#9 – Bettie Page – $10 million
This famous model turned actress is probably not that famous among younger generations, but many older people will certainly remember her. She became very popular for her pin-up photos, even earning her the Queen of Pinups nickname. After reaching the peak of her popularity in 1950s, she struggled with depression and violent mood swings, which finally led to her ending up in a psychiatric facility. She died from natural causes in 2008. Most of her money was made through a line of Bettie Page boutiques in numerous locations such as New York City and Las Vegas.