Philipp Kohlschreiber defeated Andy Roddick 6-4 3-6 7-6 6-7 8-6 in the Australian Open round of 32 on hard. The upset overturned the form book — Andy Roddick came in leading the head-to-head 4–1, defending last year's semi-final. Philipp Kohlschreiber narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-08-14 | Cincinnati Masters | R64 | hard | Philipp Kohlschreiber | 6-7(5) 7-5 6-1 |
| 2010-10-10 | Shanghai Masters | R64 | hard | Andy Roddick | 6-3 2-1 RET |
| 2010-06-21 | Wimbledon | R32 | grass | Andy Roddick | 7-5 6-7(5) 6-3 6-3 |
| 2005-01-17 | Australian Open | R16 | hard | Andy Roddick | 6-3 7-6(6) 6-1 |
| 2003-05-19 | St. Poelten | R16 | clay | Andy Roddick | 6-3 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.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About