Katie Ruckert defeated Courtney Nagle 6-1 6-4 in the Toluca 10K round of 32 on hard. The upset overturned the form book — Courtney Nagle came in leading the head-to-head 1–0, but Katie Ruckert had been the form player, winning 3 of their last 7 on hard. Katie Ruckert claimed a first win over Courtney Nagle in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-22 | Monterrey 10K | R32 | hard | Courtney Nagle | 6-1 6-3 |