
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. https://www.therebooting.com/ (www.therebooting.com)
Latest episodes

12 snips
Jan 28, 2025 • 60min
The outlook for AI and publishing in 2025
Pete Pachal, a seasoned news editor and author of The Media Copilot newsletter, dives into the compelling dynamics between AI and the publishing industry. He discusses the groundbreaking Deepseek model from China and its implications for the global media landscape. The conversation also highlights the challenges publishers face in adapting to basic AI applications, the evolving role of AI in journalism, and how user experiences in search are shifting. Pachal warns of potential misjudgments in the emerging AI market and emphasizes the need for balance between human authenticity and technological advancement.

Jan 20, 2025 • 54min
Axios' Sara Fischer on the alternative media's growth
This 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 creators — and steps it will take to adapt. Three key ones:Embrace curiosity. Much of institutional media feels like a set piece. Cable news shoutfests are obviously performative. Fact checks often come off as assembling facts to back up a preordained conclusion. Some of the most popular and influential independent creators present as curious. Speaking truth to power is not enough.Build around trusted voices. Later this month, Axios will roll out a membership program built around Sara’s Media Trends newsletter. Axios CEO Jim VandeHei has spoken of the need to elevate “stars,” particularly as AI does Smart Brevity by default. The market will drive this as unique talent has more options than ever — and the risk:reward ratio is often scrambled in the Information Space as the solo path is less risky and offers greater potential rewards. Pick a lane. The current news market is geared to ideological publications The Free Press, The Daily Wire, etc – leaving an opening for nonpartisan news, as hard as that is to pull off. Thanks to EX.CO for sponsoring this series.

Jan 13, 2025 • 50min
Big Tech in 2025
On 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:The slightly unseemly kowtowing to the incoming Trump administrationOpenAI’s wonky economicsAlex’s bet on AI “companions”Why X has proved doomsayers wrongThe bright spot of individual creators amid a lot of media industry gloomCheck out the Big Technology newsletter and podcast. Learn more about TRB partner EX.CO's expansion of its award-winning ad server to upgrade programmatic auctions in CTV and digital-out-of-home environments.

Jan 6, 2025 • 56min
The end of affiliate arbitrage
Mike 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. The hopeful view: The efforts to stamp out affiliate arbitrage will ultimately reward those who put in the work to create high-quality content that’s actually useful, as opposed to churning out affiliate content to arbitrage their brand’s high ranking in the search results pages. As Mike points out, "Without huge arbitrage opportunities, affiliate is a bad business model... We had a 10-year golden era of arbitrage that made affiliate a great business model.”

Dec 12, 2024 • 47min
How Gannett is adapting for an AI era
Join Kristin Roberts, Chief Content Officer at Gannett, Imtiaz Patel, Chief Consumer Officer, and Renn Turiano, Chief Product Officer, as they explore the transformative impact of AI on media. They explain how Gannett is reinventing article formats to boost local engagement and enhance user experience. The trio discusses the delicate balance between traditional practices and AI innovations, grapples with subscription fatigue, and shares strategies for constructing effective performance-driven advertising in an increasingly digital landscape.

Dec 2, 2024 • 14min
How Metro increased traffic by publishing less
Sofia Delgado, Director of Audience at Metro, shares her insights on reinventing a media organization that faced a sharp traffic decline. After reevaluating its strategy, Metro saw a 50% traffic increase by producing 25% fewer articles. Sofia discusses the importance of prioritizing quality content over quantity and adapting to the changing digital landscape influenced by algorithms. She also emphasizes the necessity of internal team alignment and effective communication to navigate this transformation, showcasing a successful approach to audience engagement.

Nov 19, 2024 • 34min
Mark Penn on the state of the news business
Mark Penn, CEO of Stagwell Group and a seasoned political strategist, shares insights on the evolving news landscape. He discusses how shifting audience trust impacts media consumption, emphasizing the importance of impartiality for news organizations. Penn warns against the dangers of catering to ideological audiences, which could weaken media's cultural influence. He also examines the complex relationship between advertisers and news, arguing that brand safety concerns are often overstated. Finally, he suggests that media can thrive by adopting strategies from political campaigns.

Nov 5, 2024 • 41min
The new search wars
AI-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 adding AI summarization to its results. By 2028, Activate expects that to rise to 36 million. The open question is whether publishers can stem this tide. Michael Wolf, the CEO of Activate, sees a fundamental shift in the search market, as generative AI can currently handle about 40% of searches as an open web discovery tool. He expects the rest of searches will follow suit over the next five years as the fundamental nature of the open web changes. This will lead to search becoming the front end to what Wolf calls "gated web discovery" and eventually "discovery-led transactions."

Oct 28, 2024 • 44min
The evolution of Blockworks
Blockworks 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 business. This kind of shift is hard to pull off. Among the issues we discuss:Using podcasts for broad reach and affinityNews as a credibility driverPulling back on B2C events to focus on B2BUsing media to drive “negative CAC” for information servicesImplementing a “house of brands” strategy

13 snips
Oct 22, 2024 • 55min
Defector’s Jasper Wang on slow growth
Defector 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 paying subscribers supporting a $4.6 million business. At the same time, the company saw revenue growth drop to 2.2% from 18% last year and 16% in 2022.Defector's Jasper Wang joined me to discuss Defector’s plans to expand its ad revenue, the inevitable challenges of fast decisionmaking in an employee-owned business, the “lean stack” approach of outsourcing as many publishing and corporate functions as possible, and the growth of its Normal Gossip podcast and diversification of Defector’s audience.
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