Editing Tim Henman (section)

=== Professional career ===

==== 1993–1995: early years ====

From July 1992 to July 1993, Henman grew six inches to six feet one, and went from seven stones to nine stones in weight. This would prove important for his career, as he acknowledged: "As a junior I had pretty good technique. Now I've got the strength and reach, and on the serve that has helped tremendously."{{sfn|Felstein|2005|p=31}} Henman was ranked 774th in the world at the beginning of 1993, but by July he had come close to the top 600. In July, Henman received a [[Glossary of tennis terms|wildcard]] to participate in the [[ATP Challenger Tour|ATP Challenger]] tournament in Bristol, England. In the first round, he defeated Colombian [[Miguel Tobón]], ranked 257th, in straight sets, 6–0, 6–3. In the second round he met the Frenchman [[Éric Winogradsky]] and defeated him also in straight sets, 7–6, 6–3. Henman was defeated in the quarter-final by British player [[Chris Bailey (tennis)|Chris Bailey]], 6–2, 6–1. By November Henman's rank had increased to 415th. Henman's next tournament was the Volkswagen National Championships in [[Telford]], England; he reached the quarter-final but lost to top-ranked British male player [[Jeremy Bates (tennis)|Jeremy Bates]], 7–5, 7–6. As 1993 drew to a close, Henman played one last tournament in Israel, which he won.{{sfn|Felstein|2005|pp=32–33}}

He started the 1994 season with the four-legged Indian satellite circuit; there he won 18 singles matches in a row. Henman was fairly successful at the British Satellite Masters in Croydon, and by the end of the tournament he was ranked 222nd in the world.{{sfn|Felstein|2005|p=33}} Encouraged by his success in the satellite circuit, Henman tried his luck at the ATP tour. Henman travelled to the Far East with Bates, and qualified for his first ATP tournament in April, at the [[1994 Japan Open Tennis Championships|Japan Tennis Championship]]. In his first round he defeated [[Kelly Jones (tennis)|Kelly Jones]], 6–2, 6–3, in the second round he defeated [[Darren Cahill]], 6–2, 7–5 and in the third round Henman was defeated by [[Pete Sampras]], 6–1, 6–2. From this performance Henman increased his ranking to 184th.{{sfn|Felstein|2005|pp=34–35}} His success in the Japan Open was followed by a failure to qualify at the [[Hong Kong Open (tennis)|Hong Kong Open]]. Because of this failure, he ended the Far East tour by entering a number of satellite tournaments. Henman entered the Nagoya Open, and defeated eighth seed [[Eyal Ran]] in the first round, but lost in the second round to [[Gouichi Motomura]]. At the Manila Open, another satellite tournament, Henman reached the final but was defeated by fifth seed [[Michael Tebbutt]], 2–6, 2–6.

After Manila he returned to Europe. In his first Grand Slam bid, Henman failed to qualify in the [[1994 French Open]], losing the first qualifier round to Australian [[Wayne Arthurs (tennis)|Wayne Arthurs]]. His next tournament was the Annenheim Open in Austria, where he lost in the first round to Canadian [[Sébastien Lareau]] in straight sets, 6–3, 6–2. However, not all was bad, and Henman, ranked 161st at the time, received a wildcard to qualify for the [[1994 Stella Artois Championships – Singles|Stella Artois Championship]]. In the first round Henman defeated Swedish [[Peter Lundgren]], 7–5, 7–6, but in the second round he succumbed to the eventual champion American [[Todd Martin]], 6–4, 6–4.{{sfn|Felstein|2005|p=36}} Henman received a wildcard for the [[Manchester Open]], where he lost in the first round to American [[Alex O'Brien]], and the [[1994 Wimbledon Championships – Men's singles|Wimbledon Championship]], the first Grand Slam he had ever played (he failed to qualify to Wimbledon in 1993).{{sfn|Felstein|2005|p=37}} At Wimbledon, Henman lost in the first round to German [[David Prinosil]] in four sets, 6–4, 3–6, 2–6, 2–6. His early defeat in Wimbledon forced Henman into short period of obscurity in the satellite circuit. Henman reached the semi-finals at the Bristol Open and the fourth round at the Winnetka Open (in [[Illinois]]).{{sfn|Felstein|2005|p=39}}

