Jan Michael Gambill defeated Thomas Enqvist 7-6 3-6 6-3 6-4 in the Wimbledon round of 16 on grass. The result followed the form book — Jan Michael Gambill came in leading the head-to-head 3–2, defending last year's round of 64. Jan Michael Gambill extended the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-07-21 | Indianapolis | R32 | hard | Jan Michael Gambill | 6-2 6-2 |
| 2003-06-09 | Queen's Club | R64 | grass | Jan Michael Gambill | 7-6(5) 7-6(5) |
| 2001-03-19 | Miami Masters | R32 | hard | Jan Michael Gambill | 7-5 6-7(7) 6-1 |
| 2000-10-23 | Basel | R32 | hard | Thomas Enqvist | 7-6(14) 7-6(5) |
| 1999-01-18 | Australian Open | R128 | hard | Thomas Enqvist | 6-3 7-6(5) 6-4 |
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.