
The Rebooting Show
254 episodes — Page 3 of 6

Ep 154Adam Ryan on why newsletters are a channel, not a business model
EAdam Ryan, CEO of Workweek, joined me this week to discuss his recent warning that the newsletter sector is overheated. Some points from the conversation: Newsletters are a commodity. The number of newsletters is growing faster than the number of reade...

Ep 153B2B lessons for B2C
ESean Griffey, until recently the CEO of Industry Dive, joined me on The Rebooting Show to discuss the big things Industry Dive, and by extension a lot of B2B, got right. Sean was rarely mentioned in the collection of digital media CEOs of the recent de...

Ep 152BuzzFeed's Jonah Peretti on where social media went wrong
EBuzzFeed has always been a company that plays with the boundaries of media, technology, and internet culture. From its early days mastering viral content to its ill-fated attempt to build a sustainable news division, the company has been in a constant ...

Ep 151Ad tech comes to TV
EThe worlds of TV and internet publishing operated separately. The platforms, the dynamics and even the language used was completely different. Linear TV was brand focused and driven by scarcity dynamics while the internet quickly became a direct market...

Ep 150The outlook for AI and publishing in 2025
EThis week, I'm joined by Pete Pachal, a publishing veteran who writes The Media Copilot newsletter that focuses on the intersection of the news business and AI. Pete and I discuss the recent breakthrough with Deepseek, and what it means beyond Silicon ...

Ep 149Axios' Sara Fischer on the alternative media's growth
EThis is set up to be a banner year for alternative media. Axios senior media reporter Sara Fischer joined me on The Rebooting Show to discuss why institutional media has lost power and influence to an assortment of podcasters, YouTubers and independent...

Ep 148Big Tech in 2025
EOn this week’s episode of The Rebooting Show, I was joined by Alex Kantrowitz, who writes the Big Technology newsletter and hosts a podcast of the same name, in order to discuss the year ahead in tech platforms. We covered a lot of ground, including: T...

Ep 147The end of affiliate arbitrage
EMike Mallazzo, writer of the reliably excellent Zero Clicks newsletter from Martech Record and a veteran of digital publishing and marketing, joined me on The Rebooting Show to discuss the state of affiliate and what to expect in the category in 2025. ...

Ep 146How Gannett is adapting for an AI era
EIn this live podcast, I spoke to Imtiaz Patel, chief consumer officer; Kristin Roberts, chief content officer; Jason Taylor, chief sales officer; and Renn Turiano, chief product officer. We discussed rethinking the article page, the imperative to provi...

Ep 145How Metro increased traffic by publishing less
EAt Metro, the free London newspaper, the comedown from the traffic era was jarring. At the end of 2022, with Facebook turning off the traffic taps to news and a Google update hitting, overall traffic dropped in half, Metro’s director of audience Sofia ...

Ep 144Mark Penn on the state of the news business
EStagwell CEO Mark Penn is a veteran of politics. In this discussion, he examines how shifting audience behaviors and trust patterns are reshaping where Americans get their news. The conversation delves into the thorny challenges of advertising on news ...

Ep 143The new search wars
EAI-powered search engines have clawed a foothold in the critical search market that controls distribution on the open web. Media management consuling firm Activate estimates 15 million people are using these answer engines rather than Google, which is ...

Ep 142The evolution of Blockworks
EBlockworks CEO Jason Yanowitz discusses how Blockworks has evolved the company from an events business to podcast network to news provider to becoming a data and information play with media, events and franchises feeding the core data and research busi...

Ep 141Defector’s Jasper Wang on slow growth
EDefector Media, the sports and culture publication launched four years ago by former Deadspin writers, is an example of the mixed picture for the future of the media business. On the plus side, it is a profitable, employee-owned publication with 42,500...

Ep 140Building independent media businesses
EI was joined by Reid DeRamus to discuss the strategic and tactical decisions that go into building an independent media business. We discuss everything from choosing a business model, using the leverage of individual reputation, the value of consistenc...

Ep 139AI in the newsroom
EIn this Spotlight episode, Josh Brandau, CEO of The Rebooting partner Nota, discusses how AI can be a critical tool for newsrooms in a more-with-less era. osh is a publishing veteran having been CRO and CMO at the Los Angeles Times. That informed his d...

Ep 138Fitt Insider's Anthony Vennare on niche media models
EFitt Insider, a media brand for the fitness and wellness industry, is a good example of the type of media brand that hits on many of the current trends in the industry: Niche. The fitness and broader wellness industry is a growing area that will only e...

