Gaston Giussani defeated Leonardo Kirche 6-2 7-6 in the Brazil F29 semi-final on clay. The upset overturned the form book — Leonardo Kirche came in leading the head-to-head 1–0. Gaston Giussani claimed a first win over Leonardo Kirche in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-11-24 | Brazil F30 | F | clay | Leonardo Kirche | 3-6 6-0 6-3 |