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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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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 Atlantic’s Nick Thompson on preparing for a post-web world

The Atlantic’s Nick Thompson on preparing for a post-web world

The Atlantic CEO Nick Thompson is preparing for a media business where the web plays a far smaller role. That could mean more print issues, stronger relationships between readers and individual writers, and new ways to get paid when AI agents become th...

Sep 29, 2026

The Guardian's Anna Bateson on adapting to AI

The Guardian's Anna Bateson on adapting to AI

The Guardian CEO Anna Bateson is a realist. She sees the need to prepare for when publishers are connecting information to AI pipes. “Our website may become something that is more of a service to agentic audiences rather than where you have the majorit...

Sep 22, 2026

The mushy middle of AI adoption

The mushy middle of AI adoption

Publishers are adding AI tools, but the news product remains largely unchanged. Martin Schiori, former deputy publisher and AI lead at Sweden’s Aftonbladet and now co-founder of newsletter startup Hint Media, joins Brian Morrissey to discuss where that...

Sep 15, 2026

Playboy's next act

Playboy's next act

Playboy is rebuilding itself as a lifestyle brand for a new era. President David Miller joins me to discuss why content is now the brand’s marketing engine, the return of the magazine, and Playboy’s expansion into licensing, events, membership and hosp...

Sep 8, 2026

Media's life after the pageview

Media's life after the pageview

Complex president Moksha Fitzgibbons joins Brian Morrissey to discuss the company’s evolution from an advertising-dependent publisher into a business spanning media, commerce and live events. They examine why content and commerce usually fails, how Com...

Sep 1, 2026

The Rebooting

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

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