Rui Machado defeated Timo Nieminen 6-1 6-3 in the Portugal 1 4 qualifying round on clay. The upset overturned the form book — Timo Nieminen came in leading the head-to-head 2–0, but Rui Machado had been the form player, winning 1 of their last 4 on clay. Rui Machado claimed a first win over Timo Nieminen in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-08 | Portugal F5 | R32 | clay | Timo Nieminen | 6-1 3-6 6-2 |
| 2003-05-05 | Portugal 1 2 | F | clay | Timo Nieminen | 6-1 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.