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...
169: "Are We Really Preparing Like it Matters?" (reflections on Scott Anderson)
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🧠Erik’s Take
Erik reflects on his conversation with Scott Anderson as a rare opportunity to learn from someone who has led where most people will never go—combat zones, humanitarian crises, and high-stakes environments where failure has real consequences.
What stands out most isn’t just Scott’s experience—it’s the contrast. The gap between how leadership must operate in those environments versus how casually it’s often approached in business.
Erik leans into that tension. If we claim the stakes are high in our work, why don’t we prepare like they are?
🎯 Top Insights from the Interview
- Preparation scales with consequences. In the military and UN, missions often require 30–50% of total time spent in preparation. In business, it’s often close to zero.
- The range of “unknowns” defines the environment. In conflict zones, unpredictability is extreme—routes disappear, environments change instantly. In business, most risks are slower and more visible.
- You don’t get better without exposure. Leaders improve through reps—either real-world experience or structured simulation. There’s no shortcut.
- Mentorship accelerates everything. Watching how great leaders think—not just what they do—is one of the fastest ways to grow.
- Business leadership under-trains for reality. There’s a disconnect between perceived stakes and actual preparation in corporate environments.
đź§© The Personal Layer
This episode hits a familiar nerve for Erik.
He’s spent his career in environments where performance matters—but this conversation forces a deeper question: Are we actually preparing like it matters?
There’s a quiet tension underneath his reflection:
- We say things are important
- We feel pressure to perform
- But we rarely build the systems to truly practice
And that gap is where performance breaks down.
Scott’s experience becomes a mirror—highlighting how much of modern leadership is reactive instead of trained.
đź§° From Insight to Action
- Audit your preparation habits. Before your next “important” meeting, ask: Did I actually prepare—or just show up?
- Create practice environments. Don’t wait for real stakes. Simulate them. Role play, rehearse, pressure test.
- Expose your team to your thinking. Don’t just show outcomes—walk people through how you arrived there.
- Invest in reps, not just knowledge. Reading and learning isn’t enough. Build muscle memory through doing.
- Redefine what “high stakes” means for you. If it matters—treat it like it matters.
🗣️ Notable Quotes
“The higher the stakes, the more time you spend preparing.”
“In business, we say the stakes are high—but we don’t prepare like they are.”
“You get better through exposure—either by doing it or by watching someone who has.”
“The range of what can go wrong in a conflict zone is almost unimaginable.”
“We don’t train leaders—we just expect them to perform.”
đź”— Links & Resources