13. Miley Cyrus: $160M, Hannah Montana
Miley Cyrus successfully transitioned from Disney Channel star to adult artist, though not without controversy. Her role as Hannah Montana made her a household name among young audiences, but her 2013 album Bangerz signaled her departure from that wholesome image. She’s since released multiple successful albums showcasing her powerful vocals and songwriting abilities, earning Grammy nominations and critical respect as a serious artist.

At 32 years old, Cyrus has spoken openly about embracing sobriety and focusing on wellness, which has notably improved her skin and overall appearance. She frequently shares makeup-free selfies on social media, showing clear skin occasionally marked by acne—something she’s discussed candidly to normalize skin imperfections. Her honesty about skincare struggles has endeared her to fans who appreciate the authenticity. She’s mentioned using simple routines focused on cleansing and avoiding harsh products that irritate her sensitive skin. Her youthful appearance without makeup reminds viewers that she’s still relatively young despite growing up in the public eye. Miley represents a generation of celebrities who’ve rejected unrealistic beauty standards, choosing instead to show their authentic selves—imperfections included—inspiring fans to embrace their natural appearance.