A podcast for curious media minds.
This week, Brian, Troy, and Alex break down how tech is quietly building its own media empire—slick, founder-led, and fully aligned with industry interests. From TBPN to Turpentine, it’s not journalism—it just looks like it. They also explore the “Chaos Economy” through Foxconn’s EV pivot and unpack why analogies beat logic in shaping how we process tech shifts. Plus, Pete Buttigieg’s appearance on Flagrant shows that even politics is adapting to the influencer era.
This week we dig into the spread of hyperpunditry and why the Information Space rewards those who confidently switch lanes with abandon. Plus: AI’s bottoms-up adoption curve, Anonymous Banker on golf media’s strength and the crazy life of sea turtles.
The tariff wars kicked off and confirmed that we are in a post-expertise era where your bona fides matter less than your confidence. Plus: celebrating GDPR’s impending demise. what to do with Vanity Fair, and Shopify’s AI manifesto.
Gawker Media founder Nick Denton joins the show to discuss how narratives and memes run the world, and why it’s better to trade on them than run the old media playbook of the attention economy.
We dig into the idea of taste—how it’s formed, how it signals identity, and where it fits in media and business today. We also unpack how taste once defined media gatekeepers, how it’s now being democratized (or commodified), and why developing taste is less about money and more about intentionality. We are then joined by sociologist and brand strategist Ana Andjelic to debate the merits of European taste vs American taste. Plus: Anonymous Banker has a cameo on how to get a “taste premium” in M&A.
The media industry, like politics, has been stuck in a scarcity mindset—managing decline instead of building for the future. In this episode, we dig into The Abundance Agenda, the new book by Ezra Klein and Derek Thompson, and explore what a pro-growth strategy could look like for media. Plus, TheSkimm exits to Ziff Davis, the rise of AI-driven advertising, and Anonymous Banker joins to explain why second-tier comedians might be the next big media arbitrage opportunity.
AI is giving rise to vibe coding while old conventions fall away. Thinking on your feet is now more important than rehearsed, polished presentation, which soon can be done with the push of a button. It’s time to find your inner Rick Rubin. Plus: How to build an enterprise brand.
Show Notes:
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Online education company Chegg is suing Google for AI Overviews and might become the first major company felled by AI. We go over the hitlist of others at risk of getting Chegged, including SEO-dependent publishers, SaaS companies and even the email newsletter industrial complex. Plus: Why Lenny Rachitsky has succeeded, the case against all-inclusive resorts and a debate on whether reading is dying or just in a format transition.
Troy’s at “advanced” tennis camp, so Brian and Alex discuss the shifting dynamics of the newsletter and video game markets. Newsletters are entering into bubble territory, while parts of the video game market are losing ground after a long run of robust growth. Plus: an urban redevelopment good product.
Media has never been neat, but it’s getting messier. This week, Brian and Troy explore how AI is reshaping the creative process, how different personality-driven brands thrive on particular platforms, and the developing messy aesthetic of modern media that’s spreading to earnings calls and product launches. Troy shares how OpenAI’s Projects feature changed his workflow, turning AI into a true research assistant. Anonymous Banker joins to break down AI’s irrational valuations and why X’s debt selling on par means Elon’s won. We also debate whether Substack will inevitably embrace advertising and how creators are navigating capital investments. Plus: a yacht rock documentary and Masa biography as dual good products.
This week, we examine the great realignment as tech and government unite to assert US tech dominance over ideas of digital sovereignty. Meanwhile, BuzzFeed plans its own social platform, despite toothpaste rarely going back into the tube. Plus: assessing OpenAI’s grandiose Super Bowl ad.