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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 Truth
01:17 - The 21-Question Due Diligence Massage Method
02:38 - Building a "Should Have Asked" Backlog
04:41 - Why AI Can't Catch a Liar in M&A
07:07 - Human Intuition Still Beats Generated Scripts
09:06 - Sean's Podcast Pitch That Turned a Rejection Around
17:25 - No Industry Is Safe From AI Disruption
19:52 - Protoss, Zerg, or Terran: Which Future Wins?
26:53 - Learning to Love as a Daily Skill
Leave a Review (it truly helps us grow): https://welivetobuild.com/reviewHosted on Acast. See acast.com/privacy for more information.
View all episodes
By Sean Weisbrot
5
77 ratings
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 Truth
01:17 - The 21-Question Due Diligence Massage Method
02:38 - Building a "Should Have Asked" Backlog
04:41 - Why AI Can't Catch a Liar in M&A
07:07 - Human Intuition Still Beats Generated Scripts
09:06 - Sean's Podcast Pitch That Turned a Rejection Around
17:25 - No Industry Is Safe From AI Disruption
19:52 - Protoss, Zerg, or Terran: Which Future Wins?
26:53 - Learning to Love as a Daily Skill
Leave a Review (it truly helps us grow): https://welivetobuild.com/reviewHosted on Acast. See acast.com/privacy for more information.