In this episode, Mike sits down with Hillary to discuss her father’s remarkable career and his profound influence on the world of comedy and entertainment. Jack Rollins managed and produced for some of the most iconic comedians in history, including Woody Allen, Robin Williams, and of course, David Letterman.

Hillary shares personal stories and insights about her father’s legacy, his work with Letterman, and how he helped shape the landscape of late-night television. They also discuss how invested she was in the comedy world in New York growing up due to her father’s influence. Plus, they tease an upcoming project being worked on as a tribute to Jack Rollins.

This episode is brought to you by hello-deli.com, the only source for official Late Show with David Letterman merchandise, run by the legendary Rupert Jee.

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