The Press Box CBS’s Halloween "Bloodbath" and Michael Jordan as the NBA's Ombudsman. Plus: Vox’s Astead Herndon on Leaving The New York Times and the Future of the Democrats.
24 snips
Oct 31, 2025 
Astead Herndon, a former national politics reporter for The New York Times and now editorial director at Vox, dives into his reasons for leaving the Times, emphasizing the need for creative freedom and multimedia engagement. He discusses the evolving landscape of Democratic politics post-2020, highlighting trust issues and the importance of imaginative strategies over traditional polling. Astead also offers a sneak peek into his upcoming work at Vox, focusing on the accessibility of political coverage through short-form video formats.
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Make MJ Appearances Matter
- Use Michael Jordan appearances for intimate stories, present-day life, and candid basketball takes.
- Place him in commentary roles when possible to amplify engagement and headlines.
From Reality TV To Political Podcasters
- Jennifer Welch and Angie Sullivan began as Bravo reality stars in Oklahoma before pivoting to political podcasting.
- Their show moved from entertainment to progressive politics and drew major guests like AOC and Obama.
Confrontational Style Drives Influence
- Welch's style mixes furious opinion with personal admonishment of Democrats, creating viral, confrontational interviews.
- Her 'FU politics' tone attracts attention and forces politicians into unexpectedly raw exchanges.
