Leadership Lessons From Seven Weeks in Spain

Spending seven weeks in Spain was not about escaping leadership. If anything, it made me reflect on what truly matters: the people who challenge, support, and inspire us.

Leadership can feel isolating, especially in the C suite. The pressure to have the right answers, the weight of decision-making—it is a lot. But what I learned while balancing deadlines with spontaneous moments of reflection is that success does not come from going it alone. It comes from having the right people in your corner.

The Reality Behind the Instagram Moments

Yes, Spain was beautiful. The architecture, the food, the culture—it was breathtaking. But let’s be real. Behind every stunning sunset was a work call. Behind every leisurely meal was a strategic decision waiting to be made. Leadership does not pause just because you change locations.

There were still spreadsheets to analyze, client calls to take, and team challenges to navigate. And let’s not forget everyday life—figuring out a foreign washing machine or navigating a grocery store when you barely speak the language.

It reinforced a key lesson: great leaders are not the ones who escape the grind. They are the ones who learn to adapt, stay intentional, and keep showing up—no matter the setting.

The Mentors Who Keep You Grounded

No one reaches the C suite alone. I would not be the leader I am today without mentors like Sandy Catour. She taught me that agency finance is more than numbers—it is about creating a foundation that fuels long-term growth.

Then there is Jane Cebrynski—part friend, part business coach, full-time challenger. She pushes me beyond my comfort zone, even when it is uncomfortable. Even when tears make an appearance. Every COO needs a Jane in their life—someone who will hold them accountable while fiercely supporting their success.

The Power of Finding Your People

One of the best investments our agency has is in the Agency Management Institute. That is where I met Carolyn Lodge, a fellow COO I deeply admire. Our agencies might differ, but our roles, challenges, and purpose are the same.

Carolyn has become more than a peer—she is a sounding board, a collaborator, and a trusted friend. That is why I am thrilled she is joining me for my final week, in Barcelona. We will explore the city, exchange insights, and dive into our latest book club pick, The Let Them Theory by Mel Robbins.

Because no matter where you are in the world, the right people make all the difference.

Leadership Is a Team Sport

One takeaway from my time in Spain? Leadership is not about knowing everything—it is about surrounding yourself with the right people. The ones who challenge your thinking, help you grow, and remind you that you are not in this alone.

Who’s in Your Corner?

Who are the mentors, friends, and peers who have shaped your leadership journey? If you do not have them yet, now is the time to find your people. And if you need support in building a strong foundation for your business, StringCan Interactive is here to help. Let’s build something great together.

Work Habits & Productivity

2. Effortless
BY GREG MCKEOWN
Speaking of actions becoming more effortless, this is another book of McKeown’s that topped our 2022 reading list. Adding onto the powerful guidance around essentialism, this read delivers “proven strategies for making the most important activities the easiest ones,” like mapping out the minimum number of steps, finding the courage to “be rubbish” and more.
About the Author:
Sarah Shepard

As StringCan's Chief Operating Officer, Sarah is a solutionist who loves to implement and enhance efficiencies for herself and the team. She strives to support and help people be their best self in and outside of work. Sarah also gets her best ideas by lounging in a body of water. Cocktail is optional. But not really.

About the Author:
Jay Feitlinger

Jay, the CEO of StringCan, oversees strategy and vision, building culture that makes going into work something he looks forward to, recruiting additional awesome team members to help exceed clients goals, leading the team and allocating where StringCan invests time and money.

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