Tripp Phillips defeated Huntley Montgomery 6-2 7-6 in the USA 3 round of 32 on hard. The result followed the form book — Tripp Phillips came in leading the head-to-head 1–0. Tripp Phillips extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-09-10 | USA 1 | R16 | hard | Tripp Phillips | 7-6(2) 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.