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2. John Mayer – $40M
John Mayer’s rise to fame is a classic. He attended Berklee College of Music, dropped out, and became a millionaire several times over. His beginnings were rather humble, but his debut album, Room for Squares, was what made him a household name. His sophomore album, Heavier Things, sold over 310,000 albums in its first week of release, though it didn’t reach the same commercial success as the previous album.
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