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The Rebooting Show

The Rebooting Show

Hosted by Brian Morrissey

Episodes

256

Latest episode

Oct 2026

Language

EN

About the 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. https://www.therebooting.com/ (www.therebooting.com)

Listen to episodes

60 recent
October 15, 202640 min

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 ...

October 13, 202650 min

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...

October 6, 202656 min

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 ...

September 29, 202623 min

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...

September 22, 202630 min

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...

September 15, 202648 min

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...

September 8, 202640 min

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...

September 1, 202640 min

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...

August 27, 202612 min

EX.CO's Paul Jelinek on TV Advertising's 'Major Transformation'

Paul Jelinek, chief business officer at EX.CO ( https://EX.CO ), joined me in Cannes for TRB Conversations, powered by EX.CO ( https://EX.CO ), to lay out why CTV programmatic advertising is still in its early days — and why that's about to change fast...

August 25, 202640 min

The return of movie theaters

Never bet against the need of young people to get out of the home and socialize. Movie theaters are seeing a revival, driven by young audiences. Geoff Schiller, CEO of movie theater ad network Screenvision, joined me to discuss why this is a long term ...

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