Cristhian Ignacio Benedetti defeated Alvaro Raposo De Oliveira 6-3 7-6 in the Bolivia F1 qualifying round on clay. The result followed the form book — Cristhian Ignacio Benedetti came in leading the head-to-head 1–0. Cristhian Ignacio Benedetti extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-27 | Argentina F14 | R16 | clay | Cristhian Ignacio Benedetti | 6-1 6-0 |