Catalina Castano defeated Jolene Watanabe 6-2 4-6 6-3 in the Nashville 25K semi-final on hard. The upset overturned the form book — Jolene Watanabe came in leading the head-to-head 1–0, but Catalina Castano had been the form player, winning 1 of their last 4 on hard. Catalina Castano claimed a first win over Jolene Watanabe in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-18 | Kirkland 75K | R32 | hard | Jolene Watanabe | 5-7 7-6(8) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.