The Hardest Person You'll Ever Lead Is You
The Enneagram is where self-awareness becomes a leadership strategy.
Most leadership development teaches you what to do. The Enneagram reveals why you keep doing what you've always done — and how to finally lead differently.
The Enneagram is both a mirror, showing you who you are, and a map showing you where to go to grow.
This is where leadership and self-development intersect. And where the real work begins.
“As a Chief of Staff, self-awareness is essential for staying grounded in a job that requires being at the epicenter of people, change, and team dynamics. The Enneagram gave me language for why I react the way I do, and a roadmap for navigating the complicated dynamics that come with the role.”
— KG Treser, Chief of Staff School
You already know how to lead. The question is — do you know what’s leading you?
Professional development teaches strategy and execution. It doesn’t teach you to understand your own patterns — why you react the way you do, what’s driving your decisions, or where the gap is between who you intend to be and how you actually show up.
That’s the work most leadership development skips. It’s also the work that changes everything.
The Work of You is built on a simple belief: the hardest person you’ll ever lead is you. And once you understand yourself — your motivations, your patterns, your instincts — everything about how you lead changes..
Meet the Enneagram
The Enneagram is one of the most sophisticated self-awareness tools available to leaders today — and one of the most under-leveraged. The system is based on your three centers of intelligence: head, heart, and body (or IQ, EQ, and BQ).
The Enneagram unpacks the why behind how you think, feel, and act by revealing your core motivation, your dominant instinct, and the patterns that have been running subconsciously, often without your awareness.
When you understand your hidden layer of leadership, you stop being managed by your patterns and start making intentional choices about how you lead — every day
Your Integrative9 Enneagram Report
You will receive a comprehensive 23-page report detailing:
Your core type and what’s underneath it — motivation, beliefs, worldview
Your dominant instinct — and how it shapes your leadership style
The patterns that are protecting you and the ones holding you back
The gap between who you intend to be and how you actually show up
Your current strain profile and ways to manage it
Strategic growth paths for you to integrate beyond your core type
Ready to start?
Purchase your personal assessment link below. You’ll receive a confirmation email with next steps. Once you complete the assessment, your report will be come to your inbox within the hour.
Enneagram Assessment: $60
The work of you is learning how to manage your patterns so they are not managing you. The Enneagram is both the mirror and the map for your inner work.
Guided by a decade of practice.
Jen Ostrich is a certified Integrative9 Enneagram practitioner (Levels 1 & 2), Behavioral Leadership Coach (PCC), and creator of The Work of You. She's spent 14 years coaching leaders and nearly a decade as a student of the Enneagram — using it not as a shortcut, but as an instrument of lasting change for leaders and teams.
Because the hardest person you’ll ever lead… is you.
