You’ve optimized the calendar, mastered the systems, and checked every box. Yet you’re still stuck.

I know the script: Work harder. Be productive. Climb the next rung. The more I achieved, the more trapped I felt.

Productive but not purposeful. Successful but not satisfied.

The real problem isn’t productivity, it’s following someone else’s plan. And that voice inside keeps saying: “There has to be more than this.”

That’s where I come in. I help professionals trade external expectations for small, intentional experiments that create clarity, confidence, and fulfillment.

The transformation? You stop building someone else’s dream and finally start creating your own.

Hi, I'm Brian. I help professionals break free from the 'supposed to' life and build one that fits.

Break Free from the Success Trap

How Can I Help You?

Navigate from golden handcuffs to authentic achievement

About Me

I spent 20+ years following the “supposed to” playbook to perfection. And then I burned out.

College ✓ Climbing every ladder ✓ Corporate leadership ✓

Along the way, I built multiple 7-figure business lines in both startup and corporate environments, as well as a global customer-facing organization supporting $400M in ARR. By every external measure, I was successful.

But that voice kept getting louder: “There has to be more than this.” I wasn’t stuck because I lacked skill. I was stuck because I was following a script that was never mine.

Now I help professionals break free from the “supposed to” life through small shifts and intentional experiments.

My philosophy is simple: You don’t have to burn your life down to find yourself. Together, we build a safe bridge to who you’re becoming.

Because once you start experimenting with alignment, rewriting your story isn’t just possible. It’s inevitable.

brian@brianholden.me

Find me on

© 2025. All rights reserved.