From Breakdown to Breakthrough – How Steve Helped Rebuild a School’s Culture and a Leader’s Confidence

Client: Diana Stinn, Co-Founder of a pioneering Alberta-based school

Diana Stinn had spent two decades building a school from the ground up—leading with vision, heart, and grit.  But 20 years in, that legacy was at risk.  Trust within the team had unravelled.  The culture had turned toxic.  And Diana, once a confident leader, was questioning everything.

“It got to the point where I didn’t want to walk through the front doors. That’s how bad it was.”

That’s when she called Steve.

He didn’t sugarcoat it.  He didn’t hold back.  He helped her find a way through.

Steve started by listening—deeply and without judgment.  Then, he laid out a plan: confidential interviews, honest insights, and a truth-filled report that held nothing back.  It was a hard read.

“That report was brutal—but necessary. It said the things no one else was saying.”

Steve identified the people and patterns poisoning the culture.  With his guidance, Diana made bold moves—ushering out toxic leaders and giving the rest a clear choice: change or move on.

The shift was immediate.

“Within days, the mood changed, and the culture improved by 50%. Within a month, it improved by 80%. We felt like a different organization.”

Coaching With Heart and Clarity

Steve didn’t just help clean up the mess.  He stuck around. He worked with Diana and her team to rebuild, offering coaching, honest feedback, and regular check-ins that kept momentum going.

And for Diana?  He was more than a coach. He was a lifeline.

“I didn’t need someone to fix it for me. I needed someone to help me talk through the pain, the stress, the injustice – Steve gave me space to do that. He reminded me I had what it takes.”

A Leader Women Trust

Education is a woman-led industry.  Steve gets that.  He brings a grounded, steady energy that builds trust quickly—even in emotionally charged environments.

“He doesn’t talk down to women. He listens. He supports. He tells the truth. That balance—of empathy and straight talk—was exactly what I needed.”

Diana has since recommended Steve to other women in leadership facing similar struggles.

Results That Matter

In just a few months, the culture was transformed.  Toxic patterns were gone   The team was aligned.  Diana—once worn down and doubting herself—had her confidence back.

“Steve couldn’t erase what happened – but he helped me find meaning in it. He helped me lead again.”

New Beginnings

Today, Diana continues to work with Steve as her team grows and evolves.  What once felt like the end became a powerful new beginning.

“Those were the hardest years of my life. Steve helped me walk through them – with honesty, heart, and just the right amount of push.”

 

Click Here To Learn More About Steve’s Organizational Consulting Services

Driving Connection – How Steve Helped Unite a Scattered, Diverse Team: A CASE STUDY

CASE STUDY: Driving Connection – How Steve Helped Unite a Scattered, Diverse Team

Client: Sheri Kortgaard, Owner of a specialized funeral transport company across Alberta and Saskatchewan

Learn More about Sheri & Platinum Transfer

A Growing Business, A Fractured Team

Sheri Kortgaard runs a company with a uniquely human mission – transporting deceased loved ones with dignity and care.  But with six locations across two provinces and a workforce spanning diverse generations, cultures, and motivations, the leadership team was struggling to stay connected.

“We weren’t one team. We were six islands.”

Silos had formed.  Communication was spotty   Managers weren’t aligned.  And as the business grew, so did the strain.

Building the Leadership Toolbox

Steve stepped in to help Sheri assess where the company was and where it needed to go.  He launched a leadership effectiveness survey that pulled no punches.  The results are some affirming, many surprising, and all deeply valuable.

“Steve helped me see what I couldn’t and gave me the tools to do something about it.”

He didn’t bring easy answers.  He brought clarity, structure, and support   And he coached Sheri and her team through real, lasting change.

A Retreat that Changed Everything

The breakthrough came during a four-day leadership retreat Steve designed and facilitated.  The retreat took the team out of their day-to-day grind and into honest conversation.

There were team-building sessions, personality mapping, deep reflection, and a fireside “airing of grievances” that cleared years of quiet resentment.

“That retreat changed everything. It created bonds that distance had made impossible.”

For the first time, a manager in Prince Albert could call someone in Calgary and say, “Hey, how did you handle this?” The team stopped operating in silos and started working as one.

