The Future of Legacy: How AI Can Preserve Your Story Forever | Brian Will | 383

Episode notes

Brian Will — Wall Street Journal bestselling author, serial entrepreneur, and founder/CEO of Living Forever AI — joins host Jeff Mains for a wide-ranging conversation on entrepreneurship, scaling, sales, and what it truly means to leave a legacy. Brian has built and helped build companies worth over half a billion dollars across 10 ventures in five industries. Now, he's setting his sights on disrupting the $3 billion genealogy market with AI-powered digital twins that preserve your voice, stories, and personality for future generations — not as static content, but as something people can actually interact with. The conversation covers the mentor relationship that changed Brian's life and fortune, why most companies fail to scale (hint: it's the founder), how to build and audit a high-performance sales team, the self-funded vs. VC debate, and how to compete in a market dominated by giants like Ancestry.com. Brian also shares a vivid philosophy on focus, data-driven sales management, and why right now is the single greatest moment in history to build a company.