Episode (200)
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A jury says Meta and Google hurt a kid. What now?
Apr 02, 2026Today, we’re talking about the landmark social media addiction trials that just resulted in two major verdicts against Big Tech — one in California against Meta and Google, and another in New Mexico a...
Okta's CEO is betting big on AI agent identity
Mar 30, 2026My guest today is Okta CEO Todd McKinnon. Okta is a platform that big companies use to manage security and identity across all the many apps and platforms their employees use. Most of us run into it a...
Everyone hates Ticketmaster. Why'd Trump go easy on them?
Mar 26, 2026Today, we’re talking about the major antitrust lawsuit against Ticketmaster parent company Live Nation, and what it might mean for antitrust and competition law in general now that the Trump DOJ has d...
Confronting the CEO of the AI company that impersonated me
Mar 23, 2026Today, I’m talking with Shishir Mehrotra, the CEO of Superhuman, the company formerly known as Grammarly, which is still its flagship product. Back in August, Grammarly shipped a feature called Expert...
Paramount's $110 billion Warner Bros. gamble
Mar 19, 2026Today, let’s talk about the big Paramount-Warner Bros. Discovery merger. Right now, Paramount head David Ellison is very much acting like he’s over the finish line after outbidding Netflix, which walk...
Yahoo CEO Jim Lanzone on reviving the web's homepage
Mar 16, 2026Jim Lanzone is the CEO of Yahoo. It's basically impossible to sum up Yahoo's story over the last 25 years, but the short version is that once upon a time, Yahoo paid Google to run the search box on it...
Anthropic doesn't trust the Pentagon, and neither should you
Mar 12, 2026My guest today is Mike Masnick, the founder and CEO of Techdirt, the excellent and long-running tech policy blog. Mike has been writing about government overreach, privacy in the digital age, and othe...
Hasbro's CEO lets AI Peppa Pig help design toys
Mar 09, 2026Hasbro might be a toy company, but CEO Chris Cocks has spent the last several years pushing it more and more into the digital media, gaming, and collectibles space. That makes sense, since adults have...
Prediction markets want to be the news
Mar 05, 2026Today let’s talk about prediction markets, which continue to insert themselves into the news cycle and the news in increasingly weird, unsettling, and potentially illegal ways. My guest today is Liz...
Zillow's CEO on growth during a housing crisis
Mar 02, 2026Today, I’m talking with Zillow CEO Jeremy Wacksman. Zillow is one of those apps that really exemplifies what you might call the smartphone era of software: the company built a great mobile app for loo...