Nicolas Kiefer defeated Greg Rusedski 5-7 6-2 6-4 in the Stuttgart Masters round of 32 on carpet. The upset overturned the form book — Greg Rusedski came in leading the head-to-head 6–3. Nicolas Kiefer narrowed the head-to-head to 6–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-07-18 | Indianapolis | QF | hard | Greg Rusedski | 3-6 7-6(4) 6-4 |
| 2004-07-12 | Los Angeles | QF | hard | Nicolas Kiefer | 6-1 6-4 |
| 1999-10-11 | Vienna | F | hard | Greg Rusedski | 6-7(5) 2-6 6-3 7-5 6-4 |
| 1999-10-04 | Basel | QF | hard | Nicolas Kiefer | 2-6 7-6(4) 6-3 |
| 1999-05-16 | Dusseldorf | RR | clay | Greg Rusedski | 6-1 6-4 |
| 1999-03-15 | Miami Masters | R16 | hard | Nicolas Kiefer | 4-6 7-5 6-2 |
| 1999-02-15 | Rotterdam | R32 | hard | Greg Rusedski | 7-6(5) 4-6 6-3 |
| 1998-11-02 | Paris Masters | R32 | hard | Greg Rusedski | 6-3 6-4 |
| 1998-09-28 | Toulouse | SF | hard | Greg Rusedski | 6-4 6-1 |
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.