Tim Henman was one of the greatest interpreters of serve & volleyball, but he never managed to establish himself in the Wimbledon tournament.

Since the year of his debut on the London grass in 1994, Tim has always had to endure the enormous pressure of the English people, who pinned on him the hopes of a victory in the prestigious tournament of a home tennis player. Despite this cumbersome weight Henman has always managed to offer beautiful performances at Wimbledon, his problem is that he had to live in the era of the strongest players of the last fifteen years: first Pete Sampras, who stopped him in the semifinals in 1998 and 1999 , later Roger Federer, who was the undisputed ruler on English grass until 2007.

Henman also reached the semifinals in 2001 and 2002, but on the first occasion he was beaten in a match several times interrupted by the rain by Goran Ivanisevic, the following year Lleyton Hewitt shattered his dreams and those of an entire population. Tim reached the quarterfinals of Wimbledon on four other occasions (1996, 1997, 2003, 2004).

In 2004 he further perfected his record in the Grand Slams by reaching the semifinals of the US Open for the first time, where, however, he was easily defeated by Roger Federer, who would later go on to win the tournament.

On 23 August 2007, Henman announced his retirement from competition following the Davis Cup play-off with Croatia on 21-23 September of the same year.