Strategy Session

One Session. One Deliverable.

Complete Clarity

Stop guessing what's holding back your job search.

A focused 45-minute working session with Ryan to pinpoint exactly what's limiting your progress and give you a clear, strategic plan to fix it.

Apply for a Strategy Session

^{$500 fee fully credited toward enrollment in the Group Coaching program}

"After the first 10 minutes, I could tell Ryan is really sharp. He immediately identified the holes in my job search and how I was presenting my experience."

—Will S, Director of Communications

Not a sales call. Not general advice.

A working session

Most senior engineering leaders who book this session aren't new to the market.

They've been applying, networking, and interviewing but something isn't translating.

This session is designed to identify why.

No generic frameworks.
No surface-level feedback.

Just a clear breakdown of what's working, what isn't, and what needs to change.

This isn't about doing more. It's about doing what actually works at your level.

You'll receive a Career Strategy Brief

This personalized document will include:

Positioning Assessment

Overview of how you're currently presenting yourself, and where it's misaligned with how Director/VP hiring decisions are made.

Target Role and Company Profile

The roles, companies, and decision-makers your search should be centered around.

Highest-Leverage Changes

2-3 specific actions that will immediately boost your momentum.

30-Day Priority Plan

Exact activities to focus on so you have concrete direction, not just ideas.

This is the same diagnostic foundation used inside our Core Program.

This Strategy Session is right for you if:

You're a Director or VP of Engineering (or close)
You've been in the market but aren't getting the traction you expected
You're at a key inflection point in your job search

You want a clear, strategic approach
You want an outside perspective from someone who understands senior-level hiring
You're considering the Core Program and want to experience the approach first

This Session Works

Most free calls are surface-level conversations designed to sell you something.

This is different.

This session is designed to go deeper so you leave with real clarity, not general advice.

We focus on your situation
We go deep enough to identify what's actually limiting your search
You leave with a concrete plan that you can implement immediately

And if you continue in our Group Coaching program, the full fee is credited towards enrollment.

Most senior-level searches stall because the approach isn't aligned with how hiring is actually made.

This session can change the rest of your job search

If your search isn't producing the outcome you expect, there's a reason.

Skip the guesswork.

This Session will identify the issue and show you exactly what to do next.