Huntley Montgomery defeated Andres Pedroso 6-4 1-6 7-6 in the USA F29 round of 16 on hard. The upset overturned the form book — Andres Pedroso came in leading the head-to-head 1–0, but Huntley Montgomery had been the form player, winning 4 of their last 5 on hard. Huntley Montgomery claimed a first win over Andres Pedroso in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-01-19 | USA F2 | R16 | hard | Andres Pedroso | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.