Phillip King defeated Yohny Romero 6-1 7-5 in the USA F7 round of 16 on hard. The upset overturned the form book — Yohny Romero came in leading the head-to-head 1–0. Phillip King claimed a first win over Yohny Romero in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-25 | USA F16 | R64 | hard | Yohny Romero | 3-6 6-1 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.