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The Rebooting Show
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... more

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Episodes

Dynamo's Nicholas Carlson's pivot to video

Nicholas Carlson spent nearly a decade building Business Insider into a video powerhouse to complement its webpage model. Now, with... more

13 May 2025 · 1 hour, 6 minutes
Anonymous Banker's bleak view of the media M&A market

I spoke with Anonymous Banker, an M&A advisor with a front-row view into the market for buying and selling digital... more

07 May 2025 · 1 hour, 6 minutes
Inside HubSpot's go-direct media playbook

Kyle Denhoff, head of audience development for HubSpot Media, joined me to talk about how HubSpot has built one of... more

29 Apr 2025 · 50 minutes
The Ankler's Janice Min embraces more with less

Janice Min joins to talk about building The Ankler into a focused, profitable media brand—and why she believes the future... more

22 Apr 2025 · 1 hour, 4 minutes
Spin's IP strategy

Once a music magazine that competed with Rolling Stone to define cool in the pre-internet era, Spin is no longer... more

14 Apr 2025 · 56 minutes
The Daily Upside's niche strategy

Inn this episode, The Daily Upside's Patrick Trousdale explains how niche products like Advisor Upside and ETF Upside are helping... more

08 Apr 2025 · 45 minutes
Semafor's Rachel Oppenheim on stakeholder media

Stakeholder media is how a media company can stay influential and build a real business—especially now, when scaled ad models... more

01 Apr 2025 · 55 minutes
Inside Dude Perfect’s highly profitable business model

An enduring challenge of the media business is finding leverage in models. This used to be fairly straightforward. Newspapers had... more

25 Mar 2025 · 45 minutes
Morning Brew's Robert Dippell on moving into B2B

Morning Brew CEO Robert Dippell joins me to break down the fundamental differences between consumer and B2B media, why so... more

17 Mar 2025 · 50 minutes
Adam Ryan on why newsletters are a channel, not a business model

Adam Ryan, CEO of Workweek, joined me this week to discuss his recent warning that the newsletter sector is overheated.... more

10 Mar 2025 · 53 minutes
The Rebooting Show
Dynamo's Nicholas Carlson's pivot to video
The Rebooting Show
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