Sherpa Leadership Podcast

Sherpa Consulting Group

Welcome to the Sherpa Leadership Podcast, where we help you climb higher in life and leadership. Whether you’re an entrepreneur, business owner, or leading a team, this podcast is designed to give you practical leadership tools, frameworks, and real-world insights to help you grow.

  1. 3D AGO

    Episode 12 – The Next Climb: Stretch, Partner, or Step Aside? - Part 2

    Growth doesn’t glide upward; it climbs in stair steps that demand new traits, new systems, and sometimes new leaders. We sit down with John Monroe to unpack why the abilities that got us here rarely carry us there, and how to decide whether to stretch, partner, or step aside so the organization can make its next climb. This is a candid look at reinvention under real pressure, from AI shifts to changing customer expectations, and the identity questions leaders must answer to stay relevant. We dig into a powerful blind spot: most product validation skips the number that matters. Price turns casual interest into a real commitment and reveals whether your timing matches the market. John explains how to use MVPs to test willingness to pay, avoid idea worship, and pace change so teams don’t burn out. When signals say pivot, trust is the multiplier. If you’ve built it through clear metrics, shared authorship, and open feedback loops, the next turn gets easier, not harder. Culture comes alive through discretionary effort. Titles can demand function, but only trust earns the extra 20 percent that fuels creativity and resilience. We explore practical ways to connect personal purpose to company mission, give people a visible path to grow, and communicate change without triggering alarm. From naming the bear-in-the-bushes fear to shrinking the power gap by letting ground-level leaders carry the message, we show how micro moments add up to a durable culture that can adapt fast. If this conversation sparked ideas, subscribe, share it with a leader who needs it, and leave a review so others can find it. For the action guide and more tools, visit Sherpa Consulting Group.com.

    26 min
  2. JAN 7

    Episode 11 - Why Saying No Might Save Your Company - Part 1

    Change without trust feels like chaos; change with trust becomes a flywheel. We sit down with John Monroe to unpack how leaders can reinvent continuously without burning out people, customers, or momentum. From turnarounds where everything stalled at 80 percent to the transparency that rallied teams with only two months of runway, John shares battle-tested ways to reduce fear, build alignment, and ship real outcomes. We start with the self. John walks us through his daily cadence—prayer and meditation to anchor purpose, honest self-audits to separate truths from lies, and a tough workout to practice progress and resilience. That inner work earns credibility when asking others to change. Then we zoom out to the organization: avoiding whiplash with a visible ideas backlog, cool-down periods before broadcasting new directions, and small cross-functional squads that validate fast without derailing current commitments. Communication is the lever. Borrowing a board rule—no surprises—we frame reinvention as a series of early signals and questions, not grand reveals. Cascading messaging lets leaders test language, surface blind spots, and pre-align teams so announcements land calmly and execution begins immediately. Along the way, we dig into the power of no: narrowing focus to one or two bets, preventing tech debt and strategy sprawl, and empowering trusted voices to challenge ideas safely. The result is a culture where authorship equals ownership, and reinvention feels intentional, not impulsive. If you’re leading through growth, turbulence, or both, this conversation gives you practical tools to slow down to go fast, protect culture while you pivot, and finish what you start. Subscribe, share with a leader who needs this, and leave a quick review to help more builders find the show. What will you say no to this quarter?

    34 min
  3. 12/03/2025

    Episode 10 - Reinventing Continuously Without Losing Your Team

    Reinvention isn’t a vibe, it’s a discipline. We break down how to evolve your organization without burning out your team or chasing every shiny object. Starting with a clear line between mission and methods, we show why ditching the finish-line mentality reduces fatigue and creates space for smart change. When you accept the infinite game, you stop waiting for “there” and start building the engine that adapts. From there, we get practical. Trust is the throttle: move at the speed of trust by piloting ideas, asking for real feedback, and making it safe to question assumptions. You’ll hear how “bullets before cannonballs” turns risk into learning and how early authorship turns resistance into momentum. We also expose four traps that derail leaders—whiplash decisions, ghost planning in isolation, copycat strategies, and the stuck founder mindset—and share the structures that keep you out of them: quarterly parking lots for new ideas, due diligence with pioneers, and cascading communication that makes rollouts feel obvious, not abrupt. Leading across generations demands new methods without losing your core. We talk about updating tools, accountability, and language while staying anchored to values and vision. If you’ve ever felt torn between moving fast and keeping people with you, this conversation will give you a usable framework, reflection prompts, and permission to slow down so you can speed up with buy-in. Stick around for a teaser of our upcoming conversation with John Monroe on change at the speed of trust. If this helped you lead with more clarity, subscribe, leave a quick review, and share it with a leader who’s ready to climb higher.