Real coaching.  Real results.

Steve’s style is direct, warm, and unwavering.  He listens deeply.  He challenges respectfully, And he keeps people accountable without judgment.

“He supports you when it’s hard and reminds you what you’re capable of.”

Today, Sheri’s business runs with more cohesion, trust, and clarity.  Managers have a shared language   Staff feel heard.  And what once felt overwhelming is now grounded in structure and support.

Coaching with Strength and Sensitivity

As a woman entrepreneur leading a complex, emotionally demanding company, Sheri needed more than a coach – she needed a guide.  Steve showed up with honesty, empathy, and no ego.

“Steve’s an old-school army guy, but he’s not stuck in old ways. He’s inclusive, compassionate, and deeply respected by everyone on my team – no matter their background.”

From tough HR moments to cultural friction, Steve created space for resolution and growth.  His presence gives the team a third party they can trust and a compass for navigating the hard stuff.

“Steve helped us build something stable and sustainable.”

Beyond Command & Control: How Vulnerability Unlocks Your Team’s True Potential

Last week, we explored the leadership lessons developed amid the heat and uncertainty of this year’s wildfire season—understanding the entire playing board, leading with humanity, and communicating with candour.

These principles are universal in any crisis, which is why they prompted me to reflect on the lessons I have gained from other seasoned leadership mentors who shared profound insights with me.  Their experiences and the principles they championed resonate deeply with the challenges many organizations face in genuinely unlocking human potential.

The Imperative of Leader Role-Modelling

A central theme was the crucial importance of leaders actively role-modelling behaviours such as vulnerability, transparency, and trust. Without this, it is unrealistic to expect teams to tap into their innovative and creative capacities, which harness “what is on people’s shoulders.” This serves as a stark reminder that, in many settings, we still fall short of fully engaging the intellectual and emotional capital of our people.

Bridging the “See-Speak Up” Gap

Crucially, the conversation highlighted the gap between individuals noticing issues or opportunities and speaking up about them.  Closing this gap depends on fostering psychological and organizational safety.  This isn’t just a “nice-to-have”; it’s fundamental.  When people fear reprisal or feel their voice doesn’t matter, valuable insights are lost, risks remain unaddressed, and potential stays dormant.

Shifting Power with Intent-Driven Leadership

An “intent-driven leadership” model directly addresses this by promoting the delegation of decision-making authority and articulating intent to those closest to the work.  This signifies a radical departure from top-down directives.  My own transformative journey as an infantry section commander involved learning to stop giving orders and instead empower my team to articulate their intentions.  I would describe it as learning a “language of uncertainty, ambiguity, and vulnerability.”

Understanding Vulnerability

Vulnerability, in this context, isn’t weakness; it’s about self-awareness and inviting feedback.  It involves understanding what we know about ourselves, what others know, our blind spots, and the hidden aspects.  Actively seeking feedback, even on personal interaction styles (e.g., “How well did I listen in that meeting?”), is crucial.  

I have expressed my past discomfort with this.   Recently, I met a high-ranking naval officer who admitted that confronting a potential enemy combatant was easier than asking his team for feedback on his performance as their leader.

This resonates: true strength lies in the courage to seek and act on such feedback.

The Fallacy of Command and Control in Modern Work

Read more about the top-down fallacy

My reflections highlighted how outdated industrial-age models—where one group thinks and another does—are.  This legacy, still evident in many organizational structures and even language (“white collar/blue collar”), is no longer fit for purpose.

In today’s complex world, the idea that a select few hold all the answers is false.  The goal should be to create environments where those doing the work can make decisions about the job, fostering alignment and clarity of purpose while allowing freedom in execution.

Human Potential: The Greatest Untapped Resource

The most significant “waste” in organizations isn’t process inefficiency; rather, it is the untapped human potential – the creativity, ideas, and passion stifled by environments that prioritize compliance over contribution.  When people come to work merely to be told what to do, their brains are effectively left at the door.  

Intent-driven organizations, in contrast, operate with a bias for action (“yes, unless there’s a no”), fueled by transparency, which, in turn, builds trust.  A critical point here is that leaders must act trustworthily rather than simply demanding trust.

