DR. PHIL – $460 million  –  Real Estate

American author and TV personality Phillip Calvin McGraw is famous for having regular appearances on The Oprah Winfrey Show during the late ’90s until he was given his TV series, Dr. Phil. He holds a doctorate degree in clinical psychology, though he stopped practicing back in 2006. Thanks to the syndication, he is regarded as one of the highest-paid TV personalities in the world, making $88 million each year during the peak of his career.

Outside television, he has also made some investments in the real estate business. In 2008, he and his wife Robin purchased a $7 million home in Beverly Hills and sold it for $12 million in 2011. The same year, he listed another house in Beverly Hills worth $6.35 million, but it didn’t find any buyers. They re-listed the same house again for $5.75 million in January 2020.