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.
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.
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:
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.
Made scandalous remarks about their relationship (which ended in 2007) in an interview with Playboy.
Rumored to have dated briefly after break up with Jessica Simpson.
Dated briefly in 2007.
Began dating in April 2008, mostly on-and-off, and Aniston reportedly ended things in March 2009.
Said to have dated from 2009 until June 2010. Swift's song, "Dear John," is supposedly about him and the relationship.
Another on-and-off relationship ranging from summer 2012 to March 2013.