By September Henman was ranked 146th, and in the same month he returned to the Far East. His first tournament in the Far East was the Seoul Open. Henman lost in the second round to Korean [[Kim Nam-hoon]], who was ranked outside the top 700.{{sfn|Felstein|2005|p=39}} At the Singapore Challenger, he reached the quarterfinals and lost to fellow Brit [[Chris Wilkinson]]. He was forced to retire in the third set against Wilkinson when he fell and received a blow to his leg. When he returned to England not long after the tournament, it was revealed that Henman had broken his ankle in three places and would not play another tournament until February 1995. In fact, he was not fully recovered until May. While injured, his ranking went from 146th to 272nd in the world.{{sfn|Felstein|2005|pp=39–40}} That year's grass season would prove highly successful for Henman; he reached the semi-finals at the Annenheim Open, later at the [[Queen's Club Championships]] he reached the second round after defeating German [[Martin Sinner]], and in Nottingham he reached the quarter-finals, his first quarter-final in the ATP tour. His success in these tournaments increased his ranking from 272nd to 219th. To make matters better for Henman, he won his first match ever in a Grand Slam event at the [[1995 Wimbledon Championships – Men's singles|Wimbledon Championship]] over Kenyan [[Paul Wekesa]] in straight sets, 7–6, 6–0, 6–4.{{sfn|Felstein|2005|pp=41–42}} However, Henman's winning streak did not last long, and in the second round he met Sampras, and was defeated 6–2, 6–3, 7–6.{{sfn|Felstein|2005|pp=42–43}} Two days later he partnered [[Jeremy Bates (tennis)|Jeremy Bates]] in the first round of the doubles at Wimbledon but the pair became the first players in the [[Open era]] to be defaulted at Wimbledon after Henman accidentally hit a [[ballgirl]] on the side of head with a ball, having lashed out with his racket in frustration after losing a point to a [[Glossary of tennis terms#dead net cord|net cord]] in the fourth set tie-break of their match against [[Jeff Tarango]] and [[Henrik Holm (tennis)|Henrik Holm]].<ref name="disqualified">{{cite web |url=https://www.independent.co.uk/sport/henman-and-bates-are-disqualified-in-doubles-1588962.html |title=Henman and Bates are disqualified in doubles |last=Cusick |first=James |date=28 June 1995 |work=[[The Independent]] | access-date=1 August 2016 |archive-url=https://web.archive.org/web/20160819065726/http://www.independent.co.uk/sport/henman-and-bates-are-disqualified-in-doubles-1588962.html |archive-date=19 August 2016 |url-status=live}}</ref> Because he hit the ball in anger, the referee [[Alan Mills (tennis)|Alan Mills]] ruled that this was an automatic disqualification for unsportsmanlike conduct.<ref name="disqualified" /> He was very apologetic about the incident, presenting the girl with a bunch of flowers.<ref>[https://www.washingtonpost.com/archive/sports/1995/06/30/ballgirl-takes-centre-court/9da5cfaa-c0a2-44a0-a525-b373df488608/?noredirect=on Ballgirl Takes Center Court] {{Webarchive|url=https://web.archive.org/web/20190119121533/https://www.washingtonpost.com/archive/sports/1995/06/30/ballgirl-takes-centre-court/9da5cfaa-c0a2-44a0-a525-b373df488608/?noredirect=on&utm_term=.66a57ee677ef |date=19 January 2019 }}, Washington Post, 30 June 1995</ref> The rest of the grass season was fairly successful for Henman, he appeared at the Manchester Open and reached the semi-final at the Newcastle Open. At the end of the grass season, Henman's rank had risen to 150th in the world.{{sfn|Felstein|2005|p=47}}

