David Letterman | Former Comedian and Late Night TV Host | $400 Million

Before he left the Tonight Show with David Letterman, the famed comedian and host could easily make $50 million annually through various syndication and licensing fees. Despite the fact that his earnings from those sources have since decreased, Letterman remains one of the wealthiest TV personalities. Following his retirement, he focused on giving to charitable institutions close to his heart. Through the Letterman Foundation for Courtesy and Grooming, he had donated millions to Doctors Without Borders and the American Cancer Society, among others.

Despite giving generously, Letterman will not be needing personal loans anytime soon! With his net worth of $400 million, this man is set even for the next lifetime. After all, he still owns quite a hefty real estate portfolio. He also still continues to earn from his Netflix show, My Next Guest Needs No Introduction with David Letterman, which is currently on its third season. He was very fortunate that his first hour-long interview episode in 2018 was graced by Barack Obama.