Taylor Swift – $360 million
Taylor Swift is one of the modern entries to this list that has made a big enough contribution to pop music to stand shoulder to shoulder with the other giants of the music industry. Her pop-country sound would elevate her to the greatest heights of modern music appreciation. At the tender age of 14, Swift had already made up her mind: she wanted to be a pop star. She then moved to Nashville and commenced her path to glory. She was soon signed by Sony and commenced her ambitious and phenomenally fruitful career.
Buddy Holly – $1 million
Greatest Hits: Peggy Sue, That’ll Be the Day
Buddy Holly is the most important men to have ever picked up a guitar and microphone. His contributions to rock ‘n roll and music, in general, were unfounded, and he greatly shaped our understanding of modern music. He was prominent during the 50s, and would become a showstopper of a performer, not to mention a fantastic songwriter. Holly would tour extensively with a seemingly unstoppable pursuit of live performances. His greatest albums include Buddy Holly and That’ll Be The Day.