Lleyton Hewitt defeated Justin Gimelstob 7-6 6-4 7-5 in the Wimbledon round of 32 on grass. The result followed the form book — Lleyton Hewitt came in leading the head-to-head 2–1, defending last year's quarter-final. Lleyton Hewitt extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-09-26 | Bangkok | R16 | hard | Lleyton Hewitt | 6-4 5-7 7-6(9) |
| 1998-10-12 | Singapore | R16 | hard | Lleyton Hewitt | 6-7(6) 6-2 7-6(4) |
| 1998-07-20 | Washington | R64 | hard | Justin Gimelstob | 6-3 2-6 6-2 |
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 63). ATP, WTA & Challenger.