Redefining Prenups as a Power Move with First | Libby Leffler - Founder & CEO, First

In this powerful episode, we sit down with Libby Leffler, the Co-Founder and CEO of First (affectionately dubbed the "TurboTax for prenups"). Libby spent two decades helping build the world's most powerful rocket ships - from Google and Facebook to SoFi and Compass. But at the height of her corporate career, with a newborn at home, she chose to step away and finally do the thing she was scared to do. Libby built an innovative legal-tech platform that cuts out months of stress and thousands in fees to make prenups simple, cozy, and collaborative. By taking the awkwardness out of money, she is proving that a clear agreement isn't a breaking point - it's a powerful joining point that strengthens the marriage bond. Because true transparency gives you the ultimate freedom to build your future together.   Key Takeaways From the Conversation "Personal Stack" Identity: Libby explains how First is transforming prenuptial agreements from a taboo relationship breaking point into a collaborative, cozy, and foundational joining point. She shares fascinating user trends - including the rise of the "pet-nup," protecting digital IP, and why 50% of their prenups are initiated by women. Reality of the Founder Journey: Stepping away from the "LinkedIn highlight reel," Libby pulls back the curtain on the raw financial and emotional sacrifices of leaving corporate safety to build a startup from scratch. "Balance is Bullshit": Rejecting the traditional myth of work-life balance, Libby advocates for alignment - unapologetically owning your ambition while structuring life around your core values. Grief, Resilience, and Metamorphosis: In a deeply moving segment, Libby opens up about the sudden, tragic loss of her father at 33 weeks pregnant while simultaneously fundraising. She discusses how the rhythm of her mission-driven work served as a grounding compass during a season of profound grief.   "Reinvention is possible at every stage and every part of the journey. Push yourself into uncomfortable situations because that is where you learn the fastest." - Libby Leffler