You don’t actually need help thinking big.You’re already doing that.At this level, imagining upside isn’t hard. New markets. New products. Faster growth. Bigger bets. Most senior leaders I know have no shortage of ambition. If anything, they’ve learned to think several moves ahead without trying.What’s heavier is something else.You know how much it took to get here. Not just the
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You Don’t Have a Time Problem
You don’t actually have a shortage of ideas.You have a shortage of space.At this level, the list of things that should be done already exceeds the amount of time you have to do them. That’s not a productivity failure. It’s the reality of operating in a highly leveraged role.Most senior leaders I talk to don’t feel behind because they’re disorganized
It’s Not What You Know That Gets You in Trouble
You’re not worried about the risks you can see.You’re more concerned about the ones you can’t see yet.At this level, you’ve learned how to manage visible problems. There are dashboards, advisors, frameworks, and meetings for those. When something shows up clearly, you know how to respond.What’s harder is the sense that something important might not be showing up at all.Most
Impostor Syndrome Isn’t a Flaw. It’s an Overactive Alarm.
I recently began working with a founder who’s built a 100 million dollar company from scratch.No outside money. No shortcuts. Almost a decade of grit, intuition, and operational excellence.He leads from experience and straight talk. His people trust him.Yet he’s been wrestling with something most executives would never admit out loud.He feels strong with his
Are You Accidentally Creating Distance With the Leaders You’re Trying to Develop?
If you’re a Founder/CEO or senior exec at a growth-stage company, you’ve probably felt this tension. You know your business can’t grow unless your senior team grows. But you’re busy, you’re not a trainer, and part of you wonders if you’re even qualified to coach a C-suite peer.It’s pretty common. Lots
Why You Feel Like You Need to Be Two Different People at Work
I was talking with a client recently—a newly promoted senior executive who’d just inherited 20 direct reports and a double digit million dollar budget challenge. “I’m trying to get the signal through the noise – there’s so much inbound right now coming from both directions.” Sound familiar?Most of us have been there. The
The 3-Minute Rule, Confident Uncertainty and Looking Inside
You may think that head-of-the-table communication is primarily about being polished, eloquent, and having all the answers when you speak in high-level meetings.But really, executive communication is less about performance and perfect delivery and more about creating clarity and impact through connection, authentic presence, and engagement.If you focus on a few key principles like decision-first communication, confident uncertainty, and reading
New Role? Your 90-Day Plan is The Easy Part – The Real Work is Figuring Out How You Want to Show Up
I’m not a career coach but I have been fortunate to support c-level executives in doing this kind of work and then either reinventing themselves in their current roles, landing new incredible “first and second mountain” jobs, or avoiding what would have been some very unfortunate choices. Recently, a couple of clients and I
Why Meetings Suck and How to Fix Them
I was catching up with a client of mine – COO at a hot growth-stage company. He was telling me about his crazy-busy life and the headaches that come with his digital workplace. Sound familiar? With several big companies suddenly calling everyone back to the office, he’s feeling pretty torn about what to do next.
Increase Buy In, Empowerment and Efficiency with Two Sticky Notes
I love using strategically placed sticky notes to help me keep useful concepts top of mind. One of my favorite acronyms is “W.A.I.T.” or “Why Am I Talking?” Whether it’s in conversation with my clients, my wife, or my kids, this mantra reminds me to take a humble moment to check in with myself to