Leadership as a Practiced Language

Effectively, this shift necessitates learning and consistently practising a new language of leadership.  It’s not about one-time training days, but rather a more sustained effort.  

The words that leaders choose, their responses to ideas (whether with curiosity or dismissal), and their approach to conducting meetings all contribute to the overall environment. Emphasis should be placed on practice within the real-world context of the organization.

Structure Enables Freedom

A crucial counterintuitive point is that structure provides freedom, not chaos.  Clear boundaries, such as the lines on a sports field or the principles in a founding document, enable individuals to operate with confidence up to the edge.

Without a clear understanding of these boundaries, teams tend to become risk-averse.

Investing in People is a Long-Term, Uncertain Bet

Read more about the difference between High-Performance & High-Potential

Ultimately, the commitment to investing in people is inherently long-term and carries uncertainty.  It requires leaders to resist the temptation to merely provide answers and instead nurture their team’s ability to think critically and develop solutions.

This represents a wager on future capability over immediate, small wins.  Nevertheless, it is the only way to foster a genuinely empowered and self-sufficient team, breaking the cycle of dependency on the leader.

This conversation served as a potent reminder that re-humanizing work is not merely a lofty ideal; it is a strategic necessity.  It involves creating environments where individuals can express their authentic selves, contribute meaningfully, and collectively accomplish far more than any top-down approach could hope to achieve.

Fathers Day, The Hardy Boys and a First Leadership Lesson

I have made many mistakes.

Some of them were pretty spectacular.  While formal training, my master’s degree, and supplementary reading have taught me the theory of leadership, my mistakes have taught me more than I care to admit.

My first leadership lesson occurred when I was not much more than six or seven years old.  I was a voracious reader, devouring comics, magazines, and books about superheroes, as well as war stories.  The best of all time are the Hardy Boys books.  I wanted to read every single Hardy Boys story.

One day, I went into the drugstore in our little farming village and saw a Hardy Boys book I didn’t have. I didn’t have the money for it. So I slipped it under my shirt and walked out.  On the surface, it was a small act—but whichever way you slice it, it was stealing.

I got home and, of course, got busted.  A shiny new hardcover book couldn’t just show up in our house without everyone knowing about it. I was marched back to the drugstore to turn myself in to the store owner.  My dad waited outside the store while I went in.  I managed to get to the rack of books, slipped the stolen book back where it belonged, and left. Dad asked if I had talked to the owner.  With my backside on my mind, I told him the truth.

I was turned around on the spot and, once again, marched back into the store to “face the music.” I admitted my crime and apologized.  To my shock, the store owner only admonished me gently. More importantly, he thanked me for accepting my crime, returning the book, apologizing, and being “an adult.”

The trip back home was my equivalent of walking the green mile.  I was sure I was heading to the gallows, but it was over—my dad left it at that.  Looking back now, I cannot recall ever hearing about the incident again.

The lesson I took away from the ordeal was this: when something is over and dealt with, it’s over.

Lead Through the Fire: 3 Core Principles for Crisis Leadership

With another forest fire season upon us here in Alberta, I’m reminded of the immense pressures and challenges that come with managing large-scale, complex crises.  

My career has taken me from the frontlines of military operations to the heart of global humanitarian responses, including coordinating disaster relief for major wildfires and floods right here in Canada.  

In these moments, leadership is tested in its most extreme forms.  Through it all, I’ve learned some hard-earned lessons about what it truly means to lead—lessons that feel particularly resonant now and offer, I believe, some timeless wisdom for leaders in any field facing uncertainty.

Read about leaders & the Beast – the 2016 Ft McMurray Wildfires

  1. See the Whole Board: The Imperative of Holistic Understanding

One of the most critical lessons I’ve learned is that as a leader, you must thoroughly understand the entire operational ecosystem, not just your immediate area of command.  This was emphasized during my military career.  You cannot become a commander or a leader in the military without having done some of the other jobs first.  You need to work in the supply chain, the administrative side, and the transportation side. You don’t get to be the boss without first learning how the toilet paper gets to the front lines.

This principle involves being exposed to and becoming moderately competent in various functions.  It is essential for making truly informed decisions, especially when people’s well-being or even their lives are at stake.  Real strategic oversight does not involve sitting in an ivory tower; it stems from appreciating the complexities and interdependencies of every single part of an organization. It is about ensuring that your decisions are grounded in operational reality.