After the grass season, Henman headed for the United States. He participated in the [[Atlanta Tennis Championships|RCA Championships]] and defeated 16th seed Frenchmen [[Cédric Pioline]], the 1993 US Open finalist, in straight sets. He lost the following round, but was later able to qualify for the [[1995 US Open – Men's singles|US Open]]. In the first round, Henman defeated Spanish [[Juan Albert Viloca]] in four sets, 6–3, 4–6, 6–3, 6–2. In the second round, Henman was defeated by American [[Jared Palmer]] in four sets, 4–6, 7–6, 3–6, 1–6. Henman's 1995 end-of-year ranking was 95.{{sfn|Felstein|2005|p=48}}

==== 1996–2000: breakthrough ====

Henman climbed up the rankings very quickly. In 1994, he was among the top 200 players in the world; by 1995, among the top 100; and by 1996, he had made it into the top 30 and won a medal at the [[1996 Summer Olympics|Atlanta Olympics]]. He was the UK's highest-ranked player that year, and won the ''Most Improved Player'' trophy at the [[Association of Tennis Professionals|ATP]] awards. He was subsequently elected to the ATP Tour Player Council and went on to win his first championship in January 1997. In March of that year, he underwent surgery on his elbow which kept him out of action for two months.

Henman came to the attention of the wider tennis world in 1996 when he came from match point down, saving two successive match points with aces when serving at 3–5 and 15/40, and then breaking his opponent's serve twice in a row to win the final set 7–5 and beat reigning French Open champion [[Yevgeny Kafelnikov]] in the first round at Wimbledon, going on to reach the quarter finals before losing to [[Todd Martin]]. A few weeks later he was to reach the men's doubles final at the [[1996 Summer Olympics]] in partnership with Neil Broad, losing to No. 1 seeds [[The Woodies|Todd Woodbridge and Mark Woodforde]] to receive the silver medal. By the time he reached the last 16 at the US Open later in the year, he was firmly established as a top player.

He won his first ATP Tour title in January 1997, beating [[Carlos Moyá]] at the Sydney International event. He was seeded 14th at Wimbledon, and again reached the quarter-final, defeating reigning champion and 4th seed [[Richard Krajicek]] in the fourth round before falling to 1991 champion Michael Stich. In 1998 he went one better, reaching the semi-final for the first time, by which time he was ranked as one of the top 10 ATP players.

Henman came close to reaching the final on a number of occasions, losing in the semi-finals to the eventual champion in 1998, 1999, 2001 and 2002. The first two of those semi-final losses were to [[Pete Sampras]]; in 2001 he lost to [[Goran Ivanišević]], a former two-time finalist; in 2002 he lost to [[Lleyton Hewitt]], ranked number one in the world at the time. In 2000 Henman reached the fourth round at Wimbledon; and in 1996, 1997, 2003 and 2004 he lost in the quarter-finals.

One of the tournaments in which he has been most successful is [[Queen's Club]]. He reached the final in 1999, where he lost to [[Pete Sampras]], and went on to reach the final again in 2001 and 2002, where both times he lost to [[Lleyton Hewitt]]. Based on that success he was expected, at least within England, to be the first man since Fred Perry in 1936 to win a major for Britain – which in the end he never managed, Wimbledon 2001 being the closest that he ever came to reaching a final. He became well known for the [https://www.theguardian.com/sport/2003/jun/24/wimbledon2003.tennis Henman fist], which would become his trademark on winning a point.

