Daniela Olivera defeated Germana Di Natale 5-7 6-1 7-5 in the Santa Fe De Bogota round of 32 on clay. The upset overturned the form book — Germana Di Natale came in leading the head-to-head 1–0. Daniela Olivera claimed a first win over Germana Di Natale in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-18 | Lenzerheide 25K | QF | clay | Germana Di Natale | 6-2 7-5 |