In 2003, he won the Grammy Award for Best Male Pop Vocal Performance for the single "Your Body Is a Wonderland".
Though Mayer started his career mainly performing acoustic rock, he began moving towards the blues genre that had originally influenced him as a musician. Forming the John Mayer Trio, he released a live album in 2005 called Try! Both albums received wide critical acclaim, and Continuum earned Mayer a 2007 Grammy Award for Best Pop Vocal Album.
At the 37th Annual Songwriters Hall of Fame Induction Ceremony in 2006, Mayer received the Hal David Starlight Award. These recordings were released to the i Tunes Store under the title As/Is, indicating that the errors were included along with the good moments.
Mayer again recorded live concerts across seven nights of his U. A few months later, a "best of" CD was compiled from the As/Is nights.
After his appearance at the 2001 South by Southwest Festival, he was signed to Aware Records, and then Columbia Records, which released his first EP, Inside Wants Out.
His following two full-length albums—Room for Squares (2001) and Heavier Things (2003)—did well commercially, achieving multi-platinum status.
Reflecting on the incident, Mayer said, "That was the moment the songwriter in me was born", and he penned his first lyrics the night he left the hospital.
Commercially, the album peaked at number 17 on the Billboard 200 chart.
Erik Crawford of All Music asked, "Is [Mayer] the consummate guitar hero exemplified when he plays a cover of Stevie Ray Vaughan's 'Lenny', or is he the teen idol that the pubescent girls shriek for after he plays 'Your Body Is a Wonderland?
The album included a previously unreleased cover of Marvin Gaye's song "Inner City Blues (Make Me Wanna Holler)", featuring a solo from Mayer's supporting act—jazz and blues turntablist DJ Logic.
The album covers of the As/Is releases feature drawings of anthropomorphic bunnies. Although Mayer maintained his reputation as a singer-songwriter, he gained distinction as a guitarist, Following the conclusion of his Heavier Things tour, Mayer began working with artists, including those from other genres of music.