==== 2001–2004: career peak ====

[[File:Tim Henman backhand volley Wimbledon 2004.jpg|thumb|Henman playing a backhand at Wimbledon, 2004]]
Henman started the 2001 [[Association of Tennis Professionals|ATP]] season with a ranking of tenth in the world.<ref name="ATPranking">{{cite web |url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=rh |title=Tim Henman: Ranking History |publisher=[[Association of Tennis Professionals]] | access-date=5 June 2012 |archive-url=https://web.archive.org/web/20120201212810/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=rh |archive-date=1 February 2012 |url-status=live}}</ref> At the [[2001 AAPT Championships – Singles|Adelaide International]] Henman lost in the semi-finals to [[Nicolás Massú]]. His next tournament was the [[2001 Australian Open – Men's singles|Australian Open]]; Henman had wins over [[Hicham Arazi]], [[Nicolás Lapentti]], and [[Wayne Arthurs (tennis)|Wayne Arthurs]], but lost to [[Patrick Rafter]] in the fourth round in straight sets. He then won the [[2001 Copenhagen Open – Singles|Copenhagen Open]], dispatching [[Andreas Vinciguerra]] in two sets. Henman then lost in the second round of the [[2001 ABN AMRO World Tennis Tournament – Singles|Rotterdam Open]]. Rotterdam was followed by a defeat in the Scottsdale Open. In March, Henman reached the third round at [[2001 Indian Wells Masters – Men's singles|Indian Wells]], where he lost to Nicolás Lapentti in straight sets. The [[hardcourt|hard court]] season wrapped up with the [[2011 Sony Ericsson Open – Men's singles|Miami Masters]] where Henman lost in round two to [[Fabrice Santoro]].<ref name="ATPtour">{{cite web |publisher=[[Association of Tennis Professionals]] | url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2001&m=s&e=0# |title=2001 Singles Activity |access-date=5 June 2012 |archive-url=https://web.archive.org/web/20131104163854/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2001&m=s&e=0 |archive-date=4 November 2013 |url-status=live}}</ref>

By the beginning of the clay season in April, Henman's ranking had slipped from 10th to 12th in the world.<ref name="ATPranking" /> He reached the second round of the [[2001 Estoril Open – Men's singles|Estoril Open]], the quarter-finals of [[2001 Monte Carlo Masters – Singles|Monte-Carlo]], round two in [[2001 Italian Open – Men's singles|Rome]], and lost in round one at the [[2001 Hamburg Masters – Singles|Hamburg Masters]]. At the [[2001 French Open – Men's singles|French Open]] Henman had wins over [[Tomas Behrend]] and [[Sjeng Schalken]], but lost to [[Guillermo Cañas]] in five sets in round three.<ref name="ATPranking" /> At the end of the clay season, Henman's ranking had risen back up to 11th.<ref name="ATPranking" />

On the grass at [[2001 Queen's Club Championships – Singles|Queen's Club Championships]] Henman reached the final, where he was defeated in straight sets by Australian [[Lleyton Hewitt]].<ref name="ATPranking" /> Many commentators believed Henman had a chance to win that year's [[2001 Wimbledon Championships – Men's singles|Wimbledon]] with several top-seeds being defeated early in the tournament. Henman came through the first three rounds with ease, winning over [[Artem Derepasko]], [[Martin Lee (tennis)|Martin Lee]], and [[Sjeng Schalken]].  However, it took five sets to defeat the 22nd American seed [[Todd Martin]] in round four.{{sfn|Felstein|2005|pp=185–186}} In the quarter-finals Henman beat a young [[Roger Federer]] in four tough sets, the latter having defeated Henman's longtime nemesis Sampras in the fourth round in the only tour match that Sampras and Federer would ever play. In his semi-final Henman met [[Glossary of tennis terms|wildcard]] entrant, [[Goran Ivanišević]] where Ivanišević eventually managed to win in five sets in a match that spanned 3 days because of numerous rain delays. Henman had come back from losing the first set and played some stunning tennis – including crushing Ivanišević in the third set 6–0 – to take the lead by 2 sets to 1 before rain first stopped play. The players returned the following day but Henman couldn't recapture his form from the Friday and lost the fourth set in a tie break. Henman had got as close as 2 points from victory but serve was with his opponent and he was not able to hang on. Only 5 games into the deciding set, rain fell again and the players were forced to wait it out overnight to finish the epic encounter. When the pair finally returned on Sunday, Ivanišević was able to wrap up the final set and dash the English player's dream of reaching a Wimbledon final.<ref>{{cite news |title=Goran comeback shatters Henman |url=http://news.bbc.co.uk/sport2/hi/in_depth/2001/wimbledon_2001/1428065.stm |publisher=BBC Sport |date=8 July 2001 |access-date=16 September 2015 |archive-url=https://web.archive.org/web/20150713233053/http://news.bbc.co.uk/sport2/hi/in_depth/2001/wimbledon_2001/1428065.stm |archive-date=13 July 2015 |url-status=live}}</ref>

