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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)

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All Episodes

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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51:55

How Essentially Sports navigates shifts

The Rebooting Show ·

2025/09/09

This week, I spoke to Essentially Sports cofounderSuryansh Tibarewal about how it is adapting its strategies in a time of traffic flux. Essentially sports is a high volume web publisher, one i’d consider as a classic pageview publisher. Suryansh and I discuss how essentially has continued to benefit from Google Discover, shifting its business model to focus more on direct sold revenue rather than programmatic and how its fan perspective is a differentiator in a crowded category.

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52:58

Monetizing cowboys

The Rebooting Show ·

2025/08/31

This episode is sponsored by Piano. Check out the new report from The Rebooting and Piano that examines how revenue leaders at publishers are taking a "total monetization" approach.Deirdre Lester is no stranger to how sports brands can influence culture. She served for four years as the CRO at Barstool as it grew well beyond its roots in sports banter to develop several revenue streams. At Teton Ridge, Deirdre sees a similar opportunity in the niche of Western sports like rodeo.Teton Ridge is

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49:55

Greater Long Island's scrappy approach to local

The Rebooting Show ·

2025/08/26

Mike White built Greater Long Island from a one-man blog in Patchogue into a regional news brand spanning Suffolk and Nassau counties. A veteran of the New York Post and Daily News, Mike took a scrappy, bootstrapped approach—publishing five stories a day, focusing on what neighbors actually care about, and treating advertisers like partners. We talk about how hustle, service journalism, and local roots can sustain media businesses when so many others are shrinking.

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57:19

Impact Alpha's 'hometown paper' approach

The Rebooting Show ·

2025/08/19

David Bank left the Wall Street Journal after a long run covering tech and philanthropy and assigned himself to a new beat in impact investing, a world of private capital being directed toward social good that legacy outlets largely ignored. That journalistic instinct grew into Impact Alpha, which over the past decade has grown into what David calls the “hometown newspaper” for the “agents of impact”: investors, entrepreneurs, and institutions rethinking finance.In this conversation, we talk about

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57:59

Atlas Obscura's next chapter

The Rebooting Show ·

2025/08/11

Louise Story, CEO of Atlas Obscura and veteran of The Wall Street Journal and The New York Times, joins me to talk about steering a beloved travel brand into its next chapter. We discuss her decision to wind down the in-house experiences business, why brand partnerships — especially with tourism bureaus — are now the company’s core revenue stream, and how she plans to turn Atlas Obscura’s community into the foundation for a robust travel-planning app. Louise also shares how her product background

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49:20

Moving up the pricing curve

The Rebooting Show ·

2025/08/05

Adi Ignatius, editor-at-large of Harvard Business Review, discusses how HBR is expanding beyond traditional subscriptions with the launch of HBR Executive, a $700 premium tier aimed at senior leaders. We talk about the shift from volume to value in media, the importance of ARPU, the tension between brand legacy and innovation, and how publishers can better monetize the most valuable parts of their audience.

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49:25

How Variety straddles B2B and B2C

The Rebooting Show ·

2025/07/28

Variety co-editors-in-chief Cynthia Littleton and Ramin Setoodeh joined me to discuss how they strike this balance. We talk about how you treat publications as bigger brands, why print still matters in these models, the changing nature of celebrity in a creator era, how Variety builds franchises like Actors on Actors and the challenges facing the entertainment industry.

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50:08

Substack's OnlyFans opportunity

The Rebooting Show ·

2025/07/18

Substack's recent funding got a lot of attention for the headline valuation number, as all fundings do, but it's more interesting to examine what its new investment and investors say about the direction of the company. In this episode, I'm joined by Anonymous Banker to break down where Substack goes next and why OnlyFans is a better comp for its aspirations than YouTube.

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47:33

The return of brand marketing

The Rebooting Show ·

2025/07/15

Of all the areas AI is poised to overturn, marketing is at the top of the list. In truth, Silicon Valley has long held marketing is low esteem. Google CEO Eric Schmidt once sniffed that brand marketing is "the last bastion of unaccountable corporate spending." The mathification of marketing will go into hyperdrive, as AI is used to create some kind of agentic ecosystem of bots persuading bots. All of this is great scifi to Anonymous Brand Marketer, a Fortune 500 marketer who sees as much BS as

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52:04

Inside the Minnesota Star Tribune’s Revival

The Rebooting Show ·

2025/07/08

Steve Grove spent over a decade inside Big Tech before returning home to Minnesota to run the Star Tribune. In this episode, we talk about what it takes to rebuild a local newspaper into a modern civic institution. Grove discusses why he left Google, how he’s restructured the Star Tribune’s newsroom and business model, and why local relevance—not scale—is the bet. From rebranding the paper and redesigning its digital products to narrowing its editorial focus and launching new revenue streams, Grove

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56:39

An AI grand bargain for publishers

The Rebooting Show ·

2025/07/01

Generative AI is upending the long-standing relationship between publishers and the platforms that distribute their content. As tools like ChatGPT and Google’s AI Overviews deliver direct answers, the incentive to click through to publisher sites is disappearing. In this episode, I talk with Annelies Jansen, chief business officer at ProRata, about the need for a new economic model—one that accounts for how publisher content is used and ensures creators get paid. We discuss the risks of a bifurcated

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01:00:27

Inside Vox Media's podcast strategy

The Rebooting Show ·

2025/06/23

On this week’s episode of The Rebooting Show, I spoke with Vox Media president of revenue and growth Ryan Pauley about how the publisher has become a podcasting juggernaut, with Pivot, Decoder and Today Explained franchises. Ryan discusses the “Lego approach” that snaps together different business models, with some podcasts as owned and operated and others as partnerships. We also get into the rebundling and how media companies like Vox can link with creators to provide the sales and distribution

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37:22

The modernization of Cosmo

The Rebooting Show ·

2025/06/16

We held a live recording of The Rebooting Show from the Hearst House in Cannes. I spoke toCosmopolitan editor-in-chief Willa Bennett and Hearst global CRO Lisa Howard about how Cosmo is evolving from a magazine and website into a multiplatform brand that aims to establish itself with a new generation as its guide to love and relationships. In this phase, a brand like Cosmo’s social handles on Instagram (4 million followers) and TikTok (890k followers) are just as important as the print magazine,

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21:40

The blurring of institutional and independent media

The Rebooting Show ·

2025/06/12

On this crossover episode, Semafor’s Ben Smith and Vox Media’s and Business Insider’s Peter Kafka join me to discuss the quickly vanishing divide between institutional media brands and independent upstarts. This is the second part of three part conversation. To listen to part one, visit Semafor’s Mixed Signals. Part 3 is available on Vox’s Channels. Mixed Signals with Ben Smith and Max Tani - https://link.chtbl.com/SemaforMixedSignalsChannels with Peter Kafka - https://pod.link/recodemedia

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187 results

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