Jimmy Kimmel – $15 Million Per Year

Jimmy Kimmel was already making his way into the entertainment industry while still in high school. Taking inspiration from his idol, David Letterman, Jimmy also worked as a radio host before landing a spot on TV. After some time working as a writer, Jimmy rose to prominence for his role in Win Ben Stein’s Money, which later earned him and his co-host Ben Stein an Emmy for Best Game Show Host.

Since 2003, Jimmy has been the host of the now-highly-regarded show, Jimmy Kimmel Live. He also earns an annual salary of $15 million and has a net worth of $50 million. With that said, it comes as no surprise that the show host spent a portion of his investment money on a few real estate properties, one of which is a 4,809-square-foot house in Hollywood Hills that is reportedly worth around $9.4 million.