He Built a $4.7B AI Company, Had to Walk Away And Now Starting Over

Episode #138: In this episode, the twins talk with Robert LoCascio.

He invented online customer-care chat in 1997, then turned that idea into LivePerson, a conversational AI giant that hit $500M+ in revenue ($4.7B valuation at its peak) and 3000+ employees.Then the part nobody prepares founders for: activist shareholders, board politics, and a fight that became an existential threat to the company, until Rob was pushed out and watched the business collapse afterward.In this episode, Rob breaks down the real lessons: how to spot “bad actors,” why weak board members stick around, how to build a ring of protection around your company, and why he now believes 20–50 elite people can build a multi-billion-dollar business in the AI era.We also dive into the origin of Kidco, a kid-safe AI device built after Rob saw firsthand how addictive algorithms were affecting his own children, and what “safe AI for kids” actually looks like with strong guardrails.Follow Rob: Kidco (kidco.ai) & UARE.ai (uare.ai)