | 6-3 6-1 |
| 2000-05-22 | Argentina F6 | QF | clay | Patricio Rudi | 6-2 6-1 |
| 1999-10-11 | Paraguay F1 | QF | clay | Leonardo Olguin | 6-1 3-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.