| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2012-03-21 | Miami Masters | R32 | hard | Andy Roddick | 7-6(4) 1-6 6-4 |
| 2011-10-31 | Basel | QF | hard | Roger Federer | 6-3 6-2 |
| 2009-06-22 | Wimbledon | F | grass | Roger Federer | 5-7 7-6(6) 7-6(5) 3-6 16-14 |
| 2009-05-10 | Madrid Masters | QF | clay | Roger Federer | 7-5 6-7(5) 6-1 |
| 2009-03-25 | Miami Masters | QF | hard | Roger Federer | 6-3 4-6 6-4 |
| 2009-01-19 | Australian Open | SF | hard | Roger Federer | 6-2 7-5 7-5 |
| 2008-03-27 | Miami Masters | QF | hard | Andy Roddick | 7-6(4) 4-6 6-3 |
| 2007-11-12 | Masters Cup | RR | hard | Roger Federer | 6-4 6-2 |
| 2007-08-27 | US Open | QF | hard | Roger Federer | 7-6(5) 7-6(4) 6-2 |
| 2007-01-15 | Australian Open | SF | hard | Roger Federer | 6-4 6-0 6-2 |
| 2006-11-13 | Masters Cup | RR | hard | Roger Federer | 4-6 7-6(8) 6-4 |
| 2006-08-28 | US Open | F | hard | Roger Federer | 6-2 4-6 7-5 6-1 |
| 2005-08-15 | Cincinnati Masters | F | hard | Roger Federer | 6-3 7-5 |
| 2005-06-20 | Wimbledon | F | grass | Roger Federer | 6-2 7-6(2) 6-4 |
| 2004-09-27 | Bangkok | F | hard | Roger Federer | 6-4 6-0 |
| 2004-07-26 | Canada Masters | F | hard | Roger Federer | 7-5 6-3 |
| 2004-06-21 | Wimbledon | F | grass | Roger Federer | 4-6 7-5 7-6(3) 6-4 |
| 2003-11-10 | Masters Cup | SF | hard | Roger Federer | 7-6(2) 6-2 |
| 2003-08-04 | Canada Masters | SF | hard | Andy Roddick | 6-4 3-6 7-6(3) |
| 2003-06-23 | Wimbledon | SF | grass | Roger Federer | 7-6(6) 6-3 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.