2015 Earnings: $10 million
Playboy pin-up Bettie Page is another celebrity whose estate is managed by CMG Worldwide. The company has been slowly building a highly profitable brand around Page, with a clothing, accessory and, of course, lingerie line, earning the covergirl millions of dollars every year since her death in 2008. Her iconic '50s siren style (blunt bangs, jet black hair, red lips, lingerie) still attracts droves of customers around the world looking to emulate it. The Bettie Page brand is a strong one, with a hologram show and even a Bettie Page bar in Las Vegas currently in the works.