In August, Henman only reached the second round in the [[2001 Canada Masters – Singles|Canada Masters]] but bounced back and made it to the semi-finals of the [[2001 Cincinnati Masters – Singles|Cincinnati Masters]]. There he lost to [[Gustavo Kuerten]] in three sets. His next tournament was nearly as successful, with Henman reaching the quarter-finals at the [[2001 RCA Championships – Singles|RCA Championship]]. Henman lost in the quarter-finals, again to Kuerten in three sets. At the [[2001 US Open – Men's singles|US Open]] he reached the third round; Henman defeated Vacek and [[Fernando Meligeni]], but was upset by [[Xavier Malisse]] in five sets. Near the end of the season, Henman won the [[Swiss Indoors]], by defeating the previous runner-up [[Roger Federer]] in straight sets.<ref name="ATPtour" />

In 2002, Henman reached the 4th round at the Australian Open and the semi-finals at Wimbledon for the last time in his career, losing this time to Lleyton Hewitt: for the fourth time, his conqueror in the semi-finals went on to win the tournament. He was defeated in the second round of the French Open, and the third round of the US Open. At the ATP tour, Henman was the runner-up at three finals; at one ATP Masters Series, at one ATP 500 Series and at one normal ATP tournament.<ref>{{cite web |publisher=[[Association of Tennis Professionals]] | url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2002&m=s&e=0# |title=2002 Singles Activity |access-date=5 June 2012 |archive-url=https://web.archive.org/web/20140104203934/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2002&m=s&e=0 |archive-date=4 January 2014 |url-status=live}}</ref> Henman did not participate in the [[2003 Australian Open – Men's singles|2003 Australian Open]], reached the third round in the [[2003 French Open – Men's singles|French Open]], his best so far, reached the quarter-finals at the [[2003 Wimbledon Championships – Men's singles|Wimbledon Championship]] and lost in the first round at the [[2003 US Open – Men's singles|US Open]] to eventual champion [[Andy Roddick]]. He reached two ATP finals in 2003, one of them being the [[2003 BNP Paribas Masters – Singles|Paris Masters]], winning both of them—his victory at the 2003 Paris Masters would be his only victory at an ATP Masters tour event.<ref>{{cite web |publisher=[[Association of Tennis Professionals]] | url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2003&m=s&e=0# |title=2003 Singles Activity |access-date=5 June 2012 |archive-url=https://web.archive.org/web/20140104204120/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2003&m=s&e=0 |archive-date=4 January 2014 |url-status=live}}</ref>

In 2004, Henman failed to reach the fourth round of the Australian Open and failed to reach the semi-finals at the Wimbledon Championships. However, he reached, to the surprise of commentators, the semi-finals of the French Open and later, the semi-finals of the US Open. His ATP tour was not as successful, but he managed to reach the finals of the Indian Wells, where he was defeated by world No. 1 [[Roger Federer]] in two sets, 3–6, 3–6. 2004 would be the last time Henman participated in the [[2004 Tennis Masters Cup – Singles|Tennis Masters Cup]] (a tournament between the eight best players of the world). 2004 would prove Henman's last successful year as a tennis player; he failed to reach beyond the third round in any of the Grand Slams from 2005 until his retirement in 2007.<ref>{{cite web |publisher=[[Association of Tennis Professionals]] | url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2004&m=s&e=0# |title=2004 Singles Activity |access-date=5 June 2012 |archive-url=https://web.archive.org/web/20140104203904/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2004&m=s&e=0 |archive-date=4 January 2014 |url-status=live}}</ref>

