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75% of people globally want unbiased news (Pew Research) but are concerned they're not getting that.

Get balanced coverage with Symby. See how stories are covered across diverse outlets and spot when one side covers a story the other skips.

PODCAST

The Rebooting Show

Brian Morrissey

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)

news business news

All Episodes

44:35

What we learned about media in 2025

The Rebooting Show ·

2025/12/18

Axios media correspondent Sara Fischer and Breaker founder Lachlan Cartwright are two of the best reporters who are attuned to the daily changes to the media business. They joined me for a year-end episode that covers key themes of the year, including the rise of personality-driven reporting, the pressure on legacy newsrooms, and the politicized dealmaking that’s reshaping Hollywood.

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51:48

Inside The Washington Post's product strategy

The Rebooting Show ·

2025/12/16

This week I spoke with Washington Post CTO Vineet Khosla about the collision between a legacy shaped by perfection and a future shaped by iteration. We get into why the Post is pushing beyond the one-size-fits-all article, how conversational and personalized formats change the relationship between readers and reporting, and what it takes for a newsroom to think like a product organization without losing its editorial core. Vineet walks through the shift toward voice as an interface, the role AI will

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43:49

The post-pageview media model

The Rebooting Show ·

2025/12/11

Jason Wagenheim has lived the full arc of media’s transformation, from the late-stage magazine era to the current scramble to build durable franchises in a post-pageview world. We talk about how the shift to mobile foreshadowed the AI disruption now hitting publishers, why Football Co is leaning hard into creator-led video and social distribution, and how the World Cup has created a rare commercial tailwind for a sport that has finally broken through in the US. Jason breaks down the decline of the

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41:10

The AP's pivot to tech

The Rebooting Show ·

2025/12/09

The AP is quietly becoming a core supplier to the AI economy. I talk with Kristin Heitman, the Associated Press CRO, about how a 178-year-old cooperative built on serving newspapers is shifting to a business where newspapers now account for under 10 percent of revenue and tech companies already make up 15–20 percent, with that share expected to double over the next few years. We get into how AP prices its data, why recency has become the new battleground, the long-tail demand from companies building

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51:41

Building a post-scale media company

The Rebooting Show ·

2025/12/04

Defector is one of the clearest test cases of what comes after the scale era. Born out of the Deadspin walkout and structured as a worker cooperative, it has achieved something most digital media operations haven’t: five years of stability with zero staff turnover. I talk with Defector COO Jasper Wang about the upside of that model, the limits it imposes, hitting a subs ceiling, and why Defector is comfortable with the tradeoffs.

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56:57

Caliber's Ramin Beheshti on Gen Z news

The Rebooting Show ·

2025/12/02

Caliber CEO Ramin Beheshti says younger audiences who aren’t typing URLs into browsers and aren’t interested in being talked down to. We get into why the traditional news product is mismatched with how people actually consume information, why platform-native formats have beaten the homepage, and how Caliber is trying to build news that fits into people’s lives rather than demanding the reverse. Ramin explains the logic behind The News Movement, The Recount, Capsule, and the new SaySo app, and why he

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41:51

How Tangle became a $4m+ revenue, profitable news...

The Rebooting Show ·

2025/11/25

Isaac Saul started Tangle in 2019 without a platform job, a big name, or the institutional head start many Substack-era independents enjoyed. He describes himself bluntly: “When I started Tangle, I was a nobody.” In this episode, we talk about how he hustled his way from zero readers to a 450,000-person list and 70,000 paying subscribers, and how he’s trying to make the shift from a creator-led project to a durable media company. We get into his decision to add new voices, the limits of solo output,

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44:17

The Schneps Media local news playbook

The Rebooting Show ·

2025/11/20

The Schneps Media story is a blueprint for how local publishing can still work when it’s treated like a real business, not a civic charity. Josh Schneps explains how he and his mother built a diversified local empire by combining print, digital, and events into a single ecosystem that feeds itself. He talks about why print still drives more than half of their revenue, how they use events to build relationships and coverage, and why proximity—not scale—is the true advantage in local media. We also

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54:15

Inside The Economist’s Ferrari strategy

The Rebooting Show ·

2025/11/18

The Economist’s president Luke Bradley-Jones looks to Ferrari as an example of a brand that’s been able to use scarcity to drive value. Ferrari has avoided the trap of many luxury brands in chasing scale and in the process diluting their brands. While The Economist won’t limit the amount of people who can subscribe, it follows the less-is-more strategy in sticking to its legacy values and hand-crafted journalism while modernizing its distribution and presentation.

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54:08

How the NYT makes subs and ads work together

The Rebooting Show ·

2025/11/11

The New York Times has become the rare publisher proving that subscriptions and advertising can strengthen each other. Chief Advertising Officer Joy Robins explains how a subscriber-first model creates the engagement, trust, and data that fuel a thriving ad business. She also discusses how the Times’ bundle — from Games to The Athletic to Cooking — opened new surface areas for news-averse marketers, and why video is the big test for the NYT as it strives to become the Netflix of news.

