Lots of people start media companies using money from rich people. Jason Koebler and his colleagues did it themselves, using a grand total of $4,000. That was back in the summer of 2023. Now 404 Media, the tech news + investigations site they started after leaving Vice Media, is a success story. Koebler tells us how they started, how it’s going, and what he’ ... Show More
Jul 15
Inside Podcasting’s Fight Over Netflix, YouTube, and Creator Control
Chris Balfe is the CEO of Red Seat Ventures, the company behind some of the biggest names in podcasting, including Megyn Kelly, Tucker Carlson, Bill O’Reilly, and, more recently, Kill Tony. Since we last spoke, Red Seat has been acquired by Fox, making it one of the company’s big ... Show More
45m 24s
Jul 8
"We’re in a Race Against Time," Joe Kahn on Running the New York Times in the Age of AI Slop
Joe Kahn runs the New York Times newsroom, which means he runs the most powerful news operation in the world. He joins me to talk about what that power is for — and why he thinks the Times’ next big transformation is video, and why the paper is in “a race against time” to compete ... Show More
1h 4m
Jul 1
Encore: Inside Joe Weisenthal's brain
We originally published this interview with Bloomberg's Joe Weisenthal on Feb. 11, 2026, and it's one of my favorite chats of the year. We'll be back with a new conversation on July 8. If Joe Weisenthal didn’t exist, the internet would have to invent him. Because Joe Weisenthal i ... Show More
58m 16s
Sep 2024
Not an Internet Error: How 404 Media Aims to Shake Up Online Journalism
<p>Last summer, OTM host Micah Loewenger <a href="https://www.wnycstudios.org/podcasts/otm/segments/rise-worker-owned-journalism-on-the-media">reported a piece</a> about the rise of worker-owned newsrooms: Hell Gate, a local New York publication, and Defector, a national outlet f ... Show More
20m 14s
Nov 2020
#132 - A Simple Email Hack That Generated Millions, The World's Cheapest Billionaire, and A Simple Startup Idea No One Has Done
Shaan Puri (@ShaanVP) and Sam Parr (@TheSamParr) discuss: - The crazy story of J. Paul Getty (Billy of The Week) - The importance of acting the part and story telling in creating your personal brand - What do all successful people have in common? Can you not be intense and be suc ... Show More
55m 51s