Most five-set matches in Grand Slam tournaments (male)

- Who
- Lleyton Hewitt
- Where
- Not Applicable
- When
- 22 January 2015
Known for his never-say-die attitude and wearing his cap back-to-front, Lleyton Hewitt was born in Adelaide on 24 February 1981. He turned professional in 1998 and has won two Grand Slam titles, the US Open in 2001 and Wimbledon in 2002. Other career highlights include three consecutive titles (2000-02) at London's Queen's Club (the pre-Wimbledon tournament currently known as the Aegon Championships) and four titles (2000-01, 2004-05) on home soil in Sydney (the tournament that takes place each January, immediately before the Australian Open). At the start of the 2015 Australian Open, Hewitt's singles ranking was 86.
Andre Agassi's 41 five-set matches were achieved in a professional career that ran from 1986 until 2006. Pete Sampras' 29 wins in five-set matches came during a professional career that lasted from 1988 until 2003.