Anna Holmes, founder of Jezebel.com, and Erin Ryan, former managing editor, discuss the site's origin and legacy. They question whether the site was a victim of its own success, how it shaped identity politics, and if its readers are to blame for internet anger. Other topics include viral TikToks about Osama bin Laden, Google's revenue deal with Apple, a screenless device by Humane AI, and the impact of online toxicity. The importance of Jezebel's comment section and starting a media outlet in today's environment are also explored.

Elon Musk, founder of SpaceX and Tesla, hosts a chaotic conversation with former President Donald Trump, exploring the absurdity of their Twitter stream antics. Erin Ryan joins to dissect Musk's questionable leadership and J.D. Vance's ties to Silicon Valley elites. Vance, known for 'Hillbilly Elegy,' faces scrutiny for his investments in Rumble, a platform for right-wing voices, highlighting his tech agenda that seems to favor personal profit over public good. The discussion raises critical questions about wealth's influence on politics.

Jon, Tommy, Dan, and Erin Ryan discuss Trump's trial drama, Biden's focus on middle-class plans, and Trump's VP pick. They also talk about their upcoming book, Democracy or Else: How To Save America in 10 Easy Steps.

Film critic Emily St. James and Erin Ryan from Crooked Media delve into the cultural legacy of 'Fight Club'. They discuss how the film has misrepresented masculinity and fueled online discontent, highlighting its impact on disillusioned Gen Xers. The conversation also touches on the complexity of female characters and critiques capitalism, all while dissecting the film's psychological themes through a modern lens. With humor and insight, they unpack how 'Fight Club' mirrors today’s generational frustrations and the pitfalls of digital culture.

A’Ziah King, known for her viral Twitter thread that inspired the film 'Zola,' joins Erin Ryan, a cultural commentator on social media, and Josie Duffy Rice, a social issues expert. They dive into the chaotic road trip saga and its commentary on sex trafficking, examining the absurdity and humor interwoven in the story. The conversation highlights the impact of social media on storytelling, the complexity of youth friendships, and the fine line between reality and online personas, all while dissecting the film's cinematic craft.