Oprah has called this talk show funnyman one of the hardest-working men in Hollywood and "one of the coolest dudes I know."
Jay's first Oprah Show appearance was in 1992, the same year he officially took over The Tonight Show from Johnny Carson. When Oprah asked Jay if he was nervous about his new role, he said, "Yes and no. I mean, I've been [filling in for Johnny] for about five years now, so it's a bit like living with a women for five years and then telling your parents you're getting married. They're not shocked. They're just relieved that the thing is finally working out."
Jay introduces us to some pint-size prodigies