Jolene Watanabe defeated Nirupama Sanjeev 6-2 6-2 in the Nashville 25K round of 16 on hard. The upset overturned the form book — Nirupama Sanjeev came in leading the head-to-head 1–0. Jolene Watanabe claimed a first win over Nirupama Sanjeev in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-07-10 | Peachtree 25K | R32 | hard | Nirupama Sanjeev | 6-3 6-2 |