Nicole Lipkin built a therapy practice with more than 80 clinicians over 17 years, then walked away to build something that could reach families the clinic never could. Her path from a mail-in subscription box to a stealth learning video game, a text service, and finally a mobile app is a case study in letting customer evidence overrule your own plan. In this episode, Dr. Nicole Lipkin joins Dan Mazzucco to talk about the founder journey behind HeyKiddo, a psychologist-designed parenting companion app. They cover the pivots driven by customer discovery and NSF I-Corps work, choosing a beachhead market, the lessons of building a mental health product in a polarized climate, redesigning around AI in an ethical way, and why HeyKiddo deliberately stays on the non-diagnostic side of the FDA line. They also discuss what the Capital Readiness Program taught her about leading with empathy for herself and her company, and why she believes entrepreneurship takes an iron gut and very little ego. This conversation is for founders and early-stage innovators who want to learn how to pivot on evidence, draw smart regulatory boundaries, and build the emotional resilience to keep going when the plan turns out to be wrong. Dr. Nicole Lipkin is a clinical and organizational psychologist, entrepreneur, author, and speaker who has spent her career helping people understand what drives how they think, feel, and lead. She is the founder and CEO of Equilibria Leadership Consulting, an organizational psychology firm that partners with companies on leadership development, executive coaching, and team effectiveness, and the founder and CEO of HeyKiddo, a psychologist-designed parenting companion for caregivers of children from birth to age 12. Before launching these ventures, she founded and exited Equilibria Psychological, a group practice she scaled over 17 years to more than 80 clinicians. Dr. Lipkin is the author of What Keeps Leaders Up at Night and Why in the Workplace and a Forbes contributor. Her work has been featured by NPR, NBC, CBS, Entrepreneur, and The New York Times Magazine. HeyKiddo is part of the 10th cohort of the Capital Readiness Program run by the University City Science Center in Philadelphia, the focus of this season of Life Science Insights.