Ep 137How Front Office Sports went from college project to $10m in revenue
EThis week, I was joined by one of my favorite media entrepreneurs, Adam White. Adam has built Front Office Sports from a college project to the $10 million in revenue mark, with backing from Jeff Zucker's Redbird IMI. Some of the topics we covered: Why...

Ep 136Why sports are winning
EAdam Mendelsohn operates at the nexus of sports, media, business and culture. Adam is a longtime advisor to LeBron James and his business partner Maverick Carter. He’s a communications advisor to many athletes and companies. And he’s recently rolled ou...

Ep 135Google on trial
EThis week marks an important moment in the history of digital advertising as the U.S. Department of Justice presses its case that Google is a monopolist in ad tech. The seeds of this case were planted in 2007, when Google bought DoubleClick, a critical...

Ep 134Scott Messer on publishing’s “pivot to everything”
EScott Messer is founder of media advisory firm Messer Media and former svp of media at Leaf Group. Scott is in the weeds on the digital ad ecosystem, and he broke down the current state of play for publishers. We discussed why traffic declines are stil...

Ep 133Winning at affiliate
EIn a spotlight episode of The Rebooting Show, I spoke with Affinity Global CEO Lavin Punjabi for his view of how publishers adapt their affiliate operations. Affinity operates NucleusLinks, an affiliate operations platform that serves as something akin...

Ep 132A confusing time for mass brands
EOn this week’s episode of The Rebooting Show, I was joined by Ana Andjelic, a veteran brand executive and writer of the Sociology of Business newsletter. I wanted to try an episode with Ana because we focus on different ends of the media ecosystem. Amo...

Ep 131How AI will impact publishing
EThis week, we are wrapping up a series on The Rebooting Show that examines the role of product at a time of distribution and monetization shifts. The twin themes that emerged are that publishers are increasingly focused on direct relationships with aud...

Ep 130Post-platform product development
EAt the Media Product Forum earlier this month, I spoke with Gannett head of product Renn Turiano, Hearst Newspapers chief commercial officer Bridget Williams and Millie Tran, chief digital content officer at the Council on Foreign Relations. The conver...

Ep 129How Dotdash Meredith and The Daily Beast approach product
EAt last week’s Media Product Forum, which The Rebooting held in collaboration with WordPress VIP, I had a discussion with Dotdash Meredith chief product officer Adam McClean and The Daily Beast svp of product Samantha Winkelman about their respective p...

Ep 128Bloomberg Media’s audience-focused approach to product
EIn a session recorded at The Media Product Forum in NYC, Bloomberg Media global head of product Marissa Zanetti-Crume shares how the media organization takes an audience-focused approach to building products. Marissa highlights the importance of unders...

Ep 127The God metric for audience value
EIn a discussion held in Cannes, I sat down with Jason White, chief product and technology officer at The Arena Group, and Johanna Bergqvist, general manager of the managers at The Rebooting partner EX.CO. A part of the conversation that resonated was h...

Ep 126Inside Hearst's New Data Play
EIn a session recorded at the Cannes Lions, Hearst Magazines CRO Lisa Ryan and Jen Dorre join the show to discuss how the publisher is responding to the shifts in advertising to performance-focused channels, including retail media and platforms. Skip to...

Ep 125The Math is Mathing
EIn this episode recorded at the Dotdash Meredith villa in Cannes, Dotdash Meredith CEO Neil Vogel and Axios senior media reporter Sara Fischer discuss the impact AI is set to have on the publishing business. Skip to topic: 00:00 Introduction 03:04 Chal...

Ep 124Can ads support news?
EThis episode from Cannes of The Rebooting Show, presented by Outbrain, features David Kostman (CEO of Outbrain), Kate Scott-Dawkins (Global President for Business Intelligence at GroupM), and Johanna Mayer-Jones (chief advertising officer of the Washin...

Ep 123Semafor’s Ben Smith on Newsroom Wars
ESemafor editor in chief Ben Smith sees a fragmenting media landscape and impatient owners running headlong into the peculiarities of newsroom culture, where bosses have never had an easy time. Enter the hard-charing Brits. Also: check out Ben’s new pod...

Ep 122The Washington Post’s Turnaround Plan
EIn the wake of Jeff Bezos buying The Washington Post in 2013 and the heady “Democracy Dies in Darkness” days following the 2016 election, The Washington Post was considered a credible rival to The New York Times. That’s no longer the case. New CEO Will...

