KEEPING LEVEL BLOG
Why the Best Leaders Don’t Give Advice (And What They Do Instead)
Leadership is often associated with having the right answers. But in today’s complex world, the real advantage lies in asking better questions and creating space for reflection.
Through years of facilitating executive groups, I’ve seen how removing the pressure to “fix” leads to deeper, more honest, and more impactful insights.
This video explores a simple yet powerful practice you can use immediately with your leadership team.
Leadership Lessons From a Whiskey Distillery in Cape Breton
Most leaders underestimate the impact of what they “go on about.”
During a CEO peer group retreat at North America’s first single malt whiskey distillery, an unexpected voice cut through collective silence. This story explores leadership, group dynamics, and why outsider perspective can be the most powerful force in a room.
A Frisbee, a Friend, and a Leadership Wake‑Up Call
Most leaders underestimate the impact of what they “go on about.”
This story-driven video reveals how casual negativity can become a leadership reputation—and shape what your team feels safe to suggest or try.
A simple reminder with big implications for culture and communication.
👉 Watch now ▶️
Leadership Lives Between the Words
Leadership often lives in the space between words—and that’s where things quietly fall apart.
This brief, personal story illustrates why clarity is one of the most underestimated leadership skills.
👉 Watch the video 🎥 and explore how to close the gap before gravity does.
A Dinosaur Story Every Leader Needs to Hear
Great leadership isn’t always loud or exciting. Often, it’s the quiet consistency that makes people feel safe. In this post, I share a simple family story that reveals why stability is one of the most underestimated leadership qualities—and why protecting it matters more than ever.
▶️🦖 Watch the video
One Story Every Leader Should Tell This Week
Standing on sacred ground at Vimy Ridge, I realized something essential about leadership: people don’t follow numbers—they follow meaning. This reflection bridges history and modern leadership in a powerful way. 🎥👇
👉 Watch the video and consider the story you’re telling your team.
How Organizations Drift (Without Anyone Noticing)
Organizations rarely “choose” dysfunction. More often, they drift—one copied workaround at a time—until inefficiency becomes the standard operating system. Whether it’s outdated norms, clunky tools, or unnecessary steps, the pattern is the same: when no one questions the default, the default wins.
This video gives you a simple, practical prompt to reset your team: audit one habit they copy from you.
▶️ Watch the video ✅🎬
The 10pm Phone Call That Erased My Fear of the Boss
In 1987, at my first job as an engineer, my boss’s boss—Fraser Blair—felt larger than life. He had a booming voice, a big presence, and a senior title that honestly intimidated me. One day I asked him a simple question about the origin of “Mahone Bay.” That night, at 10pm, he called me at home with the answer. That quiet act of follow-through completely disarmed my fear and built a bridge of trust and camaraderie that changed how I worked.
This experience taught me a lesson I’ve never forgotten: follow-through builds trust faster than authority. In this short video, I share the story and invite you to consider one outstanding commitment you could close today—an email, an introduction, a decision, a promise.
👉 Watch the video below and reflect on how your own follow-through shapes trust at work. 🎥
Why Your Gratitude List Isn’t Working (And How to Fix It)
“Steve, I’ve tried the gratitude list thing… it just doesn’t work for me.”
That’s what a participant told me at a recent gratitude retreat. Her experience is more common than you might think. A lot of people—and a lot of leaders—are faithfully writing gratitude lists that never really touch the heart. The problem isn’t gratitude itself; it’s that we’re only practicing one-third of it.
In this video, I walk through three components of meaningful gratitude:
I Caught a Student Cheating—Then Realized I Was Part of the Problem
In the video below, I share how I shifted from vague expectations to a clear, five‑minute integrity talk that spelled out what cheating looked like, what the consequences were, and why it mattered. More importantly, I share the leadership question that changed everything: “What did I not say, clarify, model, or reinforce that might have made this outcome more likely?”
How a Mother’s Day Mistake Changed My Perspective
In 1997, I bought a Mother’s Day gift that backfired – and it changed how I lead. I realized that good intentions don’t automatically translate into positive impact. This principle applies to teams, decisions, and relationships. In this post, I share the story and the question every leader should ask before acting.
The Day I Caught a Student Cheating in an Ethics Class
Leadership isn’t about avoiding challenges—it’s about how you respond when they hit close to home. I learned this after catching a student cheating in an ethics exam. My instinct was personal, but the right response was principle-based. Here’s the full story and the lesson every leader needs.
Ignorance is not bliss in business
After more than a decade of running the same trail, I thought I knew every regular. Then, one day, I met someone I already knew—and had never seen before.
That moment reminded me of a truth every leader needs to hear: the more experience you have, the more likely you are to miss something important.
Blindspots aren’t harmless—they’re costly. In this post, I’ll share why staying curious and humble is critical for leadership success.
👉 Watch the video and start uncovering what you’re missing! 🎥
The One Question Leaders Can’t Afford to Ignore
Ever notice how kids never stop asking “Why”? Last week, my 3-year-old grandson reminded me of something powerful: as adults—and especially as leaders—we often stop asking, and even worse, we stop answering.
When you make changes in your organization, your team is just as curious as a child… but they’ll only ask once. If your answer doesn’t make sense, trust erodes. In this video, I share a simple truth about why explaining your “why” matters more than you think.
👉 Watch now and discover how to build trust by embracing curiosity.
<more>
What’s Your Business Version of Dermatitis?
Sometimes the biggest relief comes from finally doing the thing you’ve been putting off.
In this short story, I share a personal experience that reminded me how often leaders delay decisions—even when the tools and resources are right in front of us.
If you're a CEO or business leader, this one's for you.
👉 What decision are you sitting on that could unlock clarity, growth, or momentum? <more>
Lead With Pronoia, Not Paranoia
Ever heard of pronoia?
It’s the opposite of paranoia—the belief that the universe is conspiring in your favour.
Last weekend, two friends sent me an article on gratitude from the NY Times. I hadn’t seen it yet, but they had me covered.
Fifteen years ago, my reaction would’ve been very different. <more>
VP’s Unexpected Advice That Changed Everything
One of my weekly check-ins with my boss 30 years ago is embossed in my mind. Watch the video to find out why ! <more>
Cocaine, AFib, and the Gratitude Gap
The nurse asked me a routine medical question that made me freeze:
"Do you do any recreational drugs—like <more>
Encourage Up, Down, and All Around
Last week our daughter Stef drops off 2 year old Mae at daycare. Accompanying her is our 10 year old grandson Max.
What happens next is amazing <more>
A wisdom walk with a fifth grader
It’s July 31. We finish dinner and I say,
“Max, let’s get your sister in the stroller and go for a walk around the neighbour.”
“Sure thing Bump."
As we’re passing the school where Max will be going into grade 5, <more>