Nicolas Kiefer defeated Sebastien Grosjean 6-4 6-2 in the Miami Masters round of 16 on hard. The upset overturned the form book — Sebastien Grosjean came in leading the head-to-head 4–3, defending last year's round of 64. Nicolas Kiefer narrowed the head-to-head to 4–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-10-26 | Lyon | R32 | clay | Nicolas Kiefer | 4-6 7-6(7) 7-6(2) |
| 2006-02-10 | Davis Cup WG R1: GER vs FRA | RR | hard | Sebastien Grosjean | 7-5 7-6(7) 6-0 |
| 2006-01-16 | Australian Open | QF | hard | Nicolas Kiefer | 6-3 0-6 6-4 6-7(1) 8-6 |
| 2005-05-09 | Hamburg Masters | R32 | clay | Sebastien Grosjean | 2-6 6-3 6-4 |
| 2002-08-12 | Indianapolis | R16 | hard | Sebastien Grosjean | 7-6(4) 6-3 |
| 2000-07-10 | Gstaad | R16 | clay | Sebastien Grosjean | 6-3 6-1 |
| 1999-08-09 | Cincinnati Masters | R64 | hard | Nicolas Kiefer | 7-5 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