    48 min
  4. 11/05/2025

    Episode 9 - Leaders Grow First: Repetition, Delegation, And The Dreams Vault

    Big goals don’t move without people who are personally on fire. In Part Two, Reed and Chase sit down with Dane Espegard to unpack a leadership approach that treats employee dreams as the engine of performance—and then shows exactly how to operationalize that idea so it lasts longer than a motivational bump. From capturing dreams to breaking them into steps and setting target dates, Dane explains how simple systems and small nudges create momentum that spills over into sales, service, and culture. We dig into the Dreams Vault, a lightweight platform that emails leaders each week with upcoming actions teammates set for themselves—like booking a flight or signing up for a race—so managers can send timely, human check-ins. We talk about replacing generic rewards with “buying a dream,” the kind of quirky, meaningful gifts that people actually talk about. That visibility makes accountability easier: performance conversations map directly to the life goals someone truly values. You also hear how Dane handles exits with abundance, creating long off-ramps and genuine support so people thrive, whether that’s here or elsewhere. The second half gets personal and practical: making peace with repetition, delegating as a former do-it-all operator, and stepping back so emerging leaders can breathe. Dane shares how joining peer groups outside his industry accelerated growth and helped him design a culture where lessons are caught, not just taught. We close with what’s next: scaling the dreams movement, granting monthly dream scholarships across companies, and building a brand where the star isn’t a person—it’s the act of dreaming with intent. If this conversation sparks ideas, follow the show, share it with a leader who needs it, and leave a quick review. Your feedback helps more people build teams where personal dreams power real results. You can follow Dane and find his content at daneespigard.com or thedreamsvault.com

    24 min
  5. 10/15/2025 · BONUS

    Bonus: Blind Spots to Breakthroughs

    What if the very habits that built your success are now capping it? We dive into five leadership behaviors that start as strengths and quietly harden into ceilings: rigid thinking, people pleasing, over-reliance on hustle, perfectionism, and impatience. Our goal isn’t to shame your wiring; it’s to layer the right skills on top so you adapt, delegate, and execute with clarity. We start by reframing behaviors as changeable—not identity. From there, we unpack how stability can become stagnation and how harmony can morph into artificial peace that hides avoidance. You’ll learn to test small instead of betting the farm, invite thought challengers so assumptions don’t go unexamined, and replace vague praise with kind-but-clear feedback that actually moves performance. For leaders stuck in “busy,” we walk through the leverage ladder: prioritize high-value work, measure impact over hours, and use delegation and automation to scale without burning out. If perfection has you stalling, we normalize 80% launches, set “done by” dates, and use versioning to learn from the market faster. And for those wired with high urgency, we channel that responsiveness into strategic patience—impatient for action, patient for results—so your team gains momentum instead of whiplash. We weave in research on decision quality, team performance, and stress reduction, plus real stories from the field that show how small shifts create outsized returns. You’ll leave with a practical playbook to mine healthy conflict, protect your focus, empower others to solve problems, and design an environment that supports change. Leadership is a journey, not a personality test score. When you combine your natural drive with learned skill, everyone wins. If this resonated, subscribe, leave a quick review, and share it with a leader who’s ready to turn blind spots into breakthroughs. Then grab the free ebook and behavioral assessment from our toolkit and tell us: which behavior are you upgrading first?

    1h 14m
  6. 10/01/2025

    Episode 8 - Leading Through Dreams: Unlocking Purpose, Retention, and Performance

