Let's Chat IRL: What Alex Puutio Learned About Fulfillment from 600 CEOs

In a world that celebrates clarity, productivity, and expertise, what happens when someone resists the pressure to specialize? That’s the question at the center of this week’s Let’s Chat IRL with journalist, professor, and polymath-in-progress Alex Puutio.

In conversation with Iterable’s Lauren Kopulsky, Alex offers a compelling argument for embracing curiosity, creative wandering, and the refusal to be boxed in by a single identity. The result isn’t just an inspiring conversation, but a blueprint for a more thoughtful, more resilient version of success.

Fulfillment Isn’t Found in a Job Title

Alex rejects the idea that a job should define who we are. Instead, he encourages people to give themselves permission to explore beyond the limits of their résumés. A fulfilling life, he suggests, is often built by those who carve out time to pursue interests that don’t always align with their current role or industry. He draws on his diverse experience as a professor, journalist, consultant, and father to show that professional breadth can be an asset, not a liability.

Rather than asking “What do you do?” he reframes the question around curiosity and values. Fulfillment often lives at the edges of your career, not in its center.

Authenticity Doesn’t Come From a Script

Having interviewed hundreds of founders and CEOs, Alex has noticed a clear difference between leaders who are personally fulfilled and those who are simply performing. The former show up unscripted, engaged, and energized—even if disheveled or late. The latter tend to deliver polished lines from prepared talking points, often surrounded by PR handlers.

The lesson here is that authenticity is visible. It shows up in body language, tone, and spontaneity. And it’s not just more inspiring—it’s more trustworthy. In a world that rewards polish, real connection still wins.

Build Depth Through Exploration

Instead of chasing a breakthrough moment or waiting to go viral, Alex encourages creators and professionals alike to build a “back catalog”—a rich archive of varied work that shows range, depth, and progression. Citing research on one-hit wonders, he points out that those with lasting success almost always have a history of experimentation and diverse outputs.

This mindset helps counteract the pressure to “make it” quickly. It reframes career building as a long game that rewards consistency, curiosity, and sustained engagement with the world.

Don’t Let Your Work Become Your Identity

Alex offers a powerful metaphor: work is a mask. Sometimes we need to wear it—to show up as the analyst, the marketer, the associate. But we shouldn’t confuse the role we perform with who we are underneath. For younger professionals, especially, decoupling self-worth from job titles can be a grounding force in an unstable market.

He recommends approaching work with intention, professionalism, and purpose, but always maintaining a private space for creative exploration, self-discovery, and play. It’s that space, he argues, that keeps us human.

Let Curiosity Be the Compass

Rather than following a single role model, Alex proposes building a constellation of “goal models”—people whose lives contain traits, values, or experiences that spark a sense of recognition or longing. These glimpses of another path can become powerful internal signals, pointing toward who you might want to become.

Fulfillment, in this framing, isn’t about replicating someone else’s success, but about assembling a life that feels honest to you. That life might include unexpected hobbies, irreverent passions, or entirely new career pivots. 

Closing Thought: Permission to Evolve

More than anything, this conversation is about giving yourself permission. Permission to question what you’re doing. Permission to start something new. Permission to try, to pivot, to play. And most of all, permission to let your life be bigger than your job description.

Alex reminds us that fulfillment doesn’t come from optimizing every moment—it comes from being open to unexpected ones. The best lives, like the best stories, aren’t linear. They’re layered, contradictory, and full of curiosity.