Jan Siemerink defeated Tim Henman 7-6 6-7 6-1 in the Nottingham quarter-final on grass. The upset overturned the form book — Tim Henman came in leading the head-to-head 4–0, defending last year's quarter-final. Jan Siemerink claimed a first win over Tim Henman in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-02-12 | Copenhagen | SF | carpet | Tim Henman | 6-4 7-6 |
| 1999-05-10 | Rome Masters | R32 | clay | Tim Henman | 7-5 7-5 |
| 1996-09-30 | Lyon | R16 | clay | Tim Henman | 6-7(4) 7-6(3) 7-6(5) |
| 1996-03-04 | Rotterdam | R32 | hard | Tim Henman | 7-6(6) 7-6(9) |
Averages over each player's completed matches in the selected window (199 vs 200). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About