He Dressed as a Bear to Scam a $400K Rolls-Royce

About this episode

Kevin Rose and Alex catch up on technology, entrepreneurship, and a bizarre insurance scam involving a bear suit.

Basic Intelligence: https://basic.in Kevin Rose left venture capital to start an incubator. Plus: robots outrunning people, Apple's AI miss, and the greatest insurance scam involving a bear suit. Kevin and Alex hadn't seen each other in over a month and had a lot to catch up on. Kevin walked through why he stepped away from TruVentures after nine years to go back to building full time - and what he's been working on at Basic Intelligence. The short version: he crawled 9 million connections on X and built a recursive ranking system that surfaces the 1,000 people who actually drive AI discovery. The algorithm works so well that Kevin isn't even in his own top 1,000. They also dug into Apple replacing Tim Cook with John Ternus and whether Tim missed the AI window when he had Siri in every pocket. A bipedal robot beat the human half marathon world record by 7 minutes - one year after the fastest robot took 2 hours and 40 minutes. Amazon dropped another $25 billion into Anthropic, whose Mythos model just found exploits in OpenBSD after 12 years of zero breaches. Alex is hand-building a mechanical watch and won't shut up about it. And they close with the best insurance scam you've ever…

People in this episode

Host: Kevin Rose

Guest: Alex

Topics covered

• venture capital
• AI technology
• insurance scams
• robotics
• entrepreneurship
• comedy

Keywords

• Kevin Rose
• Basic Intelligence
• AI discovery
• insurance scam
• robotics
• Apple
• Tim Cook
• Rolls-Royce

Mentioned in this episode

Organizations: Basic Intelligence, TruVentures, Apple, Amazon, Anthropic, OpenBSD

Products: Rolls-Royce

More episodes of Diggnation (Rebooted)

• Hard Truths: Layoffs, Bots, and What's Next for Digg · March 18, 2026 · 1h 11m
• Kung Fu Robots Are Here and We Should Be Worried | AI Jobs, OpenClaw, and a $16M Pokemon Card · February 18, 2026 · 1h 11m
• OnlyFans on Digg, Foldable iPhones in 2026, and Why the Metaverse Is Officially Over · January 21, 2026 · 1h 2m
• LEGO Got Smarter, Planes Land Themselves, and Hooters Is Rebranding Again · January 7, 2026 · 1h 21m
• Diggnation Holiday Highlights | AI, Mike Tyson, Retro Cars & More · December 24, 2025 · 40 min
• Netflix Wants HBO, Founders Want Manners, and AI Wants Your Face · December 10, 2025 · 1h 25m