Ronaldo Carvalho defeated Leonardo Kirche 7-6 6-3 in the Brazil F1 round of 32 on hard. The upset overturned the form book — Leonardo Kirche came in leading the head-to-head 1–0. Ronaldo Carvalho claimed a first win over Leonardo Kirche in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-29 | Brazil F3 | R16 | clay | Leonardo Kirche | 7-6(1) 6-2 |