He Built LLMs in 2016 and Still Trusts Gut Over AI

What if the key to smarter business decisions isn't more data, but knowing when to trust yourself over the algorithm? In this episode, Sean sits down with Robert Indries, a builder and investor who was working with large language models back in 2016, long before AI became a boardroom buzzword. Robert shares why, despite his deep technical background, he still believes human intuition catches what AI cannot, especially when it comes to detecting deception during company acquisitions. You'll hear how his team uses a rigorous due diligence process of up to 170 questions to surface hidden problems before they become costly headaches, and why the best questions on that list came directly from painful past experience. Robert also breaks down how he thinks about failure tolerance in acquisitions, including why growing a company's value before a black swan event can mean the difference between a loss and getting your money back.──────────────────────────────────────────────────────📚 NETWORK BEFORE YOU NEED IT (6 LESSONS THAT MADE SEAN $15M)──────────────────────────────────────────────────────Get my brand new eBook free - https://welivetobuild.com/network──────────────────────📋 WORK WITH ME──────────────────────▶ Buy 300 Lessons From 300 Founders: https://welivetobuild.com/300-lessons-ebook▶ Sponsor the Channel: https://www.welivetobuild.com/sponsorship──────────────────────🔗 CONNECT WITH SEAN──────────────────────▶ LinkedIn: https://linkedin.com/in/seanweisbrot▶ Inquiries: [email protected]──────────🕐 CHAPTERS──────────00:00 - Getting Sellers to Tell You the Truth01:17 - The 21-Question Due Diligence Massage Method02:38 - Building a "Should Have Asked" Backlog04:41 - Why AI Can't Catch a Liar in M&A07:07 - Human Intuition Still Beats Generated Scripts09:06 - Sean's Podcast Pitch That Turned a Rejection Around17:25 - No Industry Is Safe From AI Disruption19:52 - Protoss, Zerg, or Terran: Which Future Wins?26:53 - Learning to Love as a Daily SkillLeave a Review (it truly helps us grow): https://welivetobuild.com/review Hosted on Acast. See acast.com/privacy for more information.