Pablo Bianchi defeated Enzo Artoni 6-3 6-4 in the Brazil F1 round of 16 on clay. The upset overturned the form book — Enzo Artoni came in leading the head-to-head 1–0. Pablo Bianchi claimed a first win over Enzo Artoni in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-25 | Paraguay F3 | R16 | clay | Enzo Artoni | 7-6 6-3 |