The Military Sherpa Leadership Podcast

• 184. Your Soul Is Not a Collateral Cost

  Part of the Lost in the Climb series — a 4-part deep dive into how high-performing leaders lose themselves chasing success, and how to find the way back.Feeling stuck in a system you once believed in? You’re not alone. In this final episode, we expose the myth that you have to quit to find peace — and show how recalibration, not resignation, is the path forward. This Sunday could be your turning point.Conversation Prompts:Have you ever fantasized about separating from the military just to breathe again?Are your values and your role aligned — or are they fighting for control?What if the freedom you’re looking for is actually possible right where you are?

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• 183. The Dangerous Myth of ‘Balance’

  Part of the Lost in the Climb series — a 4-part deep dive into how high-performing leaders lose themselves chasing success, and how to find the way back.What if “work-life balance” is the wrong goal? In this episode, we dismantle the illusion that you can do it all — equally and perfectly. Instead, we offer a values-based approach that empowers leaders to make clear, confident decisions in every season of life. Balance is a myth. Clarity is the answer.Conversation Prompts:Where are you currently overcommitting — and what value is being sacrificed?Have you ever said “yes” out of fear of disappointing others, even when it cost your peace?What would it look like to set clear boundaries with your team, your boss, or your calendar

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• 182. The Real Reason You’re Burnt Out (And It’s Not the Mission)

  Part of the Lost in the Climb series — a 4-part deep dive into how high-performing leaders lose themselves chasing success, and how to find the way back.Burnout isn't always about doing too much — sometimes it's about doing too much of what doesn’t matter. In this episode, we explore the hidden costs of chasing rank, status, and approval at the expense of what you truly value. If you're exhausted but can't put your finger on why, this one’s for you.Conversation Prompts:What parts of your day feel most life-giving — and which parts drain you?Have you ever looked around and realized you're crushing goals you no longer care about?What are your top three values — and how often do your actions reflect them?

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• 181: When the Mask Becomes the Man

  Part of the Lost in the Climb series — a 4-part deep dive into how high-performing leaders lose themselves chasing success, and how to find the way back.What happens when the rank, the role, or the reputation becomes who you are? In this episode, we explore how leadership identities form — and distort — in high-performance environments. We'll walk through the subtle shift from authentic purpose to persona performance, and why rediscovering your “why” might be the most powerful thing you can do as a leader.Conversation Prompts:In what ways has your identity been shaped by your role or rank?Have you ever found yourself prioritizing your job over your values? What did that look like?Who are you outside the uniform — and how often do you let that version of you lead?

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• 180. The Enemy Gets a Vote: Eisenhower and the D-Day Delay

  What do you do when the biggest decision of your life hinges on a weather report? In this episode, we explore the story of General Dwight D. Eisenhower’s decision to delay the D-Day invasion by 24 hours—a move that may have changed the course of history. Learn why strategic patience, humility, and clarity are essential leadership traits in times of uncertainty.Conversation Prompts:Have you ever made a hard call to delay a major plan? What led to your decision?How do you distinguish between healthy patience and fear-based indecision?How do you lead confidently when your decision may never have a clear “right answer”?Series: Leading Through the Fog: Thriving Amid Uncertainty and ChangeEpisode 2 of 4

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