Huntley Montgomery defeated John Paul Fruttero 6-2 7-5 in the USA F16 round of 32 on hard. The result followed the form book — Huntley Montgomery came in leading the head-to-head 1–0. Huntley Montgomery extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-09-13 | USA F24 | SF | hard | Huntley Montgomery | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.