The Steeper Path

Is your work working for you, or working you over?

Find out in as little as 5 minutes with the free Alignment Score assessment. Based on the SEPARATE Framework™ in the book Breaking Asphalt.

Most people who feel stuck, drained, or quietly dissatisfied aren't failing. They're misaligned. And there's a measurable difference between the two.

Get your Alignment Score → Read the book

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Alignment Score

/ 100

Meaningful alignment

Strengths

Values

Energy

Flow

Vision

The Alignment Score

A score from 0 to 100. A breakdown. A name for what's holding you back.

Most assessments tell you what you already know. This one tells you why. You'll see exactly where you're flowing and where you're grinding, across six dimensions that actually predict fulfillment.

Your score across six dimensions: Strengths, Values, Energy, Flow, Vision, and Life Alignment

Your primary Asphalt Pattern — the specific mechanism most likely holding you back

Score-specific next steps and a deeper read delivered to your email

18 questions As little as 5 minutes Free No signup required

Take the assessment →

Question 3 of 18

When you are at your best at work, do the people around you see the same strengths you feel on the inside, or do you feel unseen in what you actually bring?

They rarely see it

They occasionally see it

Sometimes yes, sometimes no

They mostly see it

They see it clearly and consistently

The Asphalt Patterns

Seven patterns show up in people who are misaligned. One of them is probably yours.

Asphalt is a metaphor for the layers of expectation, habit, and fear that harden over time. The patterns are the specific ways that happens. The Alignment Score identifies yours.

Find your pattern →

The Borrowed Path +

You're living someone else's road. A career built on other people's expectations that you got good at but never fully chose. Find out if this is yours →

The Be-Do-Have Trap +

Once I have X, I can do Y, and then I'll be Z. The conditions keep multiplying. The real thing keeps waiting. Find out if this is yours →

The Safety Trap +

You chose security over authenticity so many times that security started to feel like wisdom. The safe choice became the only choice you could see. Find out if this is yours →

The Actor's Trap +

You played the role so well for so long that you forgot it was a performance. The role became the identity. The mask became the face. Find out if this is yours →

The Square Peg +

You're genuinely built for something specific. But the contexts you've been in weren't designed for you. The friction isn't weakness. It's misplacement. Find out if this is yours →

The Known Unknown +

You already know. You've known for a while what needs to change. The signal is clear. You just haven't moved. Find out if this is yours →

The Stagnation Disguise +

You've stopped growing but called it stability. Competent, consistent, respected — and completely under-alive. The ceiling presents itself as a floor. Find out if this is yours →

PCC

ICF Certified Coach

About Lenn

I left tech to build something more important.

Thirty years in tech taught me one thing that wasn't in any product roadmap: achievement without alignment is a very expensive way to end up lost.

I built products at Meta, Microsoft, Nokia, Skype, and eBay. I was good at it. I was also quietly misaligned for most of it. The SEPARATE Framework™ came out of trying to solve that problem for myself first. Then I left to help other people solve it.

Breaking Asphalt is the book. The Alignment Score is the question I wish someone had asked me twenty years earlier.

ICF PCC Certified Coach Author, Breaking Asphalt Creator, SEPARATE Framework™

More about Lenn →

Real Stories. Real Shifts.

Coaching with me isn't about quick hacks.
It's about lasting alignment.

Lenn provides me a safe space to continuously evaluate my journey and ensure it aligns with my most authentic self. He gently reroutes me when I get lost, always graciously and patiently, helping me pivot away from behaviors leading to dead ends.

Chelsea R.

USMC Veteran · Cisco

Lenn has been a trusted ally and advisor as I navigate what I want in my career, where I want to go, and how I want to grow. He's made me open my eyes to areas I really excel at and has been a true motivator.

Suzie S.

Sr. Director, Marketing · Zinnia

He doesn't just explain a framework or way to think, but creates the forum for his clients to reflect and come up with what's best for them. This is what is so special about him.

Ranjani C.

Sr. Director, Strategy & Operations · Blizzard Entertainment