Davide Sanguinetti defeated Jan Michael Gambill 7-6 6-3 in the Delray Beach semi-final on hard. The result followed the form book — Davide Sanguinetti came in leading the head-to-head 2–1, defending last year's round of 32. Davide Sanguinetti extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-20 | Stockholm | R32 | hard | Davide Sanguinetti | 5-4 RET |
| 1999-02-22 | London | R32 | carpet | Davide Sanguinetti | 6-4 6-4 |
| 1998-09-25 | Davis Cup WG SF: USA vs ITA | RR | hard | Jan Michael Gambill | 4-6 6-3 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 (200 vs 157). ATP, WTA & Challenger.