At the [[2004 Davis Cup World Group play-offs#Austria vs. Great Britain|Davis Cup World Group Play-off against Austria]], Henman and [[Greg Rusedski]] played all five rubbers on the Austrian clay, but were beaten 3–2. Henman now decided to withdraw from the Davis Cup to concentrate on his own career.<ref>{{cite web |url=https://www.telegraph.co.uk/sport/2355680/Bates-calls-up-rookie-to-replace-Henman.html |title=Bates calls up rookie to replace Henman |newspaper=The Daily Telegraph |date=21 February 2005 |access-date=3 April 2018 |archive-url=https://web.archive.org/web/20161009102020/http://www.telegraph.co.uk/sport/2355680/Bates-calls-up-rookie-to-replace-Henman.html |archive-date=9 October 2016 |url-status=live}}</ref>

==== 2005–2007: decline ====

[[File:Centre Court Wimbledon 1.jpg|thumb|Tim Henman playing at [[Wimbledon Championships|Wimbledon]], 2005]]
His first tournament in 2005 was the [[2005 Australian Open – Men's singles|Australian Open]]. Henman defeated Frenchmen [[Cyril Saulnier]] in four sets, 6–1, 6–2, 4–6, 6–3, and defeated Romanian [[Victor Hănescu]] in three sets, 7–5, 6–1, 6–4, but lost to the 28th seed Russian [[Nikolay Davydenko]] in straight sets; 4–6, 2–6, 2–6. The next tournament was the [[2005 ABN AMRO World Tennis Tournament|Rotterdam Open]] where he reached the third round, being defeated by Croatian [[Mario Ančić]], 5–7, 4–6. He did not fare much better at the [[Dubai Tennis Championships|Dubai Open]], and lost in the third round to Croatian [[Ivan Ljubičić]], 5–7, 4–6. Henman's next tournament was the first [[ATP Masters Series]] event of the year; at the [[2005 Pacific Life Open – Men's singles|Indian Wells]] he reached the quarterfinals after receiving a [[bye (tennis)|bye]] (meaning he could skip the first round). He lost in the quarter-finals to Argentinian [[Guillermo Cañas]], 6–7, 5–7. At the [[2005 NASDAQ-100 Open – Men's singles|Miami Masters]] Henman again lost in the quarter-finals, this time to Swiss world no. 1 [[Roger Federer]] in straight sets, 4–6, 2–6.

