He gained fame for his albums, Room for Squares and Heavier Things, which both achieved multi-platinum status.
He worked at a gas station for over a year in order to buy a Stevie Ray Vaughan Stratocaster.
He won a Grammy Award for Best Male Pop Vocal Performance for "Your Body Is a Wonderland" in 2002.
He was born the second of three children, and had a high-profile relationships with Jessica Simpson and then Jennifer Aniston.
He collaborated with Eric Clapton in 2005.
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