  1. Lead with Humanity: The Person at the End of Every Process

Amid the immense logistical challenges of any large-scale operation, particularly in disaster response, I’ve always emphasized the paramount importance of the human element.  At the end of every logistics problem, there is a real person affected by a terrible circumstance and keeping them in mind is essential.

These are often profoundly intimate human experiences, and sometimes they represent the worst kind of human experience imaginable.  The question for us as leaders must always be, “How do we respect people in a way that honours that and helps them recover in their own way?” This serves as a potent reminder for any leader in any sector: our processes, systems, and strategic objectives must ultimately serve people.  Effective leadership means never losing sight of the individuals affected by your decisions and ensuring their dignity and well-being remain at the absolute centre of your focus.

Read about Human Scale Leadership

  1. Communicate with Candour and Compassion

In times of crisis and uncertainty, how we communicate can be just as critical as the actions we take.  I’ve witnessed the pitfalls of communication that prioritizes organizational risk management over genuine human connection. People understandably become frustrated when leaders allow lawyers to hinder genuine human interaction.

I’ve always advocated for transparency and empathy.  If you’re honest and forthright with people, they may not always appreciate the response, but at least they understand where they stand. They can hear, “Okay.  Thank you.  Now I know I have to figure out my own path here.” People desire someone to communicate with them in a compassionate manner. This demonstrates that even challenging news is better accepted when it’s delivered truthfully and with a genuine understanding of the other person’s situation.  Trust isn’t built on sugar-coating reality; it’s built on straightforward, empathetic engagement.

My journey through some of the world’s most challenging events has taught me that enduring leadership isn’t about having infallible strategies or maintaining iron-fisted control. 

Instead, it’s forged in a deep understanding of the entire system, an unwavering focus on the human beings at its core, and a steadfast commitment to communicating with honesty and compassion, especially when the stakes are highest.

 

Thanks for reading. Please reply at any time with questions or feedback for our Team.

When you’re ready, here are a few ways we can help:

  1. Work with me 1:1: Book a coaching or strategy session to help you achieve your goals for 2025 and beyond!
  2. Book me for your next keynote or event. This message is not just “another keynote.” It inspires, engages, and accelerates you, your Team, and your organization to success!
  3. Organizational Consulting: I have never met a leadership Team that was too stupid to be successful, but he has met teams that were too dysfunctional to succeed.

    I am a consultant for leaders who want to make their organizations more effective & more robust. And I do two things:

    • I help leadership teams become more robust, better aligned, and clear about their work. I also help develop culture and employees.
    • I help organizations struggling with politics, confusion, morale, productivity, turnover, wasted time, money, and energy.

Unlock Understanding: 5 Questions to Navigate Strong Disagreements

In a world of increasingly polarized opinions, truly understanding someone with whom you strongly disagree can feel like an impossible task.  But what if the key lies not in arguing harder but in asking smarter?  Research by Philip Fernbach (https://www.philipfernbach.com/) offers a fascinating insight, particularly around what he calls the “illusion of explanatory depth”: people often overestimate their understanding of complex issues.  This overestimation can be a barrier; however, it also presents an opportunity for growth.

Find Philip’s book here: https://www.amazon.ca/Knowledge-Illusion-Never-Think-Alone/dp/039918435X

The Hidden Gap: The Illusion of Explanatory Depth

Fernbach’s work suggests that we often believe we understand complex topics with a clarity we don’t truly possess.  However, when gently encouraged to explain the actual mechanics or detailed implications of our beliefs, we may notice the gaps in our understanding.  This moment of recognition—realizing we don’t grasp something as well as we thought—can make us more receptive to other viewpoints and less fixated on our initial stance. It’s not about proving someone wrong but about inviting a more thorough exploration of what they believe and why.

Bridging the Gap: Questions for Deeper Understanding

So, how can we leverage this psychological insight in our conversations?  Inspired by Fernbach’s research, here are five questions designed to help you bridge the understanding gap when faced with strongly differing opinions.  These aren’t “gotcha” questions; when approached with genuine curiosity, they serve as invitations to explore the landscape of belief together.

