See what's broken.
Fix what matters.
Build what lasts.
I work at the intersection of people, strategy, and systems:
the part that’s invisible until it’s costing you talent, trust, or margin.
Trusted by Leaders at:
WHO
I’m Sadie Shepard.
Growth, complexity, & inflection points don’t respond to generic advice.
When your strategy isn’t landing, roles are blurry, and delivery keeps slipping, you’re reacting. Not scaling. The costs adds up fast.
I help leaders figure out what’s not working, why it matters, and what to do next before it burns resources you can’t get back.
This might look like decisions that don’t hold, delivery that breaks under pressure, or a team that isn’t speaking the same language (especially around outcomes & revenue).
I bring a cross-functional lens grounded in real-world execution. I’ve worked across strategy, operations, revenue, people, and delivery. I know how misalignment starts, how it spreads, and what to shift before it drains margin, trust, talent, or time.
I advise. I coach. I write. I speak. I operate. The title doesn’t matter. Solving the right problem, in the right way, does.
I’ve lived it. I’ve led through it. I’ve solved for it.
“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
Human First, Business Smart
I’ve worked across stages, industries, models, and functions.
The problems tend to repeat. They just go by different names.
I find the friction fast; no ramp-up or guesswork required.
Who I Work With
PRODUCT-LED & SAAS COMPANIES in tech and software where GTM, delivery, and operations are out of sync. You’re growing, but clarity, ownership, and execution aren’t keeping pace.
COMMUNITY-CENTERED BRANDS & BUSINESSES built around trust, belonging, and connection. You’re evolving fast and need systems and leadership that can evolve with you.
SERVICE-BASED TEAMS & B2B PROVIDERS navigating growth. Capacity is strained, roles are unclear, and it’s slowing your delivery and decision-making.
HEALTH, WELLNESS & PURPOSE-DRIVEN COMPANIES scaling offerings rooted in care, integrity, or transformation. You’re committed to impact but struggling to grow without compromising your values or energy.
WHAT
HOW
I bring structure to complexity and language to things you can’t quite name yet—
That’s what creates traction.
Not just insight, but movement.
Across my body of work, I do the same thing: Step into complexity, then help people figure out what matters, what’s in the way, and what they can do about it.
- In businesses, that means stepping into fast-moving, high-functioning messes where growth has outpaced systems, teams are spread thin, and no one’s aligned on what’s actually broken. I make sense of the friction, map the real risks, and help leaders make smart, strategic moves that hold.
- In coaching, I create space for people to think straight again. High performers come to me when they’re stuck in cycles they can’t see clearly. We name what’s not working, clear the noise, and build toward what’s next—with honesty, momentum, and zero performative bullshit.
- In speaking, I don’t preach at people. I invite them into the conversation and shift perspective. I bring sharp language, real examples, and grounded insight that helps people feel seen, challenged, curious, and empowered to move forward.
“We were onboarding too slowly, CS was stuck fixing product issues, and sales was overpromising what we couldn’t deliver.
Internally, no one agreed on the real problem, but we did agree we had too many. Sadie cut through it immediately. She challenged every assumption, asked the questions we hadn’t, and surfaced what was actually connected.
I was blown away by how fluent she is in revenue, risk, and operational health. She made the business legible again.
We left with a focused game plan to stop the bleed and without wasting another week arguing about which fire to put out first.
Heads of Ops
SaaS Company ($15M ARR)