Ryan Seacrest | $450 million

The host for all season, Ryan Seacrest, has been in that business for as long as anyone could remember. He fronted several programs like American Idol, On Air with Ryan Seacrest, and American Top 40. Due to his excellent performance, Seacrest has been given credit and nominated for the Emmy Award on occasion. At one point, he also hosted The Million Dollar Second Quiz, an interactive game show aired by NBC.

The TV show host, at one point, earned as much as $70 million annually. For most people, that would have been enough to carry them to retirement. Seacrest, however, wanted to increase his net worth further. One particular move he made was putting money in Headspace, a popular meditation app. Of course, he made a great degree of research prior to dropping money, and it turned out to be for the best as the app is now worth anywhere between $500 million to $1 billion.