Guillermo Carry defeated Mauricio Estivariz 7-5 4-6 7-5 in the Bolivia F1 round of 32 on clay. The result followed the form book — Guillermo Carry came in leading the head-to-head 1–0. Guillermo Carry extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-22 | Bolivia F3 | QF | clay | Guillermo Carry | 6-7(6) 6-3 6-1 |