Juan Pablo Guzman defeated Rodrigo Pena 5-7 6-4 6-3 in the Chile F2 round of 32 on clay. The result followed the form book — Juan Pablo Guzman came in leading the head-to-head 2–0. Juan Pablo Guzman extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-14 | Argentina F10 | R16 | clay | Juan Pablo Guzman | 6-2 6-4 |
| 1998-08-31 | Peru F1 | R32 | clay | Juan Pablo Guzman | 6-1 3-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.