At Henman's first clay tournament of 2005, the [[2005 Monte Carlo Masters – Singles|Monte-Carlo Masters]], he lost in the first round to Argentinian [[Mariano Zabaleta]], 4–6, 6–4, 2–6. Henman improved his clay record that year by reaching the third round at both the [[Italian Open (tennis)|Italian Open]] and the [[2005 Hamburg Masters – Singles|Hamburg Masters]], but he disappointed his fans by being defeated by Peruvian [[Luis Horna]] in the second round of the [[2005 French Open – Men's singles|French Open]] in four sets, 5–7, 7–6, 3–6, 4–6. In contrast to the clay season, the grass season began well, with Henman reaching the quarter-finals at the [[2005 Stella Artois Championships – Singles|Queen's Club Championships]], losing to Swedish [[Thomas Johansson]], 4–6, 4–6. However, after defeating [[Jarkko Nieminen]] in the first round of the [[2005 Wimbledon Championships – Men's singles|Wimbledon Championship]], he lost in the second round to Russian [[Dmitry Tursunov]] in five sets, 6–3, 2–6, 6–3, 3–6, 6–8. His hard court season was not much better; Henman was defeated in the first or second round in all the remaining tournaments he participated in that year. At the [[2005 US Open – Men's singles|US Open]] he lost to Spaniard [[Fernando Verdasco]] in straight sets, 4–6, 2–6, 2–6. At his last match of the year, Henman was beaten by Britain's rising tennis star [[Andy Murray]] in the first round in three sets, 3–6, 7–5, 7–6.<ref>{{cite web |publisher=[[Association of Tennis Professionals]] | url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2005&m=s&e=0# |title=2005 Singles Activity |access-date=5 June 2012 |archive-url=https://web.archive.org/web/20140104204027/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2005&m=s&e=0 |archive-date=4 January 2014 |url-status=live}}</ref>
[[File:Tim Henman Headshot.jpg|thumb|In 2006, Henman won 31, and lost 20 matches in total.<ref name="ATPtwooosix" />]]
His opening tournament of 2006 was the [[2006 Qatar Open – Singles|Qatar Open]], where he lost in the second round to [[Tommy Haas]] 2–6, 6–7 and 7–5 in tie-break. In that year's [[2006 Australian Open – Men's singles|Australian Open]] he was defeated in the first round by Russian [[Dmitry Tursunov]], 7–5, 3–6, 4–6, 5–7. His early defeat in the Australian Open was followed by success in the [[Zagreb Open]]; Henman reached the semi-finals, but was defeated by [[Stefan Koubek]], 3–6, 6–3, 2–6. His success in Zagreb was met by failure at the [[2006 ABN AMRO World Tennis Tournament|Rotterdam Open]], where he was beaten in the second round by future world no. 1 [[Novak Djokovic]] in three sets, 7–5, 3–6, 4–6. At the [[2006 Dubai Tennis Championships – Men's singles|Dubai Open]] Henman reached the quarter-finals, but lost the match to the Spanish world no. 2 [[Rafael Nadal]] in straight sets; 6–7 (1–7 in tie break), 1–6. Henman was defeated in the second round of [[2006 Pacific Life Open – Men's singles|Indian Wells]] by up-and-comer [[Tomáš Berdych]] in two sets, 4–6, 4–6. Henman ended an eight-match losing streak against [[Lleyton Hewitt]] on 25 March 2006, with a 7–6, 6–3 victory at the [[2006 NASDAQ-100 Open – Men's singles|Miami Masters tournament]], but lost in the third round to unseeded German [[Simon Greul]] in three sets; 6–0, 1–6, 5–7. 

He was defeated in the first round of the [[2006 Monte Carlo Masters – Singles|Monte-Carlo Masters]] by Argentinian world no. 8 [[Gastón Gaudio]], 1–6, 3–6. At the [[2006 Italian Open – Men's singles|Italian Open]] Henman managed to reach the third round, but lost to Nadal, 2–6, 2–6. His success in the Italian Open was met with a defeat in the second round of the [[2007 French Open – Men's singles|French Open]] by Dmitry Tursunov in four sets; 3–6, 2–6, 6–4, 4–6. His run at the [[2006 Queen's Club Championships – Singles|Queen's Club Championships]] was far more successful, with Henman losing to Lleyton Hewitt 6–3, 3–6, 6–2 in the semi-finals.<ref name="ATPtwooosix">{{cite web |publisher=[[Association of Tennis Professionals]] | url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2006&m=s&e=0# |title=2006 Singles Activity |access-date=5 June 2012 |archive-url=https://web.archive.org/web/20131104163848/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2006&m=s&e=0 |archive-date=4 November 2013 |url-status=live}}</ref>

