[20] The next few months proved more successful for Hewitt and he cemented his position as the best player in the world by winning three titles: San Jose, Indian Wells and Queen's.

[28] For his third straight year, he qualified for the year-end Tennis Masters Cup, held in Shanghai, and successfully defended his title by defeating Juan Carlos Ferrero in the final.

[43] He then reached the finals of the San Jose and Las Vegas tournaments, losing to British youngster Andy Murray and American James Blake, respectively.

[53] After Wimbledon, Hewitt elected to miss the Montreal and Cincinnati Masters in an effort to give his hip sufficient rest to enable him to play at the 2008 Beijing Olympics, where he defeated Jonas Björkman in the first round before losing to second seed Rafael Nadal.

However, the more notable incident in the Olympics occurred in Hewitt's opening-round doubles match with Chris Guccione against Argentines Juan Mónaco and Agustín Calleri.

At the 2009 BMW Open, Hewitt recorded his 500th career win after defeating Philipp Petzschner in the first round, becoming one of only four active players to achieve this milestone; the others being Roger Federer and Carlos Moyá.

[60] In Tokyo, Hewitt beat Fabrice Santoro and Roger-Vasselin, to reach his first semi-final since winning the US Men's Clay Court Championships in April, but lost to Mikhail Youzhny.

[61] He won his first match since the Australian Open, partnering coach Nathan Healey in the doubles, defeating James Cerretani and Adil Shamasdin, but lost to top seeds the Bryan brothers in the semi-finals.

On 13 June, Hewitt defeated Roger Federer in the final of the Gerry Weber Open in Halle, Germany, a grass-court tuneup for Wimbledon Championships.

He defeated his Belgian opponent Ruben Bemelmans and went on to win the tie for Australia with a three-set victory in the mixed doubles, partnering Alicia Molik.

After this defeat, Hewitt who had been scheduled to play in Los Angeles the following week, opted not to take up the offer of a wildcard and withdrew from the event to recover from his foot injury.

At exhibition event AAMI Kooyong Classic, he defeated Milos Raonic, Tomáš Berdych, and Juan Martín del Potro en route to claim his second title.

[81] In July 2013, he made it to his first final of the year at the Hall-of-Fame Championships, defeating Matthew Ebden, Prakash Amritraj, Jan Hernych, and John Isner on the way.

His form continued at the Atlanta Open, defeating Édouard Roger-Vasselin, Rhyne Williams and Ivan Dodig before losing to John Isner in the semi-finals in three tough sets.

A measure of the success of Hewitt's 2013 season is the fact that he won the Newcombe medal as the most outstanding Australian tennis player in 2013, a year in which he returned to the world's top 100.

Hewitt battled for his 600th ATP win, becoming only the third active player to reach that milestone by beating Robin Haase in the 1st round of the 2014 Sony Open Tennis.

Hewitt played in the mixed doubles with compatriot Casey Dellacqua on a wild card and lost in the second round, seemingly ending his Wimbledon career.

"[100] Having previously announced his intentions to retire after the 2016 Australian Open, Hewitt confirmed that his final season would consist of that, the Hopman Cup and the exhibition World Tennis Challenge.

Post-match he was remembered by players including Roger Federer, Rafael Nadal, Andy Murray and Nick Kyrgios as a man who was at the top of the game for years, and continually displayed the fighting spirit that he became synonymous with.

In the Australian Open doubles, Hewitt and Groth made a run to the quarterfinals, including a win over third seeds Jean-Julien Rojer and Horia Tecău.

Hewitt then teamed up with Nick Kyrgios at the 2018 Queen's Club Championships – Doubles tournament where they defeated number 3 seeds Nicolas Mahut and Pierre-Hugues Herbert before losing in the quarterfinals.

[108] The two chose to compete at the Australian Open a week later, but lost in the first round in straight sets, to Korean duo Min-Kyu Song and Nam Ji-sung.

Following the retirement of Pat Rafter and the semi-retirement of Mark Philippoussis, Hewitt would be forced to lead the Australian Davis Cup team with little success from his peers.

[115] He came out of retirement to play the first round match against the United States at the 2016 Davis Cup as a player-captain, where he and partner John Peers lost to the Bryan brothers in a five-setter.

Hewitt returned to the World Team Cup in 2001 and led Australia to the title by recording singles wins over Àlex Corretja, Magnus Norman, Tommy Haas in the group stages.

[123] Pairing up with Chris Guccione in the doubles, the team would record victories over Agustín Calleri/Juan Mónaco[124] and Rafael Nadal/Tommy Robredo before falling to the Bryan brothers in the quarterfinals.

Early in their careers, Hewitt dominated Federer, winning seven of their first nine meetings, including a victory from two sets down in the 2003 Davis Cup semi-final, which allowed Australia to defeat Switzerland.

Hewitt's tactics typically involve putting difficult service returns in play, consistently chasing down attempted winning shots from his opponent, and keeping the ball deep until he feels he can hit a winner.

[146][147][148] In late 2008, to extend his tennis career and reduce the amount of tax he would otherwise have had to pay, Hewitt relocated his family for the European and North American season to their home in the Old Fort Bay estate, in Nassau, Bahamas.

After a black linesman called a foot-fault on two critical points in the third set, Hewitt implied that the similarity in skin colour between Blake and the official influenced the decision to penalise him.