Drew Carey – 63, Host

Drew Carey has been entertaining the audience with his long-running daytime game show The Price is Right for the past decade, proving himself a capable substitute for longtime host Bob Barker. Before that, he had a self-titled sitcom and hosted the improvisational Whose Line Is It Anyway? He got his breakthrough in stand-up comedy while serving in the US Marine Corps and later went on to star in his sitcom, The Drew Carey Show.

Despite his career investments, The Masked Singer host has experienced a lot of heartbreak in his personal life over the last decade. Carey has never married, despite being engaged twice. He dated chef Nicole Jaracz in 2007 and was close to her son, Connor. Unluckily, the pair called off their engagement in 2012. Drew met therapist Amie Harwick in 2017, and they got engaged a few months later. Unfortunately, they called it quits in 2018. Carey doesn’t seem to be dating anyone right now, and if he is, he’s keeping it quiet about it.