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I Have Some Questions...
Most people know the headline of a leader’s story. Few know the path it took to get there. This podcast goes beyond titles, book launches and business wins, to explore the lived journey behind the thought leader.
Through deep, unhurried conversations, we uncover the moments that shaped them—the doubts, pivots, convictions, and quiet breakthroughs that built their body of work.
Each episode features authors, coaches, executives, and bold thinkers who have forged their own path. Instead of rehearsed talking points, they’re invited into a space where thoughtful questions unlock something more human. The result is a layered conversation that reveals not just what they preach, but how they became the kind of person who can teach it.
Because we believe the best stories aren’t always told—they’re revealed. And when brilliant people are given the right questions and the room to answer them fully, what emerges is insight you can feel, frameworks you can apply, and a deeper understanding of what it truly takes to lead, create, and contribute at a meaningful level.
I Have Some Questions...
168: "Building Culture That's Actually Lived, Not Just Talked About" (reflections on JD Hilzendager)
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🧠Erik’s Take
Erik reflects on his conversation with JD Hilzendager as a study in intentional culture, unconventional thinking, and problem-first leadership. What stands out most isn’t just what JD has built—but how he thinks about building it.
This episode is less about tactics and more about mental models: how culture is formed, how individuals decide to break away from the norm, and how great organizations create value by relentlessly solving problems.
🎯 Top Insights from the Interview
- Culture is language, not perks. It’s the phrases, questions, and behaviors that become so normal they’re unconscious
- Different thinking creates different outcomes. If you want different results, you can’t follow the same playbook as everyone else
- Problem-solving is the real job. The best organizations don’t just execute—they continuously identify and solve “stupid things”
- Technology adoption is a cultural challenge. Tools only work if people feel safe using them and evolving their roles
- Great companies create roles, not just fill them. When work changes, the best leaders redefine value—not eliminate people
🧩 The Personal Layer
Erik connects deeply with JD’s mindset around not fitting inside traditional corporate structures. There’s a shared recognition that some people are wired to question, push, and rethink systems—not just operate within them.
He highlights the tension many professionals feel:
- Do I follow the path that’s proven and stable?
- Or do I pursue something that aligns with how I naturally think?
There’s also a deeper appreciation for how culture isn’t accidental—it’s built slowly, intentionally, and often invisibly over years.
🧰 From Insight to Action
- Audit your culture through language. What phrases are “normal” in your team? What does that reveal?
- Challenge default thinking. If you’re getting average results, ask: where am I just doing what everyone else does?
- Find one “stupid thing” each week. Identify inefficiencies or broken processes—and take ownership of solving them
- Reframe your role around value creation. Don’t cling to tasks—focus on problems you’re uniquely positioned to solve
- Make change feel safe. When introducing new tools or ideas, show people where they fit—not where they’re replaced
🗣️ Notable Quotes
- “Culture is what’s normal to the tongue.”
- “If you’re doing what everyone else is doing, you’re going to get the same results.”
- “Find one stupid thing each week.”
- “Your job is to find problems and solve them.”
- “Great companies don’t just adopt technology—they adapt their people.”
đź”— Links & Resources