Is The Juice Worth The Squeeze? with Rena Pacheco-Theard
About this episode
Matt Landau and Rena Pacheco-Theard discuss the challenges of aligning personal and professional growth with the concept of success beyond mere metrics.
What happens when the thing you built no longer feels aligned with where you're meant to go? In this episode, Matt sits down with Rena Pacheco-Theard , CEO & Co-Founder of Boutiq , for an honest conversation about transformation, calculated risk, and the difficult decisions that come with growth. After years balancing technology, property management, and relentless entrepreneurship, Rena found herself asking a deceptively simple question: Is the juice worth the squeeze? Together, they explore what it means to let go of a successful chapter in order to create space for the next one. Navigating uncertainty, trusting intuition over external validation, and redefining leadership in a world increasingly shaped by AI, rapid change, and human complexity. From career pivots and ethical business building to community, motherhood, mentorship, and the search for meaningful impact, this conversation dives into what success really looks like when you stop measuring it by growth alone. Because sometimes the next level isn't doing more. It's getting honest about what's actually worth building.
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