Miley Cyrus has the market cornered. As the second Cyrus to take pop culture by storm in the unlikeliest of ways, Miley just might be the most successful musical act to be an industry high-seller through tracks sung completely in character. With an annual paycheck in excess of $20 million, Miley Cyrus is reportedly worth over a billion dollars. She is considered to be the wealthiest teen celebrity on the planet.