BEYOND

Ep 38 Vulnerability as a Business Superpower with Jen Underwood


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What if the very thing you've been taught to hide is actually your greatest strength? In this transformative conversation with vulnerability expert Jen Underwood, we explore how embracing vulnerability—especially in business—creates deeper connections, more authentic relationships, and ultimately greater success than playing it safe ever could.

As two self-described Enneagram Eights who naturally resist showing weakness, Jen and I dive into how vulnerability becomes a genuine superpower when we learn to harness it properly. "Business is another relationship," Jen explains, challenging the false separation between professional success and personal authenticity that keeps many entrepreneurs stuck in surface-level achievement without satisfaction.

The most revolutionary insight? Conflict might actually be good for us. Rather than avoiding disagreements, Jen reveals how moments of rupture offer unprecedented opportunities for growth and connection—if we've built the emotional resilience to navigate them productively. She compares this to physical training: "You don't just get up and run a half marathon. You'd start by walking around the block a couple of times." Building our "emotional cardio" allows us to experience vulnerability without the harm that comes from diving in unprepared.

For those craving more depth and meaning in both business and life, this conversation offers practical wisdom about moving beyond the "Instagram life"—those achievements that look impressive but feel hollow—toward genuine fulfillment. The vulnerability work isn't always comfortable, but as Jen beautifully articulates, it leads to experiences "so good that you wouldn't know to even ask for them."

Connect with Jen Underwood at JenUnderwoodLeadership.com or find her on Instagram @JenUnderwoodLeadership to learn more about transforming vulnerability into your greatest asset.

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BEYONDBy Katie Lynn Rojano