Gabe Kaplan – Age 74

Gabe Kaplan rose to fame in the acting scene back in the 1970s thanks to the role he had in Welcome Back, Kotter. In the late 1970s, he also started making a name for himself in the poker scene. Kaplan became such a good poker player that his earnings from the games he won just in 2017, were estimated to be nearly $2 million. Kaplan is also known for the four years he spent as one of the hosts of High Stakes Poker. He has no new acting projects, but he did have a voice role in BoJack Horseman back in 2018.