    What happens when a leader flips the script and focuses on helping team members achieve their personal dreams instead of just company targets? Dane Espegard, who manages the largest division of Cutco, discovered a revolutionary approach that transformed his team culture and dramatically improved retention of top talent. After attending a Matthew Kelly seminar years ago, Dane began exploring how connecting work to personal dreams could create a more engaged workforce. When building a new team in 2013, he asked himself: "What if I had everybody really focused on pursuing their personal dreams, and therefore, what we did at work was just the fuel to that?" This simple but powerful question changed everything. Dane shares how this dreams-focused approach creates multiple benefits beyond motivation. Team members who actively pursue their dreams develop problem-solving skills that directly transfer to business challenges. As Dane explains, "When we have our people focused on figuring out how to accomplish dreams, that's the exact same skill set that it takes for them to handle and tackle a business problem." The result? A team of solution-finders rather than problem-dwellers. Perhaps most surprising is how this approach transforms leadership presence. Many leaders feel they should "dim their light" around team members, hiding their successes or privileges. Dane discovered that living his dreams "out loud" while simultaneously helping his team pursue theirs created an environment of authentic inspiration rather than resentment. This transparency builds trust and shows team members what's possible through continued growth with the organization. From dream workshops to celebration rituals to practical implementation strategies, Dane breaks down exactly how any leader can implement this philosophy. Whether you lead a small team or an entire organization, this conversation will challenge your assumptions about motivation, retention, and the true purpose of work in people's lives. Want to transform your leadership approach and create a culture where people thrive? This episode provides the blueprint for making work meaningful by connecting it to what matters most to your team members.

    26 min
  7. 09/03/2025

    Episode 7 - Struggle Creates Strength: Why Great Leaders Don't Rescue

    The most profound leadership paradox might be this: your desire to help others can actually harm their development. In this thought-provoking exploration of engaging and developing team members, Reed Moore and Chase Williams unpack why well-intentioned leadership behaviors often backfire. When you consistently solve problems for your team, you're unconsciously sending a devastating message: "I don't believe you're capable." Similarly, when you remove struggle from their professional experience, you deprive them of the very resistance that builds strength. Think of it like weight training – if someone else lifts the weights for you, your muscles never develop. The same principle applies to professional growth. Today we explore three common leadership pitfalls: fixing problems for others, removing necessary struggle, and micromanaging. They contrast these with empowering approaches like being genuinely present, creating ownership opportunities, and allowing the right amount of struggle. One particularly powerful insight involves reframing stress as "stretch" – recognizing that appropriate challenges build capacity rather than diminish it. The conversation culminates in a compelling vision for leadership: "Don't be a hero; be a guide. Share your lessons, not just your outcomes. Create a culture where learning, failing, and trying again is normal and celebrated." This philosophy doesn't just develop stronger team members – it creates future leaders who understand how to develop others in turn. Ready to transform how you engage and develop your team? Visit SherpaConsultingGroup.com for action guides and resources to help you implement these principles. Remember, leadership is a journey, and every step matters.

    39 min
  8. 08/06/2025

    Episode 6 - Leading with Purpose: How to Keep Organizations Focused Amidst Growth Part 2

    The pursuit of organizational growth often misses the mark when it becomes the primary goal rather than a byproduct of powerful vision. In this transformative conversation with Pastor Dan Shields, we explore why companies and churches that obsess over becoming "Fortune 500" or "megachurch" status are often destined for disappointment. "God decided we were going to be a large church. We never set out to be a large church," Shields reveals, highlighting that authentic vision must transcend superficial metrics. The most compelling aspect of his leadership philosophy centers on maintaining simplicity amidst complexity – what he calls "keeping us simple, fresh and focused" as his organization grows. For leaders managing volunteers or teams, Shields offers a revolutionary perspective: stop telling people what job they're doing and instead continuously cast vision about how their contribution fits into the larger purpose. When people understand the "greater why" behind their tasks, retention and engagement naturally follow. This proves particularly crucial as organizations scale and vision alignment becomes increasingly challenging. The conversation takes a profound turn when exploring the relationship between identity and vision. Leaders whose sense of self is overly tied to professional achievement inevitably create flawed visions that lead in unhealthy directions. True leadership requires establishing boundaries based on proper identity priorities – something Shields models by structuring his calendar around being "a follower of Jesus first, a husband second, and a professional third." Perhaps most refreshing is Shields' emphasis on leadership vulnerability. Rather than projecting infallibility as organizations grow larger and more successful, the most effective leaders openly acknowledge mistakes and failures. This authenticity, far from undermining leadership credibility, actually strengthens follower commitment. Whether you're leading a volunteer team, scaling a startup, or navigating organizational transitions, this episode provides invaluable wisdom for maintaining vision clarity while embracing the messy realities of growth. What boundaries might you need to establish to protect what matters most while pursuing your vision?

    36 min

Trailer

Ratings & Reviews

About

Welcome to the Sherpa Leadership Podcast, where we help you climb higher in life and leadership. Whether you’re an entrepreneur, business owner, or leading a team, this podcast is designed to give you practical leadership tools, frameworks, and real-world insights to help you grow.