Fractional Strategy, Embedded Ops, & Speaking for Your Next Stage of Growth
What got you here is now breaking everything else.
You don’t need another dashboard. You need to know what’s actually stalling out & putting your growth at risk. I help you see the breakdowns—and fix the ones that matter most.
Trusted by Leaders at:
ABOUT
I’m Sadie Shepard.
Growth, complexity, + inflection points don't respond to generic advice, theoretical frameworks, + surface-level "solutions."
I advise. I operate. I coach. I facilitate. I speak. I write. The title doesn't matter. Solving the right problem, in the right way, does.
When your strategy isn't landing, roles are blurry, & delivery keeps slipping, you're reacting—not scaling. The costs add up fast, and they compound exponentially.
I help leaders figure out what's not working, why it matters, + what to do next before it burns resources you can't get back.
This might look like decisions that don't hold, processes 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 strategy + execution. Having operated across the full customer + revenue lifecycle (marketing → sales → customer success → operations)—in companies that scaled beautifully and others that broke under the pressure. After leading through multiple M&A integrations, I know exactly where misalignment starts and what it costs when left unchecked.
I know how friction starts, how it spreads when misdiagnosed, & what to shift before it drains margin, trust, talent, or time.
I've been where you are. I've fixed what you're facing. I know what works.
“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
WHO
Human first, business smart. Sometimes I swear.
I'm the call you make when post-traction, pre-scale friction shows up—to remedy & brace for what's next.
When earlier intervention doesn't happen, I get brought in to help clean up messy growth & solve future issues.
PRODUCT-LED & SAAS COMPANIES in tech and software where GTM, ops, + delivery are out of sync. What got you here is now breaking everything else, and you need to find + fix it before it costs more.
COMMUNITY-CENTERED BRANDS & MARKETPLACES built around trust, belonging, + connection. You’re evolving fast and need systems-savvy leadership that can evolve with your mission.
HEALTH/WELLNESS & PURPOSE-DRIVEN ORGS scaling products rooted in care, integrity, + transformation. You’re committed to delivering impact at scale—without compromising on your values.
B2B BUSINESSES PRE- or POST-M&A navigating the risks, stakes, pressure, + expectations that come with the territory. You don't know where to start with integrating, and protecting your P&L is priority.
HOW
“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)
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.