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The Rebooting Show

The Rebooting Show gets into the weeds with those building and operating media businesses, giving an open view into how the smartest people in the media business are building sustainable media businesses.

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Inside the Anthropic IPO filing with CJ Gustafson

Inside the Anthropic IPO filing with CJ Gustafson

Brian Morrissey and Troy Young are joined by CJ Gustafson of Mostly Metrics to break down Anthropic's S-1: nearly $20 billion in trailing revenue, 1,400% growth, $6.6 million in revenue per employee, and where the accounting makes the margins look bett...

Nov 3, 2026

Google Zero by the numbers

Google Zero by the numbers

Sharon Profis, vp of audience innovation at Raptive, joins me to walk through what the company is seeing across its network of 7,000 publishers and creators. Google traffic is still declining, and the smallest sites are getting hit hardest. We get into...

Oct 22, 2026

Reuters' Paul Bascobert on the AI production shock

Reuters' Paul Bascobert on the AI production shock

Publishers know how to live through distribution shocks. AI is a different kind of disruption. Reuters president Paul Bascobert argues it’s a production shock, one that pushes the cost of commodity content toward zero and squeezes out any business with...

Oct 20, 2026

The anti-AI bet on print

The anti-AI bet on print

Adam Reek and Bradley Roe spent 16 years building Peloton magazine, sold it to Outside, and watched it get shut down. Then they started over. Fausto is a high-end print magazine about cycling as a lifestyle. Adam and Brad explain why they've opted out ...

Oct 15, 2026

Inside the knowledge creator business

Inside the knowledge creator business

Josh Kaplan is co-founder and CEO of Smooth Media, a talent management company for knowledge creators: people like Joanna Stern, Matt Wolf, Cat GPT and the Breaking and Entering guys. Smooth started out selling newsletter and consulting services to cre...

Oct 13, 2026

The Lever's David Sirota on challenging 'corporate media'

The Lever's David Sirota on challenging 'corporate media'

The Lever founder David Sirota joins me to discuss why corporate media still sets the terms of the political conversation, even as its business model weakens. We get into the opening for independent investigative outlets, why reader funding brings its ...

Oct 6, 2026

The Rebooting

Exploring the reinvention of media in a time of great change.

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