Paula Racedo defeated Daniela Olivera 6-2 6-1 in the Montevideo 10K qualifying round on clay. The upset overturned the form book — Daniela Olivera came in leading the head-to-head 2–0, but Paula Racedo had been the form player, winning 4 of their last 6 on clay. Paula Racedo claimed a first win over Daniela Olivera in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-25 | Montevideo 10K | QF | clay | Daniela Olivera | 6-1 6-4 |
| 1999-09-27 | Montevideo 10K | QF | clay | Daniela Olivera | 6-3 6-4 |