Growth strategy that makes a difference.
The growth is real. But so is the strain.
You’ve outgrown your systems, and you’re too close to the problem to know where to start.
I work with overwhelmed leaders to:
- pinpoint what’s off
- reset the strategy
- rebuild the structure underneath
Let’s move forward with less drag and more room to lead.
Trusted by Leaders at:
WHO
I’m Sadie Shepard.
I partner with leaders navigating growth, complexity, and inflection points that don’t respond to generic advice.
I’m a strategic advisor, speaker, and leadership coach. The throughline in how I serve clients is always the same:
- I help high-capacity people see what’s really going on, make sharper decisions, and move with traction, not theory.
- I know when misalignment starts creeping in — with systems, roles, and decisions. The silent costs that get louder the longer they’re unaddressed.
- Whether I’m advising a founder, coaching a leader in transition, or guiding a room, the lens stays the same.
I’ve led through messy market entries, rebuilt trust after post-acquisition fallout, and helped teams realign when their day-to-day and data were completely out of sync.
Momentum stalls when unable to name what’s been almost working.
That’s why my work bridges strategy, people, and operational reality: the sweet spot where clarity gets built & progress holds.
“We had demand out the door and big dreams… but no real systems, no structure, and no way to scale without burning out.
Sadie helped us rebuild from the ground up and kept us accountable for how we supported our community.
Her clarity, confidence, and strategic lens gave us what we needed to actually grow without breaking.”
Liz Tenety / Jordan Fink
Co-founders at Founding Women
Across industries, my work focuses on alignment. I support leaders inside businesses where clarity, capacity, and growth need to line up.
Industries I Work With:
- Service-based businesses: Agencies, consultancies, and B2B SaaS companies navigating delivery, structure, and scale
- Community-centered companies: Brands built around people where leadership and systems need to work in sync
- Mission-driven & nonprofit orgs: Values-led teams ready to scale impact without losing their core identity
- Health, wellness, & product-driven ventures: Human-first companies where strategy, systems, & purpose need to grow together
I work at the intersection of people, strategy, and systems: the part no one teaches you how to manage, but where everything starts to break down. It’s also where possibility exists.
WHAT
HOW
I don’t stay surface-level. And I don’t coach from the sidelines.
I partner with you inside the real mess — where the friction lives, where the decisions pile up, and where the cracks start to show.
We look at what’s underneath the noise.
Not just what’s loud, but what’s misfiring.
The patterns, the blind spots, the pressure points hiding in plain sight.
The work is grounded, not abstract.
It’s built to match how you think, how you operate, and what actually moves the needle in your world.
Together, we make space for sharper thinking, cleaner decisions, and the kind of strategic direction that doesn’t fall apart under pressure.
"We came to Sadie with big energy and no real systems or clue on how to ground proposed improvements in reality.
In just one session, she challenged us to reconsider the surface-level symptoms and dig into factors we hadn’t even considered.
She helped us identify the root issues and we co-developed a clear, actionable plan for what to do next. It was the most useful two hours we’ve spent on our business in a long time."
Founder
Small Agency After Rapid Growth