Photo by maveric2003 via flickr (cc by 2.0)

The Many Careers of John Mayer

  • An InStyle Magazine interview revealed details of the 15 months Mayer spent working as a gas station attendant for $7 an hour. In the story he stated that, "My Mission at the Mobil station was to become the best squeegee in the land. One full swipe, corner to corner. I never let a single drop of liquid remain." It also mentioned that he used the money earned to purchase a 1996 Stevie Ray Vaughn Stratocaster.
  • In 2004, Esquire gave him a column to write about whatever he wanted, titled "Music Lessons with John Mayer."
  • Mayer decided to go down the comedy route for a bit in the mid-2000s. He appeared on Comedy Central's "Chappelle Show," filmed his own VH1 comedy special in 2004 called "John Mayer Has a TV Show," and performed gigs at stand-up comedy venues in L.A. and New York.


  • Formed the John Mayer Trio in 2005.
  • Contributed on "Go!" with Common and Kanye West.
  • Featured on the cover of "Beat It" by Fall Out Boy.
  • Performed "I've Got Dreams to Remember" with Buddy Guy in 2005.
  • Featured on Kanye West's "Bittersweet Party" in 2007.
  • Featured on "Lesson Learned" by Alicia Keys.
  • Contributed to "Glad to Be Unhappy" with Chris Botti in 2009.
  • Featured on "Gone" by Bishop Lamont in 2010.
  • Featured on "Letter" by Wale in 2010.
  • Has worked with blues artists like B.B. King, Buddy Guy, and Eric Clapton. Also is a regular guest for Clapton's Crossroads Guitar Festival.
  • Worked with former girlfriend, Taylor Swift, on "Half of My Heart."
  • Has teamed up with Keith Urban on several occasions.
  • Co-wrote "Worlds of Chance" with Demi Lovato.

John Mayer and Mental Health

Partnered with NCIRE (Veterans Health Research Institute) and performs live music for veterans around the country and donates a portion of his ticket sales to support veterans' health research.

  • Formed the "Back to You" fund in 2002, which focuses on health care, education, arts and talent development.
  • Donated his song, "Say," to the Bring Change 2 Mind campaign, which was established to combat mental illness stigmas.
  • Mayer himself has a fear of going insane, and takes Xanax for it. When he was growing up, he had panic attacks, which has led to his fear as an adult.
  • Parents sent him to a psychiatrist when he was younger because he was too obsessed with the guitar.

Fashion Collections

In a 2009 New York Times feature, Mayer revealed his love for watches, and as an avid collector, his full stock is said to be worth in the ballpark of $20 million. Additionally, he also is said to have over 200 pairs of vintage and limited-edition shoes, and his personal guitar collection includes more than 200 instruments. Highlights from the NYT interview below.

  • Had two watches as a child - Armitron "Star Wars" themed and a Casio Databank.
  • Owned a Timex Ironman watch in college.
  • After hitting it big, Mayer invested in a white-faced Explorer II Rolex.
  • Once splurged on a Patek Philippe with a Sky Moon Tourbillon, which is so rare it doesn't have an actual retail value, though a few are listed on Google for over $1.5 million.

Love for Design

  • Teamed up with Barrett Alley to create limited edition wallets with materials from the late 1800s.
  • Collaborated with Barrett Alley and Reed Space on a limited edition bracelet in May 2012.
  • Has designed several guitars for Martin Guitars, including the 00-42SC and OM-28.
  • Designed a Stratocaster for Fender (pictured below).
  • Had a signature two-rock amplifier made just for him.
  • Has a passion for designing shoes, but none have been made yet. In a 2006 interview with AP, Mayer said "I'm actually into sneakers on a design level. I've got a big design thing going on in my life right now."


Mayer has continued to add ink over the years. Find a sampling of his tattoos below.

  • "Home" and "Life" on the back of his left and right arms.
  • The year he was born, "77," on the left side of his chest.
  • Koi fish on his right shoulder.
  • Decorated tattoo sleeve which includes "SRV" for Stevie Ray Vaughan
  • Decorated rectangle on biceps
  • Dragon figure on arm and three squares on right forearm.

High-Profile Romances

Ever the womanizer, John Mayer has had his fair share of relationships over the years. Check out the full gallery and some of the most notable names below:

  • Vanessa Carlton
    Dated on-and-off for about a year in 2002.

  • Jennifer Love Hewitt
    Started dating in 2002 and he supposedly wrote "Your Body is a Wonderland" about Hewitt.

  • Jessica Simpson
    Made scandalous remarks about their relationship (which ended in 2007) in an interview with Playboy.
  • Cameron Diaz
    Rumored to have dated briefly after break up with Jessica Simpson.

  • Minka Kelly
    Dated briefly in 2007.

  • Jennifer Aniston
    Began dating in April 2008, mostly on-and-off, and Aniston reportedly ended things in March 2009.
  • Taylor Swift
    Said to have dated from 2009 until June 2010. Swift's song, "Dear John," is supposedly about him and the relationship.

  • Katy Perry
    Another on-and-off relationship ranging from summer 2012 to March 2013.

John Mayer Lyrics

Where the Light Is Daughters Wheel

John Mayer in Concert