Post-retirement from tennis
After retiring, McEnroe pursued his post-tour goal of becoming a working musician. He had learned to play guitar with the help of friends like Eddie Van Halen and Eric Clapton. During his divorce, McEnroe formed The Johnny Smyth Band with himself as lead singer and guitarist, began writing songs, and played small gigs in cities where he played with the senior tour. Although Lars Ulrich complimented his "natural instinct for music", a bar owner where McEnroe's band played said that "he couldn't sing to save his life." The band toured for two years, but McEnroe suddenly quit in 1997 just before finishing his first album. In 1997, McEnroe's wife, singer-songwriter Patty Smyth, told him, "In future only one of us will be working away from home on a music tour and it ain't gonna be you!"
McEnroe was inducted into the International Tennis Hall of Fame in 1999. He is now a sports commentator providing commentary for American television networks such as ESPN, CBS, NBC, and USA at the US Open, the Australian Open, and various ATP tournaments, as well as at Wimbledon for the BBC in the UK.
McEnroe became the U.S. Davis Cup captain in September 1999. His team barely escaped defeat in their first two outings in 2000, beating Zimbabwe and the Czech Republic in tight 3–2 encounters. They were then defeated 5–0 by Spain in the semifinals. McEnroe resigned in November 2000 after 14 months as captain, citing frustration with the Davis Cup schedule and format as two of his primary reasons. His brother Patrick took over the job.
In 2002, McEnroe played himself in Mr. Deeds and again in 2008 in You Don't Mess with the Zohan. McEnroe played himself in the 2004 movie Wimbledon. In July 2004, McEnroe began a CNBC talk show titled McEnroe. The show, however, was unsuccessful and was canceled within five months. In 2002, he hosted the American game show The Chair on ABC as well as the British version on BBC One, but this venture also was unsuccessful.
In 2004, McEnroe said that during much of his career he had unwittingly taken steroids. He said that he had been administered these drugs without his knowledge, stating: "For six years I was unaware I was being given a form of steroid of the legal kind they used to give horses until they decided it was too strong even for horses."
McEnroe is active in philanthropy and tennis development. For years he has co-chaired the City Parks Foundation's annual CityParks Tennis fundraiser. The charitable benefit raises crucial funds for New York City's largest municipal youth tennis programs. He collects American contemporary art, and opened a gallery in Manhattan in 1993.
McEnroe still plays regularly on the ATP Champions Tour. One victory came at the Jean-Luc Lagardere Trophy in Paris in 2010, where he defeated Guy Forget in the final. Playing on the Champions Tour allows him to continue his most iconic rivalries with old adversaries Ivan Lendl and Björn Borg. His last and 26th win (a record since 2001 when the ATP acquired the Champions Tour) was his 2016 win at Stockholm against Thomas Muster.
In charity events and World Team Tennis, he has beaten many top players, including Mardy Fish and Mark Philippoussis.
In 2007, McEnroe received the Philippe Chatrier Award (the ITF's highest accolade) for his contributions to tennis both on and off the court. Later that year, he also appeared on the NBC comedy 30 Rock as the host of a game show called "Gold Case" in which he uttered his famous line "You cannot be serious!" when a taping went awry. McEnroe also appeared on the HBO comedy Curb Your Enthusiasm.
In 2010, he founded the John McEnroe Tennis Academy on Randall's Island in New York City.
In 2012, McEnroe, commentating for ESPN, heavily criticized Australian tennis player Bernard Tomic for "tanking" against Andy Roddick at the US Open. However, Tomic was cleared of any wrongdoing, saying that he was "simply overwhelmed by the occasion" (this was the first time that he had played at Arthur Ashe Stadium).
McEnroe was part of Milos Raonic's coaching team from May to August 2016.
In addition to his other commentary roles, McEnroe was a central figure for Australian television network Nine's coverage of the 2019/2020 Australian Open.
McEnroe performed as the off-camera narrator for four seasons (2020–2023) of Never Have I Ever, appearing in one episode in Season 1.
On April 2, 2023, McEnroe participated with Michael Chang, Andre Agassi, and Andy Roddick in the first live airing of Pickleball on ESPN in the Million dollar Pickleball Slam at the Hard Rock Casino in Hollywood, Florida.
