Courage to Be Vulnerable

by

Leadership, for me, has always been about impact. But lately, through the journey of building Rosie’s Roadshow Roadshow, I’ve been rethinking how I create that impact. The old model—the leader who never falters, never questions, and always knows—is crumbling. And frankly, it should. The world we live in now demands something more real, more human, and undeniably harder: vulnerability and humility.

When we started Rosie’s Roadshow, the vision was clear—to support businesses and individuals navigating aging and workforce transitions. What wasn’t clear was how deeply we would need to embody vulnerability and humility ourselves to build an ecosystem that reflects these values. The process has been transformative, not just for the communities we serve but for us as leaders.

The 2023 Global Leadership Forecast revealed that only 40% of leaders believe in their own quality—a stark drop from just two years ago. That’s not just a statistic; it’s a reflection of a collective reckoning. was born from this reckoning, a response to a world where traditional leadership wasn’t meeting the moment. We knew there was a need to create space for dialogue, for honesty, for showing up as whole, imperfect humans.

It’s not easy, though. Vulnerability feels risky—it exposes you. But every time we’ve chosen it at Rosie’s Roadshow, it has transformed the space around us. When we’ve admitted, “We’re still learning,” or said, “Let’s collaborate to find the right solutions,” we’ve seen people lean in instead of step back. That’s the paradox of vulnerability: it feels like weakness, but it builds trust, connection, and belonging—the real foundations of strength.

Rosie’s Roadshow has also shown me how humility can be a powerful force. From working with diverse communities to partnering with organizations that share our values, we’ve had to learn to listen first. Our events aren’t about Rosie’s Roadshow taking the stage—they’re about creating platforms for others to shine. McKinsey’s research underscores this, highlighting how leaders who embrace humility empower others. We’ve seen this in action as our Leadership Labs and Flagship events have become catalysts for new ideas, partnerships, and cultural change.

The journey hasn’t been without challenges, but we’ve embraced them as part of the process. The World Economic Forum describes vulnerability as a bridge, and that’s exactly what Rosie’s Roadshow has become—a bridge between generations, businesses, and communities. We’ve fostered spaces where people can bring their whole selves, and in doing so, we’ve not only inspired transformation in others but also in ourselves.

At its heart, Rosie’s Roadshow has taught me that leadership isn’t about being the loudest voice in the room. It’s about being the most genuine. Vulnerability and humility aren’t just tools we use—they’re the values that guide us. They remind us to focus on what matters: relationships, purpose, and the collective growth of everyone involved.

Rosie’s Roadshow continues to evolve, and so do we. This journey has proven to me that discomfort is where growth happens, and that being open—truly open—is how we create change. Vulnerability and humility are how we move forward, not just as an organization, but as leaders ready to meet the moment. And honestly, that’s the kind of legacy I want to leave behind.

Navigating leadership development can be complex, but Rosie’s Roadshow provides the expertise and guidance needed to build strong, future-ready teams. With a unique focus on intergenerational collaboration and the strengths of a diverse workforce, Rosie’s Roadshow Roadshow helps businesses turn leadership challenges into opportunities for innovation. From leadership workshops to tailored consulting, our programs empower teams to embrace change, modernize strategies, and cultivate a resilient organizational culture. Whether enhancing team dynamics or fostering innovative connections, Rosie’s Roadshow is the trusted partner to help businesses grow and lead with purpose. Book your own custom Leadership Development Event or join our 2025 Calendar of Events!

About The Author
Zoe Share

Zoe Share

Zoe Share is the Creator of Rosie's Roadshow. Zoe started her career journey as a teacher and after completing her Masters in Business, decided to start a digital marketing agency called Schmooz. From there, Zoe took on various consulting and other roles to learn more all different types of businesses. After Zoe's grandmother passed in 2023, the idea for Rosie's Roadshow emerged.