Jiri Novak defeated Jan Michael Gambill 6-3 6-3 in the Shanghai quarter-final on carpet. The upset overturned the form book — Jan Michael Gambill came in leading the head-to-head 4–1. Jiri Novak narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-02-14 | Memphis | R32 | hard | Jan Michael Gambill | 6-0 6-4 |
| 2003-08-25 | US Open | R64 | hard | Jiri Novak | 6-4 6-4 6-4 |
| 2002-03-11 | Indian Wells Masters | R32 | hard | Jan Michael Gambill | 6-3 6-2 |
| 2001-08-06 | Cincinnati Masters | R32 | hard | Jan Michael Gambill | 7-6(2) 6-2 |
| 1999-03-08 | Indian Wells Masters | R64 | hard | Jan Michael Gambill | 6-2 7-6(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 (128 vs 61). ATP, WTA & Challenger.