Dave Chappelle – $50 Million

Not only is laughter the best medicine, but it also brings in a lot of money! Take the life of Dave Chappelle, a well-known American comedian whose five Netflix stand-up specials serve as a fountain of cash, giving him a bank balance of $50 million.

Before going into online streaming, Chappelle earned from having his show on Comedy Central, performing on tours, and acting in Hollywood films. The award-winning performer, who is now in his 40s, mostly spends his income on real estate properties, such as his 65-acre farm in Ohio, where Chappelle, his wife, and three children reside.