Lleyton Hewitt defeated Simone Bolelli 6-2 6-2 6-1 in the Wimbledon round of 64 on grass. The result followed the form book — Lleyton Hewitt came in leading the head-to-head 1–0, defending last year's quarter-final. Lleyton Hewitt extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-23 | Wimbledon | R32 | grass | Lleyton Hewitt | 6-1 6-3 7-6(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 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About