|
| Open Sud de France | ||
| Surface: Hard | Date: Oct. 25 - Oct. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Romain Jouan | Win | 6-7 (5-7), 6-3, 6-4 |
| Second Round | Ivan Ljubicic | Loss | 5-7, 4-6 |
| If Stockholm Open | ||
| Surface: Hard | Date: Oct. 18 - Oct. 24 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Michal Przysiezny | Win | 6-2 Retired |
| Second Round | Roger Federer | Loss | 1-6, 2-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 30 - Sep. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alejandro Falla | Win | 6-4, 7-5, 6-1 |
| Second Round | Robin Soderling | Loss | 2-6, 2-6, 4-6 |
| Pilot Pen Tennis at Yale | ||
| Surface: Hard | Date: Aug. 22 - Aug. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Eduardo Schwank | Win | 7-6 (7-1), 4-6, 6-0 |
| Second Round | Tommy Robredo | Loss | 7-5, 4-6, 4-6 |
| Western & Southern Financial Group Masters | ||
| Surface: Hard | Date: Aug. 15 - Aug. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Feliciano Lopez | Win | 6-3, 6-2 |
| Second Round | Rafael Nadal | Loss | 2-6, 5-7 |
| Atlanta Tennis Championships | ||
| Surface: Hard | Date: Jul. 19 - Jul. 25 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Blake | Win | 6-3, 3-6, 6-4 |
| Second Round | Horacio Zeballos | Win | 4-6, 6-2, 6-0 |
| Quarterfinals | Mardy Fish | Loss | 3-6, 0-6 |
| Campbell's Hall of Fame Tennis Championships | ||
| Surface: Grass | Date: Jul. 5 - Jul. 11 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Go Soeda | Loss | 4-6, 6-3, 4-6 |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 21 - Jul. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Juan Ignacio Chela | Win | 6-3, 6-7 (2-7), 7-6 (7-3), 7-5 |
| Second Round | Novak Djokovic | Loss | 6-7 (5-7), 1-6, 4-6 |
| AEGON Championships | ||
| Surface: Grass | Date: Jun. 7 - Jun. 13 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Kevin Anderson | Loss | 7-6 (9-7), 3-6, 5-7 |
| Roland Garros | ||
| Surface: Red Clay | Date: May 23 - Jun. 6 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Nicolas Lapentti | Win | 6-3, 6-4, 7-6 (7-3) |
| Second Round | Robin Soderling | Loss | 0-6, 1-6, 1-6 |
| US Men's Clay Court Championship | ||
| Surface: Clay | Date: Apr. 5 - Apr. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Horacio Zeballos | Loss | 3-6, Retired |
| Sony Ericsson Open | ||
| Surface: Hard | Date: Mar. 23 - Apr. 4 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Rainer Schuettler | Win | 6-1, 6-4 |
| Second Round | Rafael Nadal | Loss | 4-6, 3-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 10 - Mar. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Ryan Harrison | Loss | 3-6, 4-6 |
| Delray Beach International Tennis Championships | ||
| Surface: Hard | Date: Feb. 22 - Feb. 28 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Blake | Loss | 1-6, 6-3, 3-6 |
| Regions Morgan Keegan Championships & the Cellular South Cup | ||
| Surface: Hard | Date: Feb. 14 - Feb. 21 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Philipp Petzschner | Loss | 6-1, 3-6, 4-6 |
| SAP Open | ||
| Surface: Hard | Date: Feb. 8 - Feb. 14 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Alex Bogomolov Jr. | Win | 6-4, 7-6 (7-2) |
| Second Round | Sam Querrey | Loss | 4-6, 4-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 18 - Jan. 31 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Fabio Fognini | Win | 6-1, 6-3, 6-3 |
| Second Round | Jo-Wilfried Tsonga | Loss | 4-6, 3-6, 3-6 |
| Medibank International | ||
| Surface: Hard | Date: Jan. 10 - Jan. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| Second Round | Julien Benneteau | Loss | 3-6, 7-5, 6-7 (2-7) |
| First Round | Bye |
| Brisbane International | ||
| Surface: Hard | Date: Jan. 3 - Jan. 10 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gael Monfils | Loss | 6-7 (1-7), 7-6 (7-5), 2-6 |
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