Damiano Di Ienno defeated Juan Sebastian Vivanco 4-6 6-4 6-3 in the Ecuador F5 round of 16 on clay. The result followed the form book — Damiano Di Ienno came in leading the head-to-head 1–0. Damiano Di Ienno extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-06 | Ecuador F7 | QF | clay | Damiano Di Ienno | 7-6(9) 6-1 |