Wayfinder

Strategic Planning Services

You know what you want to do.
But how do you get there?

You’ve got 18 priorities—which means you have none.

You have clear goals with measurable outcomes, but no clear path to get there.

You’re working hard, but you need to work smarter.

The daily grind is consuming your focus, making it nearly impossible to think beyond next week, let alone the next five years.

but the real work?

It’s about charting your course for the long haul and tracking the markers along the way.

Leadership coaching, strategic planning, nonprofit, non-profit, deeper learning, facilitation, expeditionary learning, podcast, social good, SEL, character education, leadership development

Wayfinder helps you navigate.

Assess the headwinds before you set sail—not when you’re already in the storm.

Find the tailwinds that will propel you forward. Learn to navigate on cloudy nights with no stars, steer through brewing storms, and most importantly, learn from the ones that already tested you.

Before you can set your course, you need to know where you are.

What’s the root cause of the challenges you face?

…That one recurring obstacle—the one that always seems to stand in the way… it isn’t a distraction.

It is the work.

The path forward is through it.

Leadership coaching, strategic planning, nonprofit, non-profit, deeper learning, facilitation, expeditionary learning, podcast, social good, SEL, character education, leadership development

Find your Way.

How to chart your course…

Wayfinder Strategic Planning Services helps you chart a five-year plan that engages stakeholders with you, not just for them. Drawing from deep expertise in Liberatory Design and Improvement Science, and experience leading one of 3 strategic plan goals at a national non-profit, and consulting for top schools like Polaris Charter Academy and major districts like San Francisco Unified, we are there to guide you and help you learn to chart your own course.

  • Identify the real problems that need solving.

  • Gather and incorporate stakeholder perspectives.

  • Design a strategic plan that is co-created with your community.

  • Build sustainable systems that keep you on course.

You don’t have to get stuck.

Great strategic leadership goes from 30,000ft to 5ft.



Climb the crow’s nest to scan the horizon.
And get down on the deck and listen to your crew.

Strategic planning can be overwhelming, and the day-to-day can swallow it whole. But with the right guidance and loving accountability, you can find your way.

Let’s chart your course together.

Strategic Planning Processes:

Leadership coaching, strategic planning, nonprofit, non-profit, deeper learning, facilitation, expeditionary learning, podcast, social good, SEL, character education, leadership development

Compelling Vision.
Exceptional Strategy.
Impactful Execution.

They are not easy, but they are not as complex as you think.

Leadership coaching, strategic planning, nonprofit, non-profit, deeper learning, facilitation, expeditionary learning, podcast, social good, SEL, character education, leadership development

Why work with Ryan for your Strategic Planning?

Ryan was an integral part of our strategic planning in shifting the literacy practices in our Middle School English Language Arts Classrooms in San Francisco Unified School District. Ryan facilitated impactful meetings with district and site based leaders that led to a redesign of our district wide and site based structures. He brings an equity mindset to the work and balances high expectations as a change agent while understanding the complexities of a large urban school district. We could not have made the progress we have without Ryan’s leadership and collaboration.  

Lisa Levin, Supervisor of K-12 English Language Arts
San Francisco Unified School District

Leadership coaching, strategic planning, nonprofit, non-profit, deeper learning, facilitation, expeditionary learning, podcast, social good, SEL, character education, leadership development