Ernests Gulbis defeated Nicolas Kiefer 5-7 6-4 7-5 in the Madrid Masters round of 64 on clay. The upset overturned the form book — Nicolas Kiefer came in leading the head-to-head 1–0, defending last year's semi-final. Ernests Gulbis claimed a first win over Nicolas Kiefer in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-03 | Munich | R32 | clay | Nicolas Kiefer | 2-6 6-3 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.