Sheeva Parbhu defeated Lester Cook 6-4 2-6 6-0 in the USA F5 round of 32 on hard. The upset overturned the form book — Lester Cook came in leading the head-to-head 1–0. Sheeva Parbhu claimed a first win over Lester Cook in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-29 | USA F25 | R16 | hard | Lester Cook | 6-2 6-0 |