In this conversation, Marie sits down with Maika Isogawa—former Cirque du Soleil acrobat, Stanford alum (Symbolic Systems), ex-Microsoft cybersecurity engineer, and Webacy founder (+ Forbes 30 Under 30). They unpack what it really takes to pivot with purpose: navigating Microsoft’s Aspire program during remote onboarding, knowing when a role isn’t big enough, building product intuition at startups, and making the leap to entrepreneurship. Maika shares the backstory of Webacy, a platform that helps people protect and pass on digital assets (including crypto) for the unexpected, plus candid lessons on risk, agency, mortality, and creating impact. If you’re weighing a move—internal transfer, side-hustle, or leaving the 9-to-5—this episode offers grounded mindset shifts, practical pivots, and permission to bet on yourself.