Stefano Pescosolido defeated Tim Henman 6-3 6-2 in the New Haven round of 64 on hard. The upset overturned the form book — Tim Henman came in leading the head-to-head 2–0. Stefano Pescosolido claimed a first win over Tim Henman in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-06 | Vienna | R32 | hard | Tim Henman | 6-2 6-3 |
| 1998-09-14 | Tashkent | QF | hard | Tim Henman | 6-4 6-4 |
Averages over each player's completed matches in the selected window (22 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