Tim Henman defeated Radek Stepanek 7-5 6-3 in the Miami Masters round of 16 on hard. The result followed the form book — Tim Henman came in leading the head-to-head 4–2, defending last year's round of 64. Tim Henman extended the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-02-27 | Dubai | R16 | hard | Tim Henman | 7-5 2-6 7-6(3) |
| 2005-10-17 | Madrid Masters | R32 | clay | Radek Stepanek | 6-4 1-6 6-3 |
| 2005-10-10 | Vienna | R16 | hard | Radek Stepanek | 6-7(2) 7-6(3) 6-1 |
| 2004-05-03 | Rome Masters | R32 | clay | Tim Henman | 6-1 6-1 |
| 2004-01-19 | Australian Open | R64 | hard | Tim Henman | 6-2 4-6 6-3 6-0 |
| 2002-10-28 | Paris Masters | R32 | hard | Tim Henman | 6-1 7-5 |
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 (107 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About