Emiliano Redondi defeated Nicolas Jara Lozano 7-6 7-5 in the Bolivia F1 round of 16 on clay. The upset overturned the form book — Nicolas Jara Lozano came in leading the head-to-head 1–0. Emiliano Redondi claimed a first win over Nicolas Jara Lozano in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-14 | Argentina F12 | R16 | clay | Nicolas Jara Lozano | 6-1 6-1 |