Ep 121The Depth Era
EPublishing is shifting from prioritizing breadth to rewarding depth. That starts with understanding the audience — and its segments — more granularly in order to create a more sustainable and varied business foundation. Cory Munchbach, CEO of BlueConic...

Ep 120Audio in the AI Age
Scott Porch, founder of Big IP, which operates the business side of several popular lifestyle podcasts like The John Campea Show, Happy Sad Confused, Star Wars Explained, discusses that state of podcasting, and how it is morphing. He acts as something ...

Ep 119Chaos in the SERP
Detailed.com's Glen Allsop breaks down the massive Google update roiling the publishing world as Google attempts to gain control of spammy results. Glenn breaks down the winners and losers, why big publishers have come to depend on SEO and often push t...

Ep 118The Wall Street Journal's Emma Tucker on audience-first publishing
Emma Tucker was named the editor-in-chief of The Wall Street Journal (and Dow Jones Newswires) in early 2023. She was brought in with a mandate to shake up the Journal in a media market that Emma describes as changed “beyond recognition.” The Journal i...

Ep 117NYU's Jay Rosen on the economics of news
Jay Rosen, a professor of journalism at NYU, discusses the diminished state of the industry, promising nonprofit models and new funding models that subsidize public service journalism since the economic foundations supporting it have crumbled, and The ...

Ep 116The pivot to intentional audiences
I’m joined by Matt Cronin, founding partner at House of Kaizen, which works with publishers and other companies with recurring revenue businesses to align their business goals with audience needs through customer experience frameworks. Some highlights ...

Ep 115Investigating the influencers
On this week’s episode of The Rebooting Show, I spoke to writer John McDermott about his recent expose of self-help guru Jay Shetty and what it says about the chaotic Information Space. We delve into the paradox of influencer culture, where authenticit...

Ep 114The bootstrapped path
Stephanie Kaplan Lewis founded Her Campus in 2009 with Annie Wang, and Windsor Western as college undergraduates. They saw a need for college women to have a publication made for them by other college women. Her Campus has grown since then as a profita...

Ep 113Audience-first publishing
Matt Cronin is a founding partner at House of Kaizen, a consultancy that works with publishers and other companies on recurring revenue growth. House of Kaizen, which is a sponsoring partner of The Rebooting, uses research-backed experiments to foster ...

Ep 112Mosheh Oinounou on elitist bias in news
Mosheh Oinounou, a broadcast news veteran, started posting summaries of the news of the day during the early days of the pandemic. He found they were resonating, and over the past few years, Mo News has amassed 440,000 followers on Instagram for news d...

Ep 111Introducing The Rebooting memberships
The Rebooting is launching paid memberships. All the details are on therebooting.com. In this episode, I speak to my collaborator Reid DeRamus, founder of Caddie Labs, which is working with me on implementing and growing memberships. Rather than discus...

Ep 110Life after the pageview
Digital media veteran Scott Messer discusses the structural changes to the publishing business, from the deprecation of the third-party cookie to the critical role search plays in many publishing businesses. Scott is a longtime digital media exec who u...

Ep 109The Juggernaut’s bet on subscriptions
This week on The Rebooting Show, I spoke to The Juggernaut’s founder and CEO Snigda Sur. We discussed the need she saw for a publication focused on South Asians, going through Ycombinator as a media company, using subscriptions as a base of a business ...

Ep 108Tastemade's twist on the cable model
This week, I caught up with Larry Fitzgibbon, the CEO of Tastemade. I think of Tastemade as an original digital video brand, ahead of its time in many ways since it was founded back in 2012, before streaming was even a thing. This was an era when onlin...

Ep 107The year ahead for the media business with Sara Fischer of Axios
The media business in 2024 To kick off the year on The Rebooting Show, I spoke to Axios senior media reporter Sara Fischer about the main themes of the year ahead. Among the topics we covered: The value of identifying patterns from the torrent of news ...

Ep 106Building lasting subscriptions programs
I spoke to Matt Cronin, founding partner of House of Kaizen, a consultancy that works with publishers on their subscription and recurring revenue products. Among the topics we covered: fixing misaligned incentives in publishing whether peak subscriptio...

Ep 105Podcasting as 'nuance media'
Matt Reustle, CEO of Colossus, a business-focused podcasting network that’s home to Invest Like the Best, Business Breakdowns and Founders, sees podcasting as an antidote to many of the ills of algorithmic media. “To me, it's the highest trust media. I...