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01:00:01

The Bulwark's anti-neutrality approach

The Rebooting Show ·

2025/11/05

Sarah Longwell, publisher of The Bulwark and founder of Republican Voters Against Trump, discusses why neutrality no longer works in political journalism. Longwell argues that legacy media’s “studied impartiality” has become a liability in a polarized, low-trust world—and that audiences now crave conviction over detachment. She explains how The Bulwark grew out of the ashes of The Weekly Standard to become a mission-driven newsroom defending liberal democracy, why she sees “no conflict, no interest”

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01:00:51

How Axios segments its audience

The Rebooting Show ·

2025/11/04

Axios CRO Jacquelyn Cameron breaks down how Axios thinks about audience segmentation in an age when every publisher says they’re “audience-focused.”Jacquelyn explains why Axios organizes around five core personas — influencers, C-suite executives, dealmakers and investors, communicators, and smart local professionals — and how each connects to a product, event, or revenue line. We get into how “no opinion” coverage is a competitive advantage in Washington, how local works when it’s “localized

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01:01:13

How TechCrunch rebuilt its email strategy

The Rebooting Show ·

2025/10/29

TechCrunch’s new owner faced a familiar challenge: modernizing an old tech stack built for a different era. Matt Gross, vp of digital initiatives at TechCrunch owner Regent, joins Beehiiv CEO Tyler Denk to discuss how they untangled years of tech debt, rebuilt email from the ground up, and reframed newsletters as core editorial products rather than traffic drivers.Note: This episode is part of a commercial partnership between The Rebooting and Beehiiv. Learn more about how Beehiiv works with

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54:17

Talking Points Memo's small-boat strategy

The Rebooting Show ·

2025/10/28

Josh Marshall, founder of Talking Points Memo, has spent 25 years steering a small, independent newsroom through every shift in digital media. He discusses how TPM survived the traffic era, why it avoided venture capital, and what he calls the “small-boat strategy” — building for resilience, not scale.

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50:36

The Monocle Playbook

The Rebooting Show ·

2025/10/21

Tyler Brûlé has built Monocle into one of the most distinctive media brands of the past two decades. At a time when others chased clicks and platforms, Monocle went the other way. It invested in print, opening cafés and shops, launching a radio station, and building a loyal global community. I sat down with Tyler at Monocle’s Paris café to talk about how he’s kept the brand consistent, why proximity to readers matters more than dashboards, and what lessons Monocle’s model holds for publishers trying

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51:17

A Spotify model for AI

The Rebooting Show ·

2025/10/13

Bots are taking over the internet, previewing a new world where agents interact and humans consume bot-created content. Cloudflare, a leading content delivery network, saw this coming.Cloudflare Chief Strategy Officer Stephanie Cohen told me that publishers reported less traffic to their sites and less human traffic. “Those numbers were 10 times worse than a decade ago.”This has broken the open web trade of the crawling right for traffic promise. Cohen said, “For some bots, the crawl-to-traffic

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50:40

Beehiiv's Tyler Denk on email's centrality

The Rebooting Show ·

2025/10/07

In this conversation, Beehiv CEO Tyler Denk joins me to discuss the evolving landscape of media, focusing on the importance of audience ownership and the role of email as a primary distribution channel. We compare Beehive and Substack, highlighting the differences in their approaches to monetization and audience engagement. We also zero in on trends in the newsletter space, including the shift towards niche content and sustainable business models. Finally, Tyler outlines Beehive's future roadmap,

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50:11

Publishers need to go back to basics

The Rebooting Show ·

2025/09/30

This episode is sponsored by PianoThe essential challenge for publishers is similar to most businesses: find a way to control their relationship with the customer.That means going back to basics, argues Trevor Kaufman, CEO of Piano, and giving people reasons to come directly to publishers. Too often published have chosen audience development tactic — fish where the fish are, etc — over sound business strategies, Trevor told me on the Rebooting Show ahead of this week’s Piano Academy in

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49:31

Rough Draft Atlanta’s ‘meaningful, not massive’...

The Rebooting Show ·

2025/09/23

Keith Pepper has a handy reminder of his goal with Rough Draft Atlanta: a Post-It note on his computer that reads simply “meaningful, not massive.”That’s the approach Keith has taken with Rough Draft Atlanta, a local news business focused on well-heeled areas of the Atlanta area that Keith has built after buying a clutch of community newspapers in 2020. Keith has mostly worked on the tech side of media his entire career, but he felt the pull to local news for the next phase of his career. We discuss

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51:54

Inside Forbes’s total monetization approach

The Rebooting Show ·

2025/09/16

Forbes CEO Sherry Phillips discusses how the 107-year-old brand is retooling for a far messier media market. Forbes is less a magazine than a platform that turns brand equity into revenue across multiple surfaces: advertising, branded content, newsletters, a licensing network that spans 67 editions in 43 languages, an e-commerce arm, and a fast-growing slate of more than 100 events that now account for up to 30% of revenue.

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201 results

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