Too Woke to Joke w/ Jeff Maurer | Reasonably Happy Podcast

from Reasonably Happy with Paul Ollinger · host Paul Ollinger

In this episode of Reasonably Happy, comedian and writer Paul Ollinger sits down with former Last Week Tonight writer Jeff Maurer for a razor-sharp, no-holds-barred conversation on comedy, politics, and the state of liberal discourse. Maurer, now the voice behind the acclaimed Substack I Might Be Wrong, unpacks his journey from speechwriter to Emmy-winning TV writer, and why he left Hollywood to pursue independent commentary. They dive deep into the culture wars, media bias, the Biden dilemma, and what today's Democratic Party can learn from the Obama era. With sharp wit and refreshing honesty, Maurer discusses the left’s loss of self-awareness, the problem with orthodoxy, and how free speech is under siege from all sides. If you're tired of political echo chambers and crave a blend of humor and intellect, this one's for you.Get Pauls book! https://www.paulollinger.com/the-bookCheck out Jeffs Substack: https://substack.com/@imightbewrong Get full access to Reasonably Happy at words.paulollinger.com/subscribe

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This episode was published on March 26, 2025.

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