James Sekulov defeated Tripp Phillips 6-4 6-2 in the USA F14 round of 16 on hard. The upset overturned the form book — Tripp Phillips came in leading the head-to-head 1–0. James Sekulov claimed a first win over Tripp Phillips in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-10-15 | USA F22 | R16 | hard | Tripp Phillips | 6-3 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.