Why This Series Matters Now
Let’s be real — the noise out there is relentless.
Social media tells you who to be.
Corporate life tells you what to value.
Family, past experiences, and cultural pressure all pile on until you’re living a life that checks all the boxes — but doesn’t feel like you.
That’s why we created the Find Your Cool blog series.
This isn’t about chasing trends.
It’s about returning to yourself — leading your life from the inside out with clarity, courage, and calm confidence.
Introducing the Find Your Cool Series
Starting today, we’re launching a weekly blog series called Find Your Cool — a 12-month roadmap to help you:
- Reclaim your personal leadership
- Reset your mindset, energy, and daily systems
- Build lasting physical and mental resilience
- Design a career, lifestyle, and legacy that reflect your truth
- Navigate reinvention and change with strength and clarity
Each post in this series will be clearly labeled as part of Find Your Cool so you can follow the journey week by week.
We’ll publish three quick, powerful posts every week — all grounded in real-world wisdom, not self-help fluff.
Whether you’re climbing higher, pivoting careers, or rebuilding from a setback, this series will help you find your rhythm again — and lead from it.
Why We’re Doing This — And Why Now
We are Tom Reynolds and John Dempsey, and between us we’ve spent decades helping people and companies transform.
Together, we’ve:
- Led global strategy and operations for Fortune 50 companies
- Built strategies that grew billion-dollar divisions and scrappy startups alike
- Guided teams through innovation, reinvention, and rapid growth
- Mentored leaders at every level — from new managers to seasoned executives
- Personally navigated reinventions around health, mindset, and purpose
We’ve seen the high cost of success without alignment — and the power that comes when people reconnect with their internal compass.
That’s what Find Your Cool is all about:
Helping you build a life you don’t need to escape from — a life that reflects who you really are, and what you truly want.
So What Is “Finding Your Cool”?
It’s not a performance.
It’s a presence.
Your cool is that calm, centered, grounded energy that guides you when things get loud and life gets messy.
It’s how you lead with purpose instead of pressure.
It’s how you choose alignment over approval.
It’s how you stay focused, energized, and in control — even when everything else feels out of control.
You don’t stumble into your cool.
You build it — step by step, decision by decision, habit by habit.
This series will show you how.
First Step: The Cool Check-In
Let’s start here.
Take 10 quiet minutes and ask yourself:
“What’s shaping how I see myself right now?”
List it all:
— Social media comparisons
— Family roles or pressure
— Career demands
— Past wins or wounds
— Fear, ego, expectations
Now circle the ones that still serve you.
Cross out the ones that don’t.
What remains is you. And that’s where your cool begins.
Quote to Carry With You
“And suddenly you just know: it’s time to start something new and trust the magic of beginnings.”
— Meister Eckhart
Let’s Begin
This series is for anyone ready to stop drifting and start designing.
We’re Tom Reynolds and John Dempsey. We’ve helped companies and people reinvent, lead, grow, and transform — and now we’re handing you the map.
Each entry in this blog — starting with this one — is part of the Find Your Cool series.
So keep an eye out. Follow along. Reflect. Take action.
Your next chapter starts here.
Let’s Find Your Cool — together.
Lead Like a Leader 
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