Speaking
I don't play it safe. I speak to what's actually happening.
Beneath the symptoms, behind the posturing, & inside the systems we've normalized that are costing us.
I speak to audiences who are tired of surface-level advice and feel-good solutions that don't address the real tension in the room. Whether it's business leaders hitting walls they can't see, teams stuck in reactive mode, or people burning out from carrying too much.
My talks help people see what they've been missing, think differently about what's actually broken, and heal their systems instead of just manage the damage.
Speaking Topics
Strategy & Operations
Smart teams stay stuck solving the wrong issues while the actual blockers go unnoticed.
This talk delivers a diagnostic approach for leaders to spot friction points across delivery, operations, pipeline, and leadership, so they can find what's really broken—and solve for it.
Culture & Leadership
Most corporate systems reward compliance and punish curiosity, then wonder why progress stalls and top talent leaves.
This talk shows how to flip that script and make curiosity a competitive driver instead of a liability.
What to Expect
I meet people in the mess. I don't pretend the hard stuff isn't hard.
My talks name the real tension, then help you do something useful with it.
Available as:
About Sadie Shepard
Sadie doesn't have letters after her name. She has something better: lived-in proof that corporate systems can be both profitable and human.
As a former corporate leader who walked away from toxic systems and learned to rebuild them differently, she brings lived credibility to every conversation. She's worked inside the chaos of post-merger integrations, scaling teams, and high-stakes transformations, giving her both the operational expertise and human insight to see what others miss.
Her superpower is finding root causes "several layers deeper" than where most smart people think to look, whether in business systems, team dynamics, or the cultural patterns that silently undermine everything else.
As a neurodivergent professional who has navigated corporate environments, personal crises, and rapid organizational change, Sadie speaks from experience, not theory. She's the person people call when they need someone to either name what everyone's avoiding or reframe what they think they understand.
Trusted by leaders at companies like Superhuman, WeWork, Pinterest, and Oracle, she creates space for teams to see clearly, think differently, and build systems that actually work for humans.
Ready to book?
Schedule a brief introductory conversation to explore what's possible together.