Taking AI From Search Engine to Thought Partner

Serial entrepreneur David Guttman — a Wharton grad with one eight-figure and one nine-figure exit, cancer survivor, and mentor to nearly a dozen CEOs — joins David Reske to reveal how top operators are actually using AI, and why most people are still leaving the vast majority of its value on the table. David explains why treating AI like a search engine barely scratches the surface, and walks through the techniques he uses instead: elaborate, expert-level prompting, iterating across multiple AI tools simultaneously, and pushing back on AI responses the way you would with a brilliant, endlessly patient friend. He shares how he cut his legal expenses by 90%, built a 100-page business plan for a father-son nonprofit in just three hours, and watched his 84-year-old father code an entire app with Claude. The conversation dives into why AI may benefit experienced professionals and inexperienced 25-year-olds differently, why "technology last" is replacing "technology first" as the smart build strategy, and where David sees AI having its biggest impact on health and longevity in the next 12 months.