
Show overview
The Rebooting Show has been publishing since 2021, and across the 5 years since has built a catalogue of 224 episodes. That works out to roughly 170 hours of audio in total. Releases follow a weekly cadence.
Episodes typically run thirty-five to sixty minutes — most land between 41 min and 53 min — and the run-time is fairly consistent across the catalogue. Roughly 43% of episodes carry an explicit flag from the publisher. It is catalogued as a EN-language News show.
The show is actively publishing — the most recent episode landed 2 days ago, with 23 episodes already out so far this year. The busiest year was 2025, with 55 episodes published. Published by Brian Morrissey.
From the publisher
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
View all 224 episodesInside Politico’s franchise playbook for Playbook
TV advertising has decentralized
Inside The Guardian's U.S. expansion
Journalism vs capitalism
Morning Brew’s direct thesis

Ep 219Axios bring the franchise model to local
Allison Murphy, COO of Axios, joined me to discuss the evolution of Axios Local five years in. Axios plans to be in 43 cities by the end of the year. It is adapting its franchise model to build around individual reporters. In this model, the journalist...

Ep 218Dealmaking atmospheres
Christian Muche built Dmexco into Europe's biggest digital marketing event, walked away, and then launched Possible in Miami Beach — after Martin Sorrell told him the world didn't need another marketing event. We talk about what it took to launch a new...

Ep 217The Puck model comes to food
EFormer Athletic and Puck exec Max Tcheyan is launching Caper, a media brand covering the power dynamics behind the restaurant world. Max explains why he thinks food media is where sports media was in 2016, how dining culture has become a status marker ...

Ep 216Reinvigorating the Philadelphia Inquirer
EThe Philadelphia Inquirer is a typical big city newspaper that's been in retreat for a generation. Now under a unique nonprofit ownership structure, the Inquirer grew revenue last year and turned an operating profit. CEO Lisa Hughes, the former New Yor...

Ep 215Inside Outside's media-as-flywheel strategy
ERobin Thurston raised $150 million to turn Outside into more than a magazine. He explains how the company married media brands with mapping apps, SaaS platforms, and a festival to reach profitability at $125 million in revenue.

Ep 214Journalism's product problem
EDmitry Shishkin, a veteran of the BBC and former CEO of Ringier International, has a back-to-basics suggestion: Journalism needs to adapt more of a product mindset. Too much of what newsrooms produce is basic news updates rather than acting as a utilit...

Ep 213Google wants search to die
ETaboola CEO Adam Singolda has built his company on open web publishing. He sees the dynamics of the open web changing, as the battle for AI surpremacy acclerates the shift from traditional web search, putting in motion a cascading series of second-orde...

Ep 212The platform logic of entertainment
EThe industrial logic of media, premised on scarcity, has been replaced by a platform logic that is no less centralizing. Meet the new boss. Entertainment industry veteran Darren Cross breaks down what platform logic is, and how it dictates what's made,...

Ep 211Food Fix's Helena Bottemiller Evich on optionality
EFood Fix's Helena Bottemiller Evich has achieved sustainability. She has a recurring revenue business that exceeds her salary at Politico, with a 10% free-to-paid conversion rate. This gives her the option to continue as is as a solo operation or expan...

Ep 210Yahoo's Kat Downs Mulder on the portal's comeback
EEverything comes back in fashion. Why not the portal? Yahoo is a true legacy brand of the internet. An OG portal that failed to stem the rise of Google, missed on buying Facebook and for the last four-plus years has been a ward of private equity under ...

Ep 209The connection economy
EIn this episode, I talk with James Capo, CEO of audience data platform Omeda, about why the traffic-driven media model has finally run out of road and what replaces it. We dig into the idea of a “connection economy,” where audience relationships—not pa...

Ep 208Content and community
ERecurrent CEO Andrew Perlman discusses how the publishing company is focusing its niche brands increasingly on events as it retools its model from the traffic era. Affiliate revenue is now a third of what it was at its peak, while experiential has rise...

Ep 207The open web needs a new economic model
EFor two decades, the economics of the open web rested on a simple bargain: platforms indexed content, publishers got traffic, and monetization happened downstream. AI breaks that loop by delivering answers without the click. This week, I’m joined by Do...

Ep 206The messiness of streaming advertising
EIn the second round of our TRB Conversations powered by EX.CO, I spoke to EX.CO CEO Tom Pachys about why the streaming landscape is even more chaotic than online advertising; Manas Mittal from Uber discussed why mobility advertising has become a new ca...

Ep 205Inside Vox’s talent-led franchise strategy
EThis episode features two conversations I had at CES as part of TRB Conversations, powered by EX.CO. First, a discussion with Vox Media CRO Geoff Schiller on the company’s bet on talent-led franchises, and why podcasts have become the proving ground fo...