Max Mirnyi defeated Nicolas Kiefer 6-2 6-2 in the Hamburg Masters round of 32 on clay. The upset overturned the form book — Nicolas Kiefer came in leading the head-to-head 6–0, defending last year's round of 32. Max Mirnyi claimed a first win over Nicolas Kiefer in seven meetings, narrowing the head-to-head to 6–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-08-11 | Beijing Olympics | R64 | hard | Nicolas Kiefer | 6-3 6-1 |
| 2006-04-17 | Monte Carlo Masters | R64 | clay | Nicolas Kiefer | 6-4 4-6 7-6(2) |
| 2005-10-10 | Moscow | QF | hard | Nicolas Kiefer | 6-3 6-4 |
| 2002-10-21 | St. Petersburg | R16 | carpet | Nicolas Kiefer | 6-3 7-5 |
| 2002-08-12 | Indianapolis | R32 | hard | Nicolas Kiefer | 6-4 7-5 |
| 2002-08-05 | Cincinnati Masters | R64 | hard | Nicolas Kiefer | 6-3 7-6(6) |
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 (81 vs 122). ATP, WTA & Challenger.