Episode #453: Neal Brennan

Neal Brennan’s first big claim to fame came two decades ago when he co-created, wrote and executive produced Chappelle’s Show with his friend Dave Chappelle (with whom he’d previously collaborated on Half Baked). Since then, Chappelle has become both the biggest stand-up comedian in the world and a lightning rod for criticism. Brennan, meanwhile, has released three stand-up comedy specials of his own, and directed acclaimed specials for Al Madrigal, Michelle Wolf, and Seth Meyers. Crazy Good, Brennan’s fourth special, and third for Netflix, premiered in April 2024. Before that, he sat down with me on April Fool’s Day to explain why it’s foolish for us as a society to put our faith and trust in comedians to be our sources of news and/or moral leadership.

There’s a lot to get to, so let’s get to it!