Robert Kendrick defeated Andrew Park 7-6 6-4 in the USA F9 round of 64 on hard. The upset overturned the form book — Andrew Park came in leading the head-to-head 1–0. Robert Kendrick claimed a first win over Andrew Park in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-10 | USA 2 Masters 3 | R32 | hard | Andrew Park | 7-6 3-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.