Henman was unseeded at [[2006 Wimbledon Championships – Men's singles|Wimbledon in 2006]] for the first time in a number of years after his world ranking slipped down to number 62.<ref>{{cite news |url=https://www.telegraph.co.uk/sport/2338909/Henman-cast-out-of-seeds.html |title=Henman cast out of seeds |access-date=5 June 2012 |date=21 June 2006 |work=[[The Daily Telegraph]] | location=London |archive-url=https://web.archive.org/web/20131218072405/http://www.telegraph.co.uk/sport/2338909/Henman-cast-out-of-seeds.html |archive-date=18 December 2013 |url-status=live}}</ref> At that Wimbledon, he lost in the second round to eventual champion Federer, 6–4, 6–0, 6–2, after a five-set victory over [[Robin Söderling]] of Sweden in the first round. At the [[2006 US Open – Men's singles|US Open]], Henman reached the second round where he was defeated by Roger Federer, 3–6, 4–6, 5–7. Following his failure at the US Open, Henman played two tournaments in the far east. Starting in [[PTT Bangkok Open|Bangkok]], Henman reached the quarter-finals where he lost to [[Paradorn Srichaphan]] 6–7, 6–4, 7–6. Henman then reached his first final since 2004 at the [[Japan Open Tennis Championships|AIG Open]] in Tokyo, losing to [[Roger Federer]], 6–3, 6–3.<ref name="ATPtwooosix" /> Although Henman was scheduled to play in both Basel & Paris at the end of the 2006 season, he lost in the second round in Basel against the rising [[Switzerland|Swiss]] star [[Stanislas Wawrinka]] 2–6, 7–6, 6–4. He twisted a knee; he did not retire but resorted to a less mobile game that saw Wawrinka win.<ref>{{cite web |url=http://www.tennis-x.com/story/2006-10-27/d.php |title=Federer Bruising in Basel; Henman Injured, Waffling on Davis Cup |date=27 October 2006 |access-date=5 June 2012 |publisher=Tennis-x.com |archive-url=https://web.archive.org/web/20131104094333/http://www.tennis-x.com/story/2006-10-27/d.php |archive-date=4 November 2013 |url-status=live}}</ref>
[[File:Tim Henman 2007.jpg|thumb|left|Henman in the first round of the 2007 Monte-Carlo Masters.]]
On Henman's last practice session before departing for the [[2007 Australian Open|Australian Open]] at the start of 2007, having recovered from his knee injury, he injured his hamstring which forced him to withdraw from the tournament. He returned in time to enter Masters Series events in [[Indian Wells Open|Indian Wells]] and [[Miami Masters|Miami]] after withdrawing from [[ABN AMRO World Tennis Tournament|Rotterdam]] and [[PBZ Zagreb Indoors|Zagreb]] but lost in the first round in both of them. Henman's poor luck with injury and form continued into the 2007 clay court season with first round losses to [[Juan Carlos Ferrero]], 5–7, 2–6 in [[2007 Monte Carlo Masters – Singles|Monaco]], [[Nicolás Almagro]], 5–7, 1–6 in [[Rome Masters|Rome]] and a poor showing against 18-year-old grand slam debutant [[Ernests Gulbis]], 4–6, 3–6, 2–6 in the [[2007 French Open – Men's singles|French Open]]. Henman's clay-court season ended without a set won. His grass court season got underway on 12 June 2007 at Queens Club, but was put to an abrupt end by [[Croatian people|Croatian]] wildcard entry [[Marin Čilić]]. However, he ended the day with a doubles victory with partner [[Lleyton Hewitt]] over Australian [[Jordan Kerr]] and Austrian [[Alexander Peya]]. An early loss at a grass court event in [[Nottingham Open|Nottingham]] was followed up with a poor showing at [[Wimbledon Championships|Wimbledon]], with Henman losing in the second round to [[Feliciano López]] in five sets. Henman played three more tournaments before retiring; at his last Grand Slam appearance ever, he lost in the second round of the [[2007 US Open (tennis)|US Open]] to Frenchman [[Jo-Wilfried Tsonga]] in four sets; 6–7, 6–2, 5–7, 4–6.<ref>{{cite web |publisher=[[Association of Tennis Professionals]] | url=http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2007&m=s&e=0# |title=2007 Singles Activity |access-date=5 June 2012 |archive-url=https://web.archive.org/web/20140104211052/http://www.atpworldtour.com/Tennis/Players/He/T/Tim-Henman.aspx?t=pa&y=2007&m=s&e=0 |archive-date=4 January 2014 |url-status=live}}</ref>