Todor Enev defeated Rui Machado 6-3 6-3 in the Vietnam F1 round of 32 on hard. The upset overturned the form book — Rui Machado came in leading the head-to-head 1–0. Todor Enev claimed a first win over Rui Machado in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-01-24 | Portugal 1 Satellite 3 | F | hard | Rui Machado | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.