Alessandro Piccari defeated Peter Clarke 5-7 6-4 6-4 in the Portugal 1 Satellite 4 qualifying round on hard. The upset overturned the form book — Peter Clarke came in leading the head-to-head 1–0. Alessandro Piccari claimed a first win over Peter Clarke in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-04-21 | Italy F4 | R32 | clay | Peter Clarke | 6-3 6-4 |