Jay Leno
Love him or hate him, the hugely controversial Leno followed in the footsteps of legendary NBC late-night hosts Steve Allen, Jack Paar and Johnny Carson as the host of the Emmy Award-winning and top-rated "The Tonight Show," until his last show in 2014. You would think that he would be eager for some downtime - instead, he continues to hone his sharp, good humored roasting and standup skills at engagements across the country, often exceeding 300 dates per year!