Guillermo Rivera Aranguiz defeated Agustin Picco 6-2 7-6 in the Argentina F9 qualifying round on clay. Guillermo Rivera Aranguiz extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-11-02 | Chile F5 | QF | clay | Agustin Picco | 6-4 6-3 |
| 2009-10-26 | Chile F4 | QF | clay | Guillermo Rivera Aranguiz | 6-1 3-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.