4. The hardest things are never the ones you planned for
Ciara Crossan, Founder and CEO of WeddingDates was amazed to find the climb up Kilimanjaro was the ‘easy’ part. Reflecting on summitting with fellow climbers, including Angela Byrne, General Manager of Easydry and Michelle Pesce, Founder and CEO, Nona Entertainment, Ciara said: "It was the descent that I found grueling both physically and mentally. We had been so focused on the goal - the view of the summit propelled us forward every day but coming down was tough because the high was behind us! I massively relied on the support of the rest of the team to help me get over the finish line as it were."
Amazingly, it was in that downward climb that ideas began to percolate. In the face of a seemingly endless, 16 km set of steps and markedly rugged terrain down, solutions took shape. “There were a lot of good ideas for slides, ziplines and other ways to get down that mountain,” laughed Anne Butterly, CEO and Founder of Easydry International, reflecting on her first-ever genuine break from the business she founded.
Reflecting on the journey and the support from fellow climbers, Tina Keogh, Co-founder and Managing Director at Warner’s Distillery, shared how the experience encapsulated the essence of EY Winning Women: "Together, anything is possible. Courage driven by connection enabled us to conquer fears, support each other, and achieve the unimaginable. We are capable of more than we ever dreamed."
Over the years, we’ve seen so many women entrepreneurs unearth opportunities in the face of huge adversity – from a founder who was turned down for financing nearly 200 times, to another who reimagined her entire organization in the face of a pandemic, war and total supply chain disruption. While you cannot always plan for the toughest or most surprising moments, they do bring with them a silver lining: ingenuity.
5. Be vulnerable. That’s when the magic happens
When she set out for Kilimanjaro, it had been eight years since Veronica had used an out-of-office (OOO) reply. This trip marked also Farana’s first dedicated time off since becoming an entrepreneur 24 years before. True, too, for almost everyone else embarking on this new and challenging experience, it was unlike anything they’d ever tried.
In all that vulnerability, something interesting took hold. They thrived. So did their businesses. In Bevin’s words: “When you take time out and then share something so epic with your team, your team rallies around you. All our teams were so proud of us (and asked) what do you need from us so you don’t have to think about work?”
Veronica said people receiving her OOO started reaching out. Customers wanted to talk about her experiences. Colleagues asked to know more. People inquired about contributing. “It had an extremely positive ripple effect without me really knowing it would.”
Meanwhile, Bevin was amazed by the ripple effect that her own stepping away had not just on her, but her team and network overall. “We could not have done this without the openness of bringing people together. The power of our connection and our communication and being open and being very honest and asking for help on this trip has created friendships for life.”
That’s a testament to the idea of authentic, empathetic leadership — on the mountain and in the boardroom. They showed themselves, one another and business stakeholders: I am willing to be bold, to try new things, to test uncharted waters and to ask for help.
There is such potential in that willingness to lead with vulnerability, across the entrepreneurial space and beyond.