I speak truth about what’s actually happening.
Beneath the symptoms, behind the posturing, and inside the systems we’ve normalized, there are costs we’ve stopped accounting for. I help people see what’s been overlooked, question their assumptions, and rethink what might be broken, so they can lead with clarity and build systems that actually work.
Bring the unsaid to the surface, so we can make it useful.
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.
Choose what distraction-free insight looks like.
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.