How Do We Build Something Better?
Most of us are still working inside the very system we want to change. So how do we start building something better—without burning it all down? In Part 5, I’m exploring the shift from burnout to regeneration. Because naming the problem isn’t enough. Let’s rebuild.
The Accountability Trap
When leaders overcommit, they don’t create more accountability—they create more extraction. I learned this the hard way. I thought I was being a good leader—but really, I was self-exploiting. And when a leader self-exploits, the team follows their lead. Are you truly accountable… or just overcommitting?
The Speed of Survival
We weren’t meant to move at this pace—but we learned to, because slowing down felt like falling behind. What happens when the speed that kept us safe is the very thing burning us out? Here’s how I’m unlearning survival mode—and what that means for the way we work.
If you feel like you’re burning out, read this.
What if the ambition that got you here… is also what’s burning you out?
For years, I felt like I was riding a fire-breathing dragon—driven by achievement, urgency, and the fear of slowing down. Then one day, the dragon landed and said: “I don’t want to breathe fire anymore.”
I didn’t know what to do with that. Because if I wasn’t constantly striving… who was I?
It turns out, I was the dragon all along. And I had the power to change the flight path.
Exhausted? Maybe It’s Not You—Maybe It’s Capitalism
We tell ourselves that pushing harder is the only way— that the next milestone, hire, or deal will finally bring relief. But the goalposts keep moving, and the weight of responsibility never really lifts.
And when burnout inevitably hits? The world doesn’t pause. It just asks us to self-care our way back to productivity, as if exhaustion is a personal failing rather than the result of an unsustainable system.
So, what happens when the way we work isn’t just exhausting—but unsurvivable?
When the Stars and Strategy Align
Turning 40 made me take stock—not just of my accomplishments, but of my alignment. The impact I wanted to make and the systems I was operating in weren’t lining up anymore. So, I made a choice: to stop forcing what wasn’t working and start building what’s next.
The Tension of Power, Growth, and Letting Go
Leadership is full of contradictions—power and accountability, structure and flexibility, confidence and humility. The best leaders don’t just navigate these tensions; they embrace them. But when leadership becomes reactive instead of intentional, the cost is trust, alignment, and sustainability. So, what happens when holding on too tightly is the very thing holding you back?
A Litte Bit Ted, A Little Bit Tony
A mob boss and a football coach walk into your leadership strategy… what happens next? In The Sopranos and Ted Lasso, two wildly different leaders show us the extremes of fear and trust. One thrives on control, the other on belief. Watching both made me ask: What kind of leader am I? And more importantly, what kind of leader do I want to be?
What’s Holding Your Business Back? (Hint: It Might Be You)
The truth is, your biggest liability in business isn’t the economy or your competition—it’s you. That one thing only you can do? That’s where you’re most vulnerable. But here’s the good news: your greatest liability can become your greatest strength. Just ask Stevin John, the guy behind Blippi, who turned his business into a $20 million empire by letting go and building systems to replace himself. Let’s talk about how you can do the same.
Leadership is truth telling
I used to think being a 'nice' leader—someone who didn’t rock the boat—was enough. Turns out, nice doesn’t change the world. Leadership that matters requires truth-telling: owning your failures, confronting your blind spots, and creating space for real growth. The question is, are you ready to face yourself?
“This Isn’t Working”
A newsletter for people who know we can do better.
So much of how we’ve been taught to lead, work, and succeed isn’t actually working—for us, for our teams, or for the world we want to build.
Each week, This Isn’t Working digs into the misalignment we feel in work, leadership, and ambition—and, more importantly, what we can do about it.
What you can expect:
Candid insights on leadership, power, and navigating change
Strategies for building differently—without burnout or or auto-exploitation
A behind-the-scenes look at what’s working (and what’s not)
Drop your email, and let’s build something better.