Rainer Schuettler defeated Stefan Koubek 6-2 7-5 in the Cincinnati Masters round of 64 on hard. The upset overturned the form book — Stefan Koubek came in leading the head-to-head 3–2, defending last year's round of 64. Rainer Schuettler narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-03-06 | Davis Cup WG R1: GER vs AUT | RR | hard | Stefan Koubek | 6-4 7-5 5-7 6-2 |
| 2004-02-16 | Rotterdam | R32 | hard | Rainer Schuettler | 6-3 6-2 |
| 2003-04-28 | Munich | QF | clay | Stefan Koubek | 6-3 6-4 |
| 2001-07-23 | Kitzbuhel | R16 | clay | Stefan Koubek | 2-6 7-5 7-5 |
| 1998-04-06 | Chennai | R32 | hard | Rainer Schuettler | 6-1 6-3 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About