Lleyton Hewitt defeated Jan Michael Gambill 6-4 7-6 in the Miami Masters quarter-final on hard. Lleyton Hewitt extended the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-03-18 | Miami Masters | R32 | hard | Lleyton Hewitt | 3-6 6-4 7-5 |
| 2002-03-11 | Indian Wells Masters | R16 | hard | Lleyton Hewitt | 6-2 6-4 |
| 2002-02-25 | San Jose | SF | hard | Lleyton Hewitt | 7-5 6-4 |
| 2001-03-19 | Miami Masters | SF | hard | Jan Michael Gambill | 7-5 6-4 |
| 2000-06-26 | Wimbledon | R128 | grass | Jan Michael Gambill | 6-3 6-2 7-5 |
| 1999-03-01 | Scottsdale | F | hard | Jan Michael Gambill | 7-6(2) 4-6 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.