Cristhian Ignacio Benedetti defeated Juan Sebastian Vivanco 7-5 6-2 in the Argentina F10 round of 32 on clay. Cristhian Ignacio Benedetti extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Ecuador F4 | QF | clay | Cristhian Ignacio Benedetti | 6-3 6-2 |
| 2007-10-22 | Chile F2 | R32 | clay | Juan Sebastian Vivanco | 4-6 6-4 6-3 |