1. David Letterman
Letterman has been a fixture on late night television since the 1982 debut of Late Night with David Letterman on NBC. Today, the award-winning host is featured on CBS’ Late Show with David Letterman. Letterman has a net worth of approximately $400 million, making over $50 million per year from hosting, his production company, Worldwide Pants, and real estate investments. The man who was once homeless and living out of his Chevy pick-up will never have to worry about having a roof over his head again.
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