  1. The “How Exactly?” Question: “Could you walk me through the step-by-step process of how you see [their stated policy/idea] achieving its intended goals?  What are the key mechanisms at play?”
    • Why It Works: This question directly taps into the “illusion of explanatory depth.” Instead of debating the overarching goal itself, you’re directing curiosity towards the implementation and the presumed causal chain.  It encourages the other person to move beyond a general assertion to a more detailed explanation—a process that may uncover complexities or unforeseen obstacles they hadn’t fully considered.
  1. The “Ripple Effect” Question: “If [their stated policy/idea] were put into action, what do you anticipate as some of the immediate and longer-term consequences, both positive and negative, across various areas or groups?”
    • Why it Works: This encourages them to consider the broader, multifaceted impacts of their position.  The conversation can then shift from a simplistic “right vs. wrong” dichotomy to a more nuanced discussion of various outcomes and potential trade-offs.   Acknowledging possible negative consequences (even if they firmly believe the positives outweigh them) demonstrates a more comprehensive and thoughtful consideration of the issue at hand.
  1. The “Foundations” Question: “What are some of the underlying assumptions or core principles that lead you to this particular conclusion about [the issue]? Can you help me understand how those principles apply here?”
    • Why it Works: This question gently seeks to uncover the foundational values or beliefs that shape their opinion.  Understanding their starting point, even if you do not personally agree with it, can make their position more comprehensible and less arbitrary or inexplicable. It’s about seeing the architecture of their argument from the ground up.
  1. The “Devil’s Advocate” Question: “If you were trying to explain the strongest arguments against your position to someone who agreed with you, how would you phrase them? What aspects of those counterarguments, if any, do you find have some validity, even if they don’t change your overall view?”
    • Why it Works: This encourages individuals to engage with opposing views in a charitable manner and demonstrates that they have genuinely considered alternatives.  It can be a powerful method to highlight potential areas of common ground or, at the very least, to foster a mutual acknowledgment of the issue’s complexity.
  1. The “What If?” Question: “What kind of evidence or scenario might lead you to reconsider or modify your current view on [the issue]?”
    • Why it Works: This question investigates the circumstances in which their view may be falsifiable or adaptable.  A readiness to consider what could change their mind often indicates an openness to further learning and discussion.  Conversely, an inability to conceive of any such evidence may suggest a more dogmatic or closed stance.  Critically, it also helps clarify the very foundation of their conviction and what supports it.

The Gentle Art of Asking

It’s crucial to remember that the power of these questions lies significantly in their delivery. 

When you ask, your tone should express genuine curiosity and non-judgment. 

The objective isn’t to “trap” them in an intellectual corner or to “win” the argument. 

Instead, the goal is to foster a deeper mutual understanding by encouraging detailed explanations and thoughtful self-reflection—both for them and, quite possibly, for yourself.

Read  about ‘No Good Can Come Out of a Conversation That Starts With You Idiot

Towards More Meaningful Dialogue

Navigating disagreements is rarely easy, but by drawing on insights such as the “illusion of explanatory depth,” we can equip ourselves with more constructive tools for addressing them.  

These questions aren’t magic wands; however, they offer a pathway to move beyond surface-level arguments, uncover hidden complexities, and perhaps find unexpected commonalities or, at the very least, a clearer understanding of why someone holds their views.

In a world that often feels fractured, fostering a bit more understanding can go a long way.

Thanks for reading. Please reply at any time with questions or feedback for our Team.

When you’re ready, here are a few ways we can help:

  1. Work with me 1:1: Book a coaching or strategy session to help you achieve your goals for 2025 and beyond!
  2. Book me for your next keynote or event. This message is not just “another keynote.” It inspires, engages, and accelerates you, your Team, and your organization to success!
  3. Organizational Consulting: I have never met a leadership Team that was too stupid to be successful, but he has met teams that were too dysfunctional to succeed.

    I am a consultant for leaders who want to make their organizations more effective & more robust. And I do two things:

    • I help leadership teams become more robust, better aligned, and clear about their work. I also help develop culture and employees.
    • I help organizations struggling with politics, confusion, morale, productivity, turnover